Title: Book The Best Hotels in Oakland, MD for 2026 from CA $91 - Fully Refundable Options - Expedia.ca

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Photo by Jenn Charbonneau

# Find hotels in Oakland, MD from CA $91

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## Go beyond your typical stay in Oakland

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=CABIN)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=POOL)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=APART_HOTEL)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&travelerType=family_friendly)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=CONDO)

## Check prices for these dates

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oakland hotels

![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/e6b80070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/e6826d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/f3e24899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Garrett Inn

[](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

Oakland

9.8/10

Exceptional

(411)

"Check in was fast and friendly, and the room is immaculately clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $143

CA $162 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

![Deluxe Suite](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/9095b56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/34bea603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/7e9ad8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/7300c9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baja Motel

[](https://www.expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information)

Oakland

8.8/10

Excellent

(85)

"It was a nice place to stay for the night while traveling "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

[](https://www.expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information)

![Suite, 1 Queen Bed, Accessible, Non Smoking (Mobility, Hearing, Tub w/Grab Bars)](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/0efde2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/9f90b141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/51393ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705851/e6cc83a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

[](https://www.expedia.ca/Morgantown-Hotels-Microtel-Inn-Suites-By-Wyndham-HazeltonBruceton-Mills.h1705851.Hotel-Information)

Bruceton Mills

8.2/10

Very good

(1005)

"Was wonderful experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $81

CA $91 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Morgantown-Hotels-Microtel-Inn-Suites-By-Wyndham-HazeltonBruceton-Mills.h1705851.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/ae5c10a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/5d32789a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/d89aff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/09fa1143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keyser Inn

[](https://www.expedia.ca/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information)

Keyser

9.0/10

Wonderful

(974)

"Have stayed multiple times very reasonable prices "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harold

CA $110

CA $123 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/f842eceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/99b644e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/d408e68b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1400/1347/a825a405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Grantsville-Deep Creek Lake

[](https://www.expedia.ca/Cumberland-Hotels-Comfort-Inn-Grantsville.h1347.Hotel-Information)

Grantsville

8.4/10

Very good

(715)

"Clean room, excellent staff, great breakfast!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michaelina

CA $146

CA $167 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Cumberland-Hotels-Comfort-Inn-Grantsville.h1347.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9660000/9652000/9651935/b530f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/10000000/9660000/9652000/9651935/74698fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/10000000/9660000/9652000/9651935/b892ade8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/10000000/9660000/9652000/9651935/bad9b55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Casselman Inn

[](https://www.expedia.ca/Cumberland-Hotels-The-Casselman-Inn.h9651935.Hotel-Information)

Grantsville

9.0/10

Wonderful

(553)

"Staff was helpful and friendly. Room was clean and comfortable. Great restaurant options nearby. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donald

CA $118

CA $135 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Cumberland-Hotels-The-Casselman-Inn.h9651935.Hotel-Information)

![Cabin D](https://images.trvl-media.com/lodging/6000000/5300000/5292800/5292748/4c936b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Multiple Beds, Kitchen | View from room](https://images.trvl-media.com/lodging/6000000/5300000/5292800/5292748/e12954ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin D | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5300000/5292800/5292748/08f9add3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin D | Living area](https://images.trvl-media.com/lodging/6000000/5300000/5292800/5292748/a9a01112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abrams Creek Center

[](https://www.expedia.ca/Elk-Garden-Hotels-Abrams-Creek-Center.h5292748.Hotel-Information)

Elk Garden

7.6/10

Good

(45)

"We DID NOT SEE THOS PHOTO BEFORE RENTING!! There was no water/air conditioning or refrigerator?!? This was not the photo of the cabin I renter either!! We were supposed to have a cabin with enough room for 8 to sleep"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha

CA $63

CA $103 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Elk-Garden-Hotels-Abrams-Creek-Center.h5292748.Hotel-Information)

![Standard Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/b05c6c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/e49a5ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/b2e6e0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/12000000/11450000/11442800/11442731/df72e5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Canaan

[](https://www.expedia.ca/Davis-Hotels-Canaan-Village-Inn.h11442731.Hotel-Information)

Davis

8.6/10

Excellent

(809)

"Staff was very friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

[](https://www.expedia.ca/Davis-Hotels-Canaan-Village-Inn.h11442731.Hotel-Information)

![Deluxe Room](https://images.trvl-media.com/lodging/97000000/96550000/96544200/96544150/11b4c82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96550000/96544200/96544150/fd0aa5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96550000/96544200/96544150/f8903317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/97000000/96550000/96544200/96544150/1d97e523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cannon Hill Inn

[](https://www.expedia.ca/Rowlesburg-Hotels-Cannon-Hill-Inn.h96544150.Hotel-Information)

Rowlesburg

9.2/10

Wonderful

(40)

"The place was clean and the other guests were pleasant. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawnna

CA $86

CA $144 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Rowlesburg-Hotels-Cannon-Hill-Inn.h96544150.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/w3837h2557x3y3-65d16e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/7d743496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/3d3716c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4150000/4144900/4144866/e75c7e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SureStay Plus Hotel by Best Western Keyser

[](https://www.expedia.ca/Keyser-Hotels-SureStay-Plus-Hotel-By-Best-Western-Keyser.h4144866.Hotel-Information)

Keyser

9.0/10

Wonderful

(542)

"Everything was wonderful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna

CA $181

CA $203 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Keyser-Hotels-SureStay-Plus-Hotel-By-Best-Western-Keyser.h4144866.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/ce2721ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/688736c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/90468018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/a3714a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parsons Semper Fi Cabin w/ Fire Pit!

[](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Semper-Fi-Cabin-W-Fire-Pit.h94954167.Hotel-Information)

Parsons

10/10

Exceptional

(1)

CA $151

CA $313 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Semper-Fi-Cabin-W-Fire-Pit.h94954167.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/34000000/33370000/33367100/33367055/9cb914dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/34000000/33370000/33367100/33367055/d9517793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Single Room, 1 King Bed, Jetted Tub, Lake View](https://images.trvl-media.com/lodging/34000000/33370000/33367100/33367055/e9c0be0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/34000000/33370000/33367100/33367055/0fa2c4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Pointe Inn

[](https://www.expedia.ca/Cumberland-Hotels-Lake-Pointe-Inn.h33367055.Hotel-Information)

McHenry

9.6/10

Exceptional

(175)

"The staff at the property is amazing, very pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $242

CA $300 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Cumberland-Hotels-Lake-Pointe-Inn.h33367055.Hotel-Information)

![Cabin, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/118000000/117760000/117753500/117753420/544bf933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/118000000/117760000/117753500/117753420/e658d13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms](https://images.trvl-media.com/lodging/118000000/117760000/117753500/117753420/32f83bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/118000000/117760000/117753500/117753420/68a06124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Koru Near Trails & Town 2 Bedroom Cabin

[](https://www.expedia.ca/Thomas-Hotels-Mountain-Koru-Near-Trails-Town-2-Bedroom-Cabin.h117753420.Hotel-Information)

Thomas

10/10

Exceptional

(1)

"Loved the cabin! My only complaint was that the upstairs bed got hot during the night making my daughter uncomfortable. We put the fan up there the second night but it didn’t seem to help. She slept on the loveseat. Everything else we loved! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

M CHRISTI

CA $292

CA $500 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Thomas-Hotels-Mountain-Koru-Near-Trails-Town-2-Bedroom-Cabin.h117753420.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99504400/99504349/18db217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99510000/99504400/99504349/56c6b493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99504400/99504349/6af9656e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99510000/99504400/99504349/20a588a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laurel River Club Bed & Breakfast

[](https://www.expedia.ca/Davis-Hotels-Laurel-River-Club-Bed-Breakfast.h99504349.Hotel-Information)

Davis

9.6/10

Exceptional

(44)

"Cute cabin like room near Ohiopyle State Park! Pretty place in a quiet little town. Great for a quick overnight stay on our road trip!we enjoyed hiking & exploring the area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $228

CA $260 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Davis-Hotels-Laurel-River-Club-Bed-Breakfast.h99504349.Hotel-Information)

![Room, Private Bathroom (Trey Run #5)](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/8b030f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/3a611137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/w1482h834x0y0-81395ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/18000000/17330000/17326800/17326748/0c2ccfb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River House Lodge

[](https://www.expedia.ca/Rowlesburg-Hotels-River-House-Lodge.h17326748.Hotel-Information)

Rowlesburg

9.2/10

Wonderful

(114)

"This place is an amazing find! Absolutely live everything sbout staying here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

bruce

CA $128

CA $189 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Rowlesburg-Hotels-River-House-Lodge.h17326748.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/7f7c0ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/891bca73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/34c5df8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/11000000/10040000/10030100/10030058/w1000h905x0y95-f8af4d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alpine Lake Resort

[](https://www.expedia.ca/Morgantown-Hotels-Alpine-Lake-Resort.h10030058.Hotel-Information)

Terra Alta

7.8/10

Good

(367)

"The resort is nice. Wish to have more detail about the trails around."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trinh

CA $150

CA $178 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Morgantown-Hotels-Alpine-Lake-Resort.h10030058.Hotel-Information)

![C 50R - Comfort Cabin, 1 King bed, Pet Friendly, Mountainside (May hear neighbors) | Living area](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/71f46570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/d8c77686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![C 51L - Comfort Cabin, 2 Queen Beds, Pet Friendly, Mountainside (May hear neighbors)](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/bb88b8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/49c1a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lodges at Sunset Village

[](https://www.expedia.ca/Cumberland-Hotels-The-Lodges-At-Sunset-Village.h6654948.Hotel-Information)

McHenry

9.2/10

Wonderful

(360)

"Great place and we brought our dog. The cabins were quiet, clean, and we had everything we needed. Front desk was very responsive. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly

CA $274

CA $312 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Cumberland-Hotels-The-Lodges-At-Sunset-Village.h6654948.Hotel-Information)

![Indoor pool, outdoor pool, open 6:30 AM to 8:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/211f4749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bars/lounges, 4 poolside bars, swim-up bar](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/0cbc9d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/84d8ce8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/6a7ea2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nemacolin

[](https://www.expedia.ca/Uniontown-Hotels-Nemacolin.h856941.Hotel-Information)

Nemacolin

9.2/10

Wonderful

(463)

"Everything was amazing. Staff was beyond polite and accommodating. Room was clean and beautiful. Food an amenities exceptional. Well worth the cost. Would definitely recommend."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

David

CA $1,045

CA $1,232 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Uniontown-Hotels-Nemacolin.h856941.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123590000/123581000/123580968/f199d9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123590000/123581000/123580968/c0224221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/124000000/123590000/123581000/123580968/cc077b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/124000000/123590000/123581000/123580968/88a37c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Billy Motel 

[](https://www.expedia.ca/Davis-Hotels-The-Billy-Motel.h123580968.Hotel-Information)

Davis

CA $2,683

CA $3,085 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Davis-Hotels-The-Billy-Motel.h123580968.Hotel-Information)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/1057704d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/7d8baac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/01fafc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/2aa258aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Anchors Away Cabin Hideaway w/ Fire Pit!

[](https://www.expedia.ca/Parsons-Hotels-Cozy-Anchors-Away-Cabin-Hideaway-W-Fire-Pit.h94956371.Hotel-Information)

Parsons

CA $151

CA $313 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Parsons-Hotels-Cozy-Anchors-Away-Cabin-Hideaway-W-Fire-Pit.h94956371.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&regionId=9160&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Vacation Rentals in Oakland

Cottage

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/96000000/95870000/95867200/95867173/877313c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/96000000/95870000/95867200/95867173/af13b387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/96000000/95870000/95867200/95867173/4c7e44f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/96000000/95870000/95867200/95867173/65b292a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Family Home w/ Deck, Porch + Forest Views!

[](https://www.expedia.ca/Oakland-Hotels-Private-Family-Home-W-Deck.h95867173.Hotel-Information)

Oakland

10/10

Exceptional

(1)

[](https://www.expedia.ca/Oakland-Hotels-Private-Family-Home-W-Deck.h95867173.Hotel-Information)

Vacation Home

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/8d4cf6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/77d64256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/12d162fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/8981507b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bears Lair by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Bears-Lair.h75970958.Hotel-Information)

Oakland

10/10

Exceptional

(1)

"The property was more than expected and we had a wonderful time. Everything we wanted to do was within driving distance. Wonderful experience!"

[](https://www.expedia.ca/Oakland-Hotels-Bears-Lair.h75970958.Hotel-Information)

Apartment

![Apartment (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94956000/94955963/2cf7ae49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956000/94955963/89201374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956000/94955963/804cc5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956000/94955963/a66d94b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deep Creek Lake Townhome w/ Deck & Water Views

[](https://www.expedia.ca/Oakland-Hotels-Deep-Creek-Lake-Townhome-Wdeck-Water-Views.h94955963.Hotel-Information)

Oakland

10/10

Exceptional

(1)

[](https://www.expedia.ca/Oakland-Hotels-Deep-Creek-Lake-Townhome-Wdeck-Water-Views.h94955963.Hotel-Information)

Cabin

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/72883e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/948dfe38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/b0b25d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/3ccdc706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Strawberry Fields by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Strawberry-Fields.h76011499.Hotel-Information)

Oakland

10/10

Exceptional

(1)

[](https://www.expedia.ca/Oakland-Hotels-Strawberry-Fields.h76011499.Hotel-Information)

Vacation Home

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009800/76009715/3fdf7c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76010000/76009800/76009715/1d1d7e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009800/76009715/51481569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009800/76009715/d36843cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kare Bear Cabin by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Kare-Bear-Cabin.h76009715.Hotel-Information)

Oakland

10/10

Exceptional

(1)

[](https://www.expedia.ca/Oakland-Hotels-Kare-Bear-Cabin.h76009715.Hotel-Information)

Vacation Home

![Studio (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/92000000/91870000/91864900/91864838/1e606459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/92000000/91870000/91864900/91864838/b0343b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/92000000/91870000/91864900/91864838/0ae2c8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/92000000/91870000/91864900/91864838/bcbc5c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laurel Brook 39 by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Laurel-Brook-39.h91864838.Hotel-Information)

Oakland

9.0/10

Wonderful

(2)

"Nice place ."

[](https://www.expedia.ca/Oakland-Hotels-Laurel-Brook-39.h91864838.Hotel-Information)

Cabin

![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/e2b798cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/e9295aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/9e6556dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/97497ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakestar Chalet by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Lakestar-Chalet.h76009805.Hotel-Information)

Oakland

8.0/10

Very good

(1)

"Property matched description. It could’ve been a bit cleaner on arrival. The tvs did not work, but everything else was great. "

[](https://www.expedia.ca/Oakland-Hotels-Lakestar-Chalet.h76009805.Hotel-Information)

Cabin

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010200/76010177/468d772f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010200/76010177/ddc21b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010200/76010177/54ef766d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76020000/76010200/76010177/a1cb7532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Meant to Be by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Meant-To-Be.h76010177.Hotel-Information)

Oakland

10/10

Exceptional

(1)

"It was a perfect getaway, extremely peaceful. "

[](https://www.expedia.ca/Oakland-Hotels-Meant-To-Be.h76010177.Hotel-Information)

Vacation Home

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011619/6a0df4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011619/84159b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011619/e069cde4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011619/e664ac59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Penn Point Paradise by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Take-A-Break.h76011619.Hotel-Information)

Blakeslee

10/10

Exceptional

(1)

"The house was beautiful and inviting. And the view was wonderful!"

[](https://www.expedia.ca/Oakland-Hotels-Take-A-Break.h76011619.Hotel-Information)

Cabin

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011644/7c8666a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011644/f89d868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011644/36908602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011644/5df1b45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mountain Airy by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-The-Mountain-Airy.h76011644.Hotel-Information)

Oakland

10/10

Exceptional

(1)

"The whole house was beautiful and clean we loved our stay the hot tub was lovely and the chimney made it very cozy "

[](https://www.expedia.ca/Oakland-Hotels-The-Mountain-Airy.h76011644.Hotel-Information)

Vacation Home

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010360/dae3b66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010360/9eb876ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010360/b185af7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010360/d5a03e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Picture Perfect by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Picture-Perfect.h76010360.Hotel-Information)

Mountainside

10/10

Exceptional

(4)

"Close to wisp"

[](https://www.expedia.ca/Oakland-Hotels-Picture-Perfect.h76010360.Hotel-Information)

Vacation Home

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011700/c53cf7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011700/705f5d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011700/2598e5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011700/28dab9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Valhalla on Mystic Creek by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Valhalla-On-Mystic-Creek.h76011700.Hotel-Information)

Oakland

8.0/10

Very good

(1)

[](https://www.expedia.ca/Oakland-Hotels-Valhalla-On-Mystic-Creek.h76011700.Hotel-Information)

Cabin

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009817/343ef800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009817/a36741a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009817/c2e807d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009817/458813d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Cottage by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Lakeview-Cottage.h76009817.Hotel-Information)

Oakland

10/10

Exceptional

(1)

"Choosing a good place through the Internet is very difficult and risky. But we are very happy that we were able to make a good memory of this choice in this trip. We thank the owner of the house for providing all the amenities that can be necessary for the family. , and it shows that He is very kind and cares about his guests.thank you we definitely choosing this place in next trip ."

[](https://www.expedia.ca/Oakland-Hotels-Lakeview-Cottage.h76009817.Hotel-Information)

Cabin

![House (Multiple Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011678/73b8a7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011678/8061421e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011678/32b982b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011678/90e93aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Under the Stars by Taylor Made Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-Under-The-Stars.h76011678.Hotel-Information)

Mountainside

8.0/10

Very good

(1)

[](https://www.expedia.ca/Oakland-Hotels-Under-The-Stars.h76011678.Hotel-Information)

[See all vacation rentals](https://expedia.ca/Hotel-Search?startDate=2026-01-13&endDate=2026-01-16&regionId=9160&adults=2&sort=RECOMMENDED&stay_options_group=vacation_rentals_option&categorySearch=vacation_rentals_option&openPlayBack=true)

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## Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. 

- Mountainside
- Blakeslee
- Paradise Point
- Silver Ridge
- The View

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976481730)

![Mountainside map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ysdpFtufcN%7Dk%40mLiCgUhTyUvm%40sZrPt%5Bo%40nX%7Da%40%7C%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=qKkK89tbfMXmWibXjnvcTrX67sM=)

### Mountainside

Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481730)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473875)

![Blakeslee map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ca%7EoFxiccN%7B%5Ewv%40%7CTgv%40b%60%40u%60AvtAb%60AoLpo%40sQtTykAhh%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=0Al-Qj9NzHUwUWNehUyObJpbLNo=)

### Blakeslee

While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473875)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976481309)

![Paradise Point map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:m_%60pFxzecNc%5Bs%7C%40pPgXyQyUwB_z%40bSgX%60Tz%7BALpa%40tShd%40e%5Cd%5C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=9flJVq-QznHtiShIBb9nYuSdg3A=)

### Paradise Point

If you're looking for some top things to see and do in Paradise Point and surrounding area, you can visit Deep Creek Lake and Deep Creek Lake State Park. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481309)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976471096)

![Silver Ridge map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_%7EapF%7E_dcNq%40sFp%40%7DIrB_BlCSBfSmAt%40wDF&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=D4DiCoy7X5Q3Mh60zpKq69PdYjY=)

### Silver Ridge

While Silver Ridge isn't home to many top sights, Deep Creek Lake and Deep Creek Lake State Park are some notable places to visit nearby. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471096)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976471573)

![The View map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:evapFpuacNuAK%7DEyIVaElCyC%60Fe%40hBlD%7DDxP&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=daXx7-eW9mJun2CJxHPCNYKB9ks=)

### The View

While there might not be top attractions in The View, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471573)

## Learn more about Oakland

Nestled beside Deep Creek Lake, this mountain town offers year-round adventures from skiing to kayaking. Explore the historic downtown where local shops and farm-to-table restaurants welcome you in hiking boots after a day outdoors.

[See all hotels in Oakland](https://www.expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&adults=2&regionId=9160)

![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=576&h=768&p=1&q=high)

Photo by Jenn Charbonneau

### Stay near popular Oakland attractions

[](https://expedia.ca/Swallow-Falls-State-Park-Hotels.0-l553248621532660285-0.Travel-Guide-Filter-Hotels)

![Swallow Falls State Park](https://mediaim.expedia.com/destination/2/0261f75d4ba9e68f1dc144b1dcee00eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Swallow Falls State Park

You can take time to visit Swallow Falls State Park during your travels to Oakland. Stroll along the riverfront in this family-friendly area, or seek out the ski slopes. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532660285)

## More cheap stays in Oakland

![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Garrett Inn

17848 Garrett Highway Oakland MD

CA $143

CA $162 total

Dec 18 - Dec 19

includes taxes & fees

9.6/10 Exceptional! (411 reviews)

[](https://expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

![Cove Creek Lodge: 213 Dog Friendly Double Queen Room](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477811/2095ef15_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Cove Creek Lodge: 213 Dog Friendly Double Queen Room

 Oakland MD

CA $382

CA $493 total

Dec 18 - Dec 19

includes taxes & fees

[](https://expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-213-Dog-Friendly-Double-Queen-Room.h106477811.Hotel-Information)

![New Listing!  New 7 Person HotTub & Grill
FirePit 2 Arcades 9 Minutes to Wisp!](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/21f8f80e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

 Oakland MD

CA $296

CA $1,002 total

Dec 18 - Dec 19

includes taxes & fees

10/10 Exceptional! (11 reviews)

[](https://expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information)

![Baja Motel](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/34bea603_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Baja Motel

1501 Maryland Hwy Oakland MD

[Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=99839480&PinnedHotelID=99839480&HadPinnedHotel=true&regionId=9160)

8.8/10 Excellent! (85 reviews)

[](https://expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information)

![Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!](https://images.trvl-media.com/lodging/108000000/107640000/107631200/107631105/31ae2ac1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!

 Oakland MD

[Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=107631105&PinnedHotelID=107631105&HadPinnedHotel=true&regionId=9160)

9.2/10 Wonderful! (26 reviews)

[](https://expedia.ca/Oakland-Hotels-Swallow-Falls-Cabin-1-Cozy-1-Bedroom-Perfect-For-A-Romantic-Getaway.h107631105.Hotel-Information)

![Lakeslee Lodge: Spacious 6BR retreat with lake access and community pool in Oakland, MD.](https://images.trvl-media.com/lodging/122000000/121860000/121854800/121854751/fdd9c29b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Lakeslee Lodge: Spacious 6BR retreat with lake access and community pool in Oakland, MD.

 Oakland MD

[Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=121854751&PinnedHotelID=121854751&HadPinnedHotel=true&regionId=9160)

[](https://expedia.ca/Oakland-Hotels-Lakeslee-Lodge-Spacious-6BR-Retreat-With-Lake-Access-And-Community-Pool-In-Oakland.h121854751.Hotel-Information)

## Hotels in Oakland with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

1 properties

[](https://expedia.ca/5Star-Oakland-Hotels.s50-0-d9160.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

107 properties

[](https://expedia.ca/4Star-Oakland-Hotels.s40-0-d9160.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

289 properties

[](https://expedia.ca/3Star-Oakland-Hotels.s30-0-d9160.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

79 properties

[](https://expedia.ca/2Star-Oakland-Hotels.s20-0-d9160.Travel-Guide-Filter-Hotels)

## Find out more about Oakland

### Top reasons to visit Oakland

- **Stunning Outdoor Adventures:**  Oakland offers breathtaking scenery with activities like hiking, fishing, and skiing at nearby resorts.
- **Deep Creek Lake:**  This picturesque lake provides a serene backdrop for various water activities and relaxation.
- **Autumn Glory Festival:**  Experience the vibrant fall colours and local culture during this annual celebration.
- **Charming Accommodations:**  Enjoy a range of delightful stays, from guesthouses to unique agritourism properties.
- **Family-Friendly Atmosphere:**  Oakland is perfect for family adventures or romantic getaways in a welcoming environment.

### Find great hotels in and around Oakland

Discover a range of delightful accommodation options in Oakland, Maryland, perfect for adventure seekers and families alike. From charming guesthouses to unique agritourism properties, you'll find pet-friendly stays that cater to your vacation needs. Whether you're searching for the best hotels or cozy motels, Oakland has something to offer every traveller looking for a memorable getaway.

- **[Alpine Lake Resort: ](https://www.expedia.ca/Morgantown-Hotels-Alpine-Lake-Resort.h10030058.Hotel-Information)** Set against the stunning backdrop of the mountains, Alpine Lake Resort invites guests to indulge in a beach and golf-themed getaway. Located 9.7km from Oakland, this 3-star lodge features direct beach access, perfect for those who want to enjoy sun-soaked days by the water. Golf enthusiasts will appreciate the on-site golfing experiences, while pet owners can rest easy knowing their furry friends are welcome with specific amenities for dogs. With its combination of natural beauty and recreational activities, Alpine Lake Resort is ideal for families and pet lovers seeking a memorable vacation.
- **[The Lodges at Sunset Village: ](https://www.expedia.ca/Cumberland-Hotels-The-Lodges-At-Sunset-Village.h6654948.Hotel-Information)** Located 17.7km from Oakland, The Lodges at Sunset Village caters to adventure seekers looking for an active holiday. This hotel offers a variety of outdoor activities, including fishing, waterskiing, and mountain biking, ensuring that there’s never a dull moment. The property is also pet-friendly, providing amenities such as food and water bowls for dogs. Whether you’re hitting the water or exploring the nearby trails, this lodge is perfect for those wanting to experience the thrill of nature while enjoying comfortable accommodations.
- **[The Garrett Inn: ](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)** Situated right in Oakland, The Garrett Inn is a convenient choice for adventure enthusiasts. This motel offers easy access to a range of winter sports, including downhill skiing, snowboarding, and snowshoeing, making it a prime location for winter sports lovers. With its welcoming atmosphere and focus on recreation, guests can immerse themselves in the local adventure offerings while enjoying a comfortable stay. The Garrett Inn is an excellent choice for those looking to dive into thrilling outdoor experiences right at their doorstep.

### Where to stay in and around Oakland

Oakland, Maryland, is a hidden gem perfect for outdoor enthusiasts and couples seeking a romantic getaway. Explore the charming streets of Oakland, indulge in shopping, and discover the stunning Deep Creek Lake nearby. This destination offers a relaxing atmosphere, ideal for family-friendly adventures or secluded retreats. With its blend of luxury and ecotourism, Oakland is a fantastic weekend escape where nature and community thrive harmoniously.

- **[Thayerville: ](https://www.expedia.ca/Thayerville-Hotels.d553248635975871934.Travel-Guide-Hotels)** Nestled in the heart of Oakland, Thayerville is a charming village that beckons outdoor enthusiasts and romantics alike. This picturesque locale experiences a moderate influx of visitors, particularly from July to August and in October. With its stunning scenery, Thayerville offers a range of activities such as skiing at nearby resorts and exploring the beautiful recreational areas. The proximity to national and state parks enhances its appeal, as visitors can enjoy tranquil lakes and lush landscapes. Whether you’re seeking an adventurous getaway or a peaceful retreat, Thayerville provides a delightful escape into nature.
- **[Alpine Lake: ](https://www.expedia.ca/Alpine-Lake-Hotels.d553248635975859534.Travel-Guide-Hotels)** Just 11.3km from Oakland, Alpine Lake is a scenic village perfect for those looking to immerse themselves in the great outdoors. Visitor numbers peak between June and August, making it an ideal summer retreat. The area is renowned for its breathtaking views, with ample opportunities for skiing and recreational activities. With its close proximity to picturesque lakes and national parks, Alpine Lake is a romantic hideaway that promises unforgettable experiences in nature. Prepare to explore the enchanting surroundings and create lasting memories in this serene setting.
- **[Swanton: ](https://www.expedia.ca/Swanton-Hotels.d164144.Travel-Guide-Hotels)** Located 16.1km away from Oakland, Swanton is a vibrant city that attracts visitors with its splendid outdoor offerings and captivating scenery. The peak travel season here is from May to July, drawing those in search of adventure and romance. Swanton boasts recreational areas and ski resorts that provide a thrilling experience for outdoor lovers. The presence of nearby lakes, national parks, and rivers ensures that visitors can fully enjoy the beauty of the region. Swanton is a perfect blend of excitement and relaxation, making it a must-visit destination during your trip.

### Things to do in and around Oakland

Oakland, Maryland, is perfect for outdoor and romantic getaways, featuring a range of activities for every adventurer. Explore its stunning recreational areas and enjoy thrilling outdoor adventures, particularly for ski enthusiasts at the nearby ski resort. Don't miss the vibrant Autumn Glory Festival, which showcases the region’s breathtaking fall scenery and local culture, making it a must-visit destination for memorable experiences.

**Shopping**

In Oakland, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, check out the Deep Creek Lake area for larger retail options, including the Shops at Will O' the Wisp, offering a mix of outdoor gear and local crafts.

**Recreation**

Experience tranquility at [Swallow Falls State Park](https://www.expedia.ca/Swallow-Falls-State-Park-Hotels.0-l553248621532660285-0.Travel-Guide-Filter-Hotels) with its serene trails and breathtaking waterfalls, perfect for relaxation. For outdoor enthusiasts, [Lodestone Golf Club](https://www.expedia.ca/Lodestone-Golf-Club-Hotels.0-l553248621532660288-0.Travel-Guide-Filter-Hotels) offers a challenging golf course surrounded by nature, while [Mystic Rock](https://www.expedia.ca/Mystic-Rock-Hotels.0-l553248621532663542-0.Travel-Guide-Filter-Hotels) provides an exhilarating golfing experience amidst stunning landscapes, both just a short drive from Oakland.

**Adventure**

Experience thrilling adventures at [Wisp Resort](https://www.expedia.ca/Wisp-Resort-Hotels.0-l6091719-0.Travel-Guide-Filter-Hotels), located 17.7km from Oakland, offering fantastic skiing and outdoor vibes. For water sports, head to [Adventure Sports Center International](https://www.expedia.ca/Adventure-Sports-Center-International-Hotels.0-l553248621532660286-0.Travel-Guide-Filter-Hotels), 16.1km away, where excitement awaits. Hike the scenic [Allegheny Trail](https://www.expedia.ca/Allegheny-Trail-Hotels.0-l689922306339307520-0.Travel-Guide-Filter-Hotels), situated 22.5km from Oakland, for breathtaking views and outdoor exploration.

**Nightlife**

In Oakland, Maryland, nightlife comes alive at [Funland](https://www.expedia.ca/Funland-Hotels.0-l553248621532660290-0.Travel-Guide-Filter-Hotels), an arcadeAdventureZone 17.7km away, perfect for those seeking adventure vibes. For a cultural evening, [Music at Penn Alps](https://www.expedia.ca/Music-At-Penn-Alps-Hotels.0-l553248621532660296-0.Travel-Guide-Filter-Hotels), 38.6km from Oakland, offers a charming theatre experience filled with romance and family-friendly entertainment.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Oakland

To save money on your trip to Oakland, Maryland, consider visiting during the cheaper months of March to April or October, and aim for a Tuesday stay to secure lower rates. Utilize Expedia’s search tool to filter for budget-friendly accommodations, including eco-certified hotels, and explore package deals that combine flights and activities for additional savings. Don't forget to check for promotional codes and great deals to ensure you’re making the most economical choices while enjoying free local activities and efficient public transport options.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Oakland are March to April and October, where the prices are slightly lower. This is in comparison to July to August and December, where prices are slightly higher.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay in Oakland is Tuesday. The most expensive day to stay in Oakland is Saturday.
- **Find cheap hotels on Expedia:**  Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can arrange the results to display prices from lowest to highest, allowing you to easily find the most affordable hotels. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will show you a selection of sustainable and environmentally-friendly hotels that you can book.
- **Consider bundling your trip:**  You can save money by combining your hotel stay in Oakland with your flights and activities through an Expedia package.

### Find the best attractions near Oakland

Oakland, Maryland, is perfect for outdoor enthusiasts, offering stunning scenery and romantic getaways. Visitors can explore beautiful lakes, state parks, and nature reserves that provide family-friendly adventures and opportunities for excitement. One must-see attraction is Deep Creek, which enhances the area's appeal for those seeking a memorable outdoor experience. Whether you're hiking, fishing, or simply enjoying the views, Oakland has something special for every traveller.

- **[Deep Creek Lake: ](https://www.expedia.ca/Deep-Creek-Lake-Hotels.0-l553248635959734861-0.Travel-Guide-Filter-Hotels)** Experience the stunning beauty of Deep Creek Lake, a perfect spot for relaxation and romance. Enjoy activities like swimming, kayaking, or simply lounging on the beach while soaking in the picturesque scenery all around.
- **[Cathedral State Park: ](https://www.expedia.ca/Cathedral-State-Park-Hotels.0-l6093895-0.Travel-Guide-Filter-Hotels)** Adventure awaits at Cathedral State Park, where you can explore its lush trails and enjoy breathtaking views. This outdoor paradise is ideal for hiking and discovering the diverse wildlife and stunning natural landscapes.
- **[Thousand Acres Lakeside Golf Course: ](https://www.expedia.ca/Thousand-Acres-Lakeside-Golf-Course-Hotels.0-l553248621558141380-0.Travel-Guide-Filter-Hotels)** Bring the family to Thousand Acres Lakeside Golf Course for a fun-filled day on the greens. This scenic course offers a welcoming atmosphere for golfers of all skill levels, making it a great outing for everyone.

### Best time to go to Oakland

The best time to visit Oakland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oakland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Oakland falls in January, visitor numbers are average and weather is mostly cloudy with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 26.4°F (-3.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Average                                                                                                       |
| February                                                                                                         | 30.0°F (-1.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Average                                                                                                       |
| March                                                                                                            | 37.6°F (3.1°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |
| April                                                                                                            | 47.7°F (8.7°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |
| May                                                                                                              | 57.6°F (14.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 64.9°F (18.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| July                                                                                                             | 69.1°F (20.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| August                                                                                                           | 67.3°F (19.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| September                                                                                                        | 61.5°F (16.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| October                                                                                                          | 50.7°F (10.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| November                                                                                                         | 39.0°F (3.9°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| December                                                                                                         | 32.5°F (0.3°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Slightly High                                                                                                 |

### The nearest major airports for your trip to Oakland

When planning your visit to Oakland, Maryland, you have several airport options. Latrobe, PA ([LBE](https://www.expedia.ca/Arnold-Palmer-Regional-Airport-Hotels.0-aLBE-0.Travel-Guide-Filter-Hotels)\-Arnold Palmer Regional) is situated 96.6km away, with nearby accommodations like the [Ramada Conference Center by Wyndham Greensburg](https://www.expedia.ca/Greensburg-Hotels-Ramada-Conference-Center-By-Wyndham-Greensburg.h1236.Hotel-Information), just 9.7km from the airport. Morgantown, WV ([MGW](https://www.expedia.ca/Morgantown-Municipal-Airport-Hotels.0-aMGW-0.Travel-Guide-Filter-Hotels)\-Morgantown Municipal), located 51.5km from Oakland, offers hotels such as the [Morgantown Marriott at Waterfront Place](https://www.expedia.ca/Morgantown-Hotels-Morgantown-Marriott-At-Waterfront-Place.h974857.Hotel-Information), 4.8km from the airport. Lastly, Clarksburg, WV (CKB-North Central West Virginia), 70.8km away, features options like [Courtyard by Marriott Bridgeport Clarksburg](https://www.expedia.ca/Bridgeport-Hotels-Courtyard-By-Marriott-Bridgeport-Clarksburg.h6901088.Hotel-Information), only 3.2km from the airport. Each airport has convenient access to local hotels, ensuring a comfortable stay during your travels.

## Recent reviews of Oakland hotels

![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg)

### The Garrett Inn

5/5 Excellent

"Room was clean. Staff was nice. Parking was perfect"

A verified traveller stayed at The Garrett Inn

Posted 2 days ago

[](https://expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

![Level lakefront, family-friendly, hot tub, low fees, private dock](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/f7244719_y.jpg)

### Level lakefront, family-friendly, hot tub, low fees, private dock

5/5 Excellent

"The host made the house feel like home.It was very welcoming and warm tons of amenities, and it was just the right size for us."

A verified traveller stayed at Level lakefront, family-friendly, hot tub, low fees, private dock

Posted 2 weeks ago

[](https://expedia.ca/Cumberland-Hotels-Level-Lakefront.h54911380.Hotel-Information)

![Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/78c8b009_y.jpg)

### Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing 

5/5 Excellent

"A beautiful home and an awesome location! The owner was incredible to work with and so accommodating. I can’t say enough wonderful things about them! The home feels like a cabin and still has wonderful amenities like the hot tub that everyone enjoyed very much! Would definitely return.:-)"

A verified traveller stayed at Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing 

Posted 2 weeks ago

[](https://expedia.ca/Oakland-Hotels-Lakefront.h63746763.Hotel-Information)

![The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek](https://images.trvl-media.com/lodging/106000000/105960000/105953100/105953075/15a0572e_y.jpg)

### The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

5/5 Excellent

"The house was adorable. The host left us humans and puppies a great welcome treat. "

A verified traveller stayed at The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Posted 2 weeks ago

[](https://expedia.ca/Oakland-Hotels-The-Tiny-House-Deep-Creek-Lake-Centrally-Located-To-Everything-Deep-Creek.h105953075.Hotel-Information)

![Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table](https://images.trvl-media.com/lodging/35000000/34160000/34151200/34151122/381c360b_y.jpg)

### Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

5/5 Excellent

"Everything was perfectHouse is very clean and well appointed. We had 15 of us for Thanksgiving. Owner had house decorated for holiday, even had a tree up!Owner was always in contact to make sure we had what we needed. "

A verified traveller stayed at Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

Posted 2 weeks ago

[](https://expedia.ca/Oakland-Hotels-Stunning-7-Bedroom-65-Bath-Lakefront-Home-With-Dock-Slip.h34151122.Hotel-Information)

![The winter is coming !!!](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/d1f7f369_y.jpg)

### The winter is coming !!!

5/5 Excellent

"Pete t getaway cabin for a family of 5\. Hot tub was welcomed as the weather turned cold. Definitely would stay again."

A verified traveller from York, PA stayed at The winter is coming !!!

Posted 3 weeks ago

[](https://expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information)

![In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,](https://images.trvl-media.com/lodging/90000000/89150000/89146100/89146013/2fb0c438_y.jpg)

### In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

5/5 Excellent

"The place was as described and close to a lot of thsijgs"

A verified traveller stayed at In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Posted 1 month ago

[](https://expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek.h89146013.Hotel-Information)

![Amazing Central Location! Lakefront! Hot tub/dock!](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988840/3de4819e_y.jpg)

### Amazing Central Location! Lakefront! Hot tub/dock!

5/5 Excellent

"We had an excellent experience at Unwined. The host was welcoming and was very good at communicating with us. We were given useful information about the house and the area. When I asked a question via text once, I received a very quick response."

A verified traveller stayed at Amazing Central Location! Lakefront! Hot tub/dock!

Posted 2 months ago

[](https://expedia.ca/Oakland-Hotels-Amazing-Central-Location-Lakefront-Hot-Tubdock.h62988840.Hotel-Information)

![Charming Dog Friendly Cottage w/ Dock & Fire Pit](https://images.trvl-media.com/lodging/70000000/69390000/69385600/69385600/dc6a9bbc_y.jpg)

### Charming Dog Friendly Cottage w/ Dock & Fire Pit

5/5 Excellent

"Location, location, location! What a great spot on the lake - so close to everything. This is a lovely cottage with a fantastic view of the lake! "

A verified traveller from West Virginia, United States stayed at Charming Dog Friendly Cottage w/ Dock & Fire Pit

Posted 2 months ago

[](https://expedia.ca/Oakland-Hotels-NEW-DOGS-WELCOME-Split-Lake-Front-Home-With-Hot-Tub-And-Fire-Pit.h69385600.Hotel-Information)

## Frequently asked questions

### What are the best hotels in Oakland with outdoor pools?

> For an exceptional stay, consider the [Cove Creek Lodge: 210 Standard Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-210-Standard-Double-Queen-Fireplace-Room.h106477803.Hotel-Information), which has earned a superb review rating of 10.0\. Guests appreciate its shared pool, which is a delightful spot to relax after a day of mountain biking or climbing nearby.
> 
>   
> Another great choice is the [Cove Creek Lodge: 211 Dog Friendly Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-211-Dog-Friendly-Double-Queen-Fireplace-Room.h106477805.Hotel-Information), rated 9.2\. Families traveling with pets will love the welcoming atmosphere and the clean, comfortable rooms. The shared pool adds a fun element for both kids and adults alike.
> 
>   
> If you're looking for something right by the water, the [Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-201-Poolside-Double-Queen-Fireplace-Room.h106477775.Hotel-Information) and the [Cove Creek Lodge: 203 Poolside Double Queen Room](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-203-Poolside-Double-Queen-Room.h106477781.Hotel-Information) are both rated 10.0\. These rooms provide direct access to the pool, making it easy for families to dive in and enjoy a refreshing swim.
> 
>   
> Lastly, the [Cove Creek Lodge: 208 King Room ADA Accessible](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-208-King-Room-ADA-Accessible.h106477797.Hotel-Information) also boasts a superb score of 10.0 and is designed to ensure a comfortable stay for all guests, with spacious rooms and the same inviting pool area.

### How much does a hotel with outdoor pool in Oakland cost?

### What are some of the best Oakland hotels with outdoor pools and scenic views?

> With an impressive review rating of 10.0, the Cove Creek Lodge's various room options, such as the Standard Double Queen Fireplace Room and the Poolside Double Queen Room, are designed to cater to different needs while providing that picturesque mountain backdrop. Guests rave about the clean and comfortable accommodations, ensuring a delightful stay for families.
> 
>   
> For those traveling with pets, the Dog Friendly Double Queen Fireplace Room is an excellent option, rated 9.2 by visitors who appreciate the welcoming atmosphere. This lodge not only promises a refreshing dip in the pool but also offers easy access to nearby mountain biking and climbing opportunities, enhancing your outdoor experience.

### Is it cheaper to book flights and a hotel in Oakland as a package?

### How can I save on a hotel in Oakland with Expedia?

### Can I cancel my hotel reservation on Expedia?

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- [Hotels near Wisp Resort ](https://www.expedia.ca/Wisp-Resort-Hotels.0-l6091719-0.Travel-Guide-Filter-Hotels)

- [Flights to McHenry ](https://www.expedia.ca/Cheap-Flights-To-McHenry.d131592.Travel-Guide-Flights)
- [Flights from Boston (BOS) to Oakland (ODM) ](https://www.expedia.ca/lp/flights/bos/odm/boston-to-oakland)
- [Flights from Cleveland (CLE) to Oakland (ODM) ](https://www.expedia.ca/lp/flights/cle/odm/cleveland-to-oakland)
- [Flights from New York (JFK) to Oakland (ODM) ](https://www.expedia.ca/lp/flights/jfk/odm/new-york-to-oakland)

- [Deep Creek Lake ](https://www.expedia.ca/Deep-Creek-Lake-Maryland.d553248635959734861.Vacation-Attraction)
- [Funland ](https://www.expedia.ca/Funland-McHenry.d553248621532660290.Vacation-Attraction)
- [Visit Thayerville ](https://www.expedia.ca/Thayerville.dx553248635975871934)
- [Wisp Resort ](https://www.expedia.ca/Wisp-Resort-McHenry.d6091719.Vacation-Attraction)

- [Car rental McHenry ](https://www.expedia.ca/Car-Rentals-In-McHenry.d131592.Car-Rental-Guide)

- [Book Hotels in Oakland on Expedia.com ](https://www.expedia.com/Oakland-Hotels.d9160.Travel-Guide-Hotels)

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