Title: 10 Best Hotels in Winchester-on-the-Severn, Annapolis for 2025 | Expedia.ca

 

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# Hotels in Winchester-on-the-Severn, Annapolis

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## Go beyond your typical stay in Winchester-on-the-Severn

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=OCEAN_VIEW)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&lodging=HOUSE_BOAT)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&travelerType=family_friendly)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=WATER_PARK)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=POOL)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&lodging=CONDO)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=PETS)

## Check prices for these dates

Tonight

[Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Winchester-on-the-Severn hotels and places to stay

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Annapolis East-Kent Island by IHG

23.6 km from Winchester-on-the-Severn

9.2/10

Wonderful

(925)

"nice, clean, up to date, budget friendly hotel"

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

mike

CA $134

CA $149 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/b1b0ec95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/a978e6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/033129c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/d4f2e2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Baltimore at the Stadiums by IHG

30.5 km from Winchester-on-the-Severn

8.6/10

Excellent

(389)

"Friendly staff and good clean rooms."

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

Jean

CA $129

CA $151 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Baltimore-At-The-Stadiums.h23043.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/e17d8d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/6468097d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/d03cf3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Kent Island Marina

23.6 km from Winchester-on-the-Severn

9.0/10

Wonderful

(1001)

"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"

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

Roberta

CA $168

CA $186 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/bdf87bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/9e72db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Kent Narrows & Marina

23.3 km from Winchester-on-the-Severn

9.4/10

Exceptional

(659)

"My favorite hotel "

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

Jen

CA $202

CA $224 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/a77fa217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/04365757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Annapolis

4.3 km from Winchester-on-the-Severn

8.6/10

Excellent

(1001)

"Great environment"

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

Salvador E

CA $217

CA $247 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/37cd357c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/5f4916ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/2a2c48d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/a5b215d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Columbia Gateway

29.8 km from Winchester-on-the-Severn

8.2/10

Very good

(1001)

"Great receptionnist "

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

Denys

CA $121

CA $137 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Baltimore-Hotels-Comfort-Suites-Columbia-Gateway.h1155026.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/a9a9ef59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite (2 Queen Beds with Sofa bed)](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/65534781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/58057ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Hotel & Conference Center

29.6 km from Winchester-on-the-Severn

7.8/10

Good

(1002)

"Yes I love how the room was, I had an amazing stay, the staff was nice and easy to manage I loved it thank you "

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

Carmen

CA $150

CA $177 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)

![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Annapolis

5.7 km from Winchester-on-the-Severn

8.2/10

Very good

(1006)

"I had a great experience at my stay at Hampton "

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

Idris O

CA $135

CA $154 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/76f6e3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/cfbb67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/e2360421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Annapolis by IHG

4.5 km from Winchester-on-the-Severn

8.8/10

Excellent

(1008)

"Clean, easy parking, nice staff but over priced breakfast"

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

Gabrielle

CA $140

CA $159 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7e58a966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Annapolis

6 km from Winchester-on-the-Severn

8.6/10

Excellent

(1002)

"Wonderful stay. "

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

Angela

CA $137

CA $156 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![1 bedroom, hypo-allergenic bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/6ea498fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Annapolis, MD

5.4 km from Winchester-on-the-Severn

9.0/10

Wonderful

(1003)

"Wonderful country inn!"

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

Jennifer

CA $125

CA $142 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/29901fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kent Island Resort

16.5 km from Winchester-on-the-Severn

9.2/10

Wonderful

(125)

"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."

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

Michael

CA $177

CA $245 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Annapolis

6.1 km from Winchester-on-the-Severn

8.2/10

Very good

(1001)

"I had a lovely stay."

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

Kalynn

CA $95

CA $108 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/fba8c798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/bd8b7105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/44c7f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/c35aa4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Baltimore Downtown/McHenry Row

29.1 km from Winchester-on-the-Severn

9.0/10

Wonderful

(695)

"Parking was easy. The property is very nice and the personel very friendly."

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

Katia

CA $164

CA $192 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.Hotel-Information)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e7e5362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/6846c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta ES Suites Annapolis

6 km from Winchester-on-the-Severn

8.8/10

Excellent

(952)

"Nice breakfast, clean room, great parking"

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

Amy

CA $117

CA $133 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

Historic District, 4.3 km from Winchester-on-the-Severn

9.0/10

Wonderful

(1901)

"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"

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

Christine

CA $157

CA $227 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/af281015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/f68fafe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/fb8e8cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.8 km from Winchester-on-the-Severn

8.8/10

Excellent

(876)

"Clean room. Friendly staff awesome location. "

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

Brent

CA $206

CA $235 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/d4b92367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Annapolis

5 km from Winchester-on-the-Severn

8.6/10

Excellent

(1013)

"Room was comfortable and the staff were courtesy!"

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

Danny

CA $86

CA $98 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/160d338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/cc651796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Kent Narrows Inn

23.5 km from Winchester-on-the-Severn

8.0/10

Very good

(1002)

"Our room was clean, smelled great, and the breakfast was good with many options."

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

Eric

CA $130

CA $144 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/b42a3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/cca95561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Chesapeake Bay Beach Club

16.2 km from Winchester-on-the-Severn

9.4/10

Exceptional

(427)

"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."

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

Warren

CA $259

CA $323 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.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=2025-12-06&endDate=2025-12-07&regionId=553248635976475477&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most.

-   Historic District
-   Eastport
-   Murray Hill
-   Cape Saint Claire
-   Hillsmere

![Annapolis showing street scenes and a city as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146977-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis showing street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146975-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253200-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis which includes dining out, a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146976-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland State House which includes an administrative building, interior views and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134426-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976472706)

![Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7Bb%7ClF%7Cb%7DqMgJgEXiCaB%5BsJmPdDaLRaC%5BkA%7DEi%40gFmKrL%7DSuCsDlKcShDfDzEeJ%7CDvEnHoMfChCnMl%40v%40%7EBbAdNy%40bOhAnS%7ECbJ%3F%60FgArBK%60DwA%7CGyPkLeEMr%40zHoCx%40wByOaATuCjj%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=OqazwSPLvr5h-WgoH_Xe_qm6f6Y=)

### Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473127)

![Eastport map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wowlFl%7DzqMkhAcXiOlHiDmH_Dr%40qAeFUgF%60B%7DJUoBcRsPwCaEMyBA%7DA%7EGkLrH%7BP%7EBsAnBHrBr%40%60P%60MbBpTtOtFtJpEvBvI%60JxDhUAtBlD%60GdPuA%60G%7E%40pGg%40bI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=8C7j3Y4M9Ctt54PDCsHeBtpfKsY=)

### Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473127)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473392)

![Murray Hill map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:il%7BlF%7Cr%7DqMuMuu%40%7EFIp%40_GwE_Cs%40_B%7CAaDvBjBjBoFhCnB%60AaCdC%7CA%7C%40yCxDvAn%40fGnBfAt%40%7EEcAhHlDKvFbBUfE%7C%40pCOhEnAlGArBiA%60BKjBwA%7EDwBfAoFuH_CrBg%40_%40_DnB%7BG%7EG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=jKOr6ipBt1dXnbT53EpyG6N8CsU=)

### Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473392)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=3000440447)

![Cape Saint Claire map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:szgmFznvqMuFuCfAsB%60ADnDcC%7C%40cFYeAcByAyD%60KwGoOaD%7EAiCb%40eAa%40Co%40oBTyAo%40aCiCgKqPiFyDaBwI_KwOoC%7DG%7BFcUuf%40ecAhOy%5EdOuYhAsGvf%40k%40jPrBdLjDlR%60Dd%5C%7CITvAkBvM%60%40nDbBdCrC%60A%7ECJdEhE%7C%40vBErAnFhLvAJxA%7CBJ%7CIoB%60H_C%7EBeKrD_FbDqEvFwDhJ_BdJY%7CGB%7Cy%40%5DfQeKh%40gFrL&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=30TNaIuiYU_kf5r2dVaNSsZNNiY=)

### Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=3000440447)

![Maryland Quiet Waters Park showing a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134444-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park which includes a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134443-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park featuring a garden as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135020-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park showing a statue or sculpture and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135023-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park showing a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135024-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473205)

![Hillsmere map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7DwtlF%7El%60rMuPwAwK%7DEeDeLmDwFmH%7CAsSs%40wBaKuK%7BDoq%40oBj%5C%7BObPeP%60Xej%40fFaZbFqRhFtBbU%7C%40XsKbKmPda%40mEtEaKjHdBvGxChFuBjQ%7BCxMn%5C%60T%7E%7C%40i%5E%7Eg%40aFxQoJ%7CEEp%5DoF%7EAsQmEqWbLaIrR&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=IJ7Xo8qRlQPWoO5oFb6yVBnP894=)

### Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205)

## Top Winchester-on-the-Severn Hotel Reviews

![Holiday Inn Express Baltimore at the Stadiums by IHG](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/b1b0ec95_y.jpg)

### Holiday Inn Express Baltimore at the Stadiums by IHG

10/10 Excellent

"The room was clean and spacious. Had breakfast and it was very tasty. Location was great "

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Baltimore-At-The-Stadiums.h23043.Hotel-Information)

![Hyatt House BWI Airport Baltimore](https://images.trvl-media.com/lodging/104000000/103180000/103174300/103174233/d66a3891_y.jpg)

### Hyatt House BWI Airport Baltimore

10/10 Excellent

"The night manager Justin was incredible. "

[](https://expedia.ca/Baltimore-Hotels-Hyatt-House-BWI-Airport-Baltimore.h103174233.Hotel-Information)

![Wingate by Wyndham Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12658/576f84db_y.jpg)

### Wingate by Wyndham Baltimore BWI Airport

10/10 Excellent

"Yes "

[](https://expedia.ca/Baltimore-Hotels-Wingate-By-Wyndham-Baltimore-BWI-Airport.h12658.Hotel-Information)

![Holiday Inn Columbia East-Jessup by IHG](https://images.trvl-media.com/lodging/1000000/20000/15800/15724/6a8978a8_y.jpg)

### Holiday Inn Columbia East-Jessup by IHG

10/10 Excellent

"Everything was so nice and comfortable. "

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Columbia-East-Jessup.h15724.Hotel-Information)

![Sonesta ES Suites Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/80000/77900/77835/1f717877_y.jpg)

### Sonesta ES Suites Baltimore BWI Airport

10/10 Excellent

"It was great"

[](https://expedia.ca/Baltimore-Hotels-Sonesta-ES-Suites-Baltimore-BWI-Airport.h77835.Hotel-Information)

![Aloft BWI Baltimore Washington International Airport](https://images.trvl-media.com/lodging/3000000/2810000/2804100/2804098/12d1a93d_y.jpg)

### Aloft BWI Baltimore Washington International Airport

10/10 Excellent

"Fantastic staff!!"

[](https://expedia.ca/Baltimore-Hotels-Aloft-BWI-Baltimore-Washington-International-Airport.h2804098.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/30000/25900/25898/941fbe1a_y.jpg)

### La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent

"Great hotel would stay again!"

[](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-BWI-Airport.h25898.Hotel-Information)

![Holiday Inn Baltimore BWI Airport by IHG](https://images.trvl-media.com/lodging/1000000/80000/77900/77834/77790c2d_y.jpg)

### Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"Very nice. Large room with sitting area."

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Baltimore-BWI-Airport.h77834.Hotel-Information)

![Best Western Plus Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9_y.jpg)

### Best Western Plus Hotel & Conference Center

10/10 Excellent

"The room was clean, the variety of food for breakfast made hit the mark for our various appetites. The parking was sufficient. The staff was great! After checking out and on the road, I realized I left my medication in the fridge in the room. I called the front desk and the staff member was courteous and helpful. They held my medication until I was able to pick it up later that afternoon. Most importantly, they kept it refrigerated! That made me want to stay there whenever traveling and also recommend it to others. Thank you!"

[](https://expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)

## Frequently asked questions

### What's it like in Winchester-on-the-Severn?

> Travelers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighborhood.

### If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?

> Yes! Most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals in Winchester-on-the-Severn.

### What is there to do in this Annapolis neighborhood?

> A few places to visit in the area around Winchester-on-the-Severn include Maryland World War II Memorial, Jonas Green State Park, and Helen Avalynne Tawes Garden. When you're sightseeing in Annapolis, Navy-Marine Corps Memorial Stadium and Severna Park Golf Center are also worth a stop.

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-   [Anne Arundel County Hotels](https://www.expedia.ca/Destinations-In-Anne-Arundel-County.d553248635083910990.Hotel-Destinations)
-   [All Inclusive Resorts and in Maryland](https://www.expedia.ca/Destinations-In-Maryland-All-Inclusive-Hotel.0-0-d222-tAllInclusiveHotel.Hotel-Filter-Destinations)
-   [Beach Hotel Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Beach-Hotel.0-0-d222-tBeachHotel.Hotel-Filter-Destinations)
-   [Boutique Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Boutique-Hotel.0-0-d222-tBoutiqueHotel.Hotel-Filter-Destinations)
-   [Casino Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Casino-Hotel.0-0-d222-tCasinoHotel.Hotel-Filter-Destinations)
-   [Cheap Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Cheap-Hotels.0-0-d222-tCheapHotels.Hotel-Filter-Destinations)
-   [Hotels & Resorts for Couples in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Couples-Resorts-Hotels.0-0-d222-tCouplesResortsHotels.Hotel-Filter-Destinations)
-   [Family Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Family-Hotel.0-0-d222-tFamilyHotel.Hotel-Filter-Destinations)
-   [Golf Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Golf-Hotel.0-0-d222-tGolfHotel.Hotel-Filter-Destinations)
-   [Honeymoon Resorts and in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Honeymoon-Hotels.0-0-d222-tHoneymoonHotels.Hotel-Filter-Destinations)
-   [Hotels with Wifi in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotel-With-Wifi.0-0-d222-tHotelwithwifi.Hotel-Filter-Destinations)
-   [Hotels with a Lazy River in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-A-Lazy-River.0-0-d222-tHotelswithaLazyRiver.Hotel-Filter-Destinations)
-   [Hotels with Free Breakfast in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Free-Breakfast.0-0-d222-tHotelswithFreeBreakfast.Hotel-Filter-Destinations)
-   [Hotels with Free Parking in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Free-Parking.0-0-d222-tHotelswithFreeParking.Hotel-Filter-Destinations)
-   [Hotels with an Indoor Pool in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Indoor-Pool.0-0-d222-tHotelswithIndoorPool.Hotel-Filter-Destinations)
-   [Hotels with Kitchenettes in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Kitchenettes.0-0-d222-tHotelswithKitchenettes.Hotel-Filter-Destinations)
-   [Hotels with smoking rooms in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Smoking-Rooms.0-0-d222-tHotelswithsmokingrooms.Hotel-Filter-Destinations)
-   [Hotels with Waterslides in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Waterslides.0-0-d222-tHotelswithWaterslides.Hotel-Filter-Destinations)
-   [Lake Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Lake-Hotels.0-0-d222-tLakeHotels.Hotel-Filter-Destinations)
-   [Luxury Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Luxury-Hotel.0-0-d222-tLuxuryHotel.Hotel-Filter-Destinations)
-   [Pet-Friendly Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Pet-Friendly-Hotel.0-0-d222-tPetfriendlyHotel.Hotel-Filter-Destinations)
-   [Romantic Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Romantic-Hotel.0-0-d222-tRomanticHotel.Hotel-Filter-Destinations)
-   [Ski Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Ski-Hotel.0-0-d222-tSkiHotel.Hotel-Filter-Destinations)
-   [Spa Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Spa-Hotel.0-0-d222-tSpaHotel.Hotel-Filter-Destinations)
-   [Waterpark Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Waterpark-Hotels.0-0-d222-tWaterparkHotels.Hotel-Filter-Destinations)
-   [Maryland Hotels](https://www.expedia.ca/Destinations-In-Maryland.d222.Hotel-Destinations)
-   [Eastport Hotels](https://www.expedia.ca/Eastport-Annapolis-Hotels.0-n553248635976473127-0.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Epping Forest](https://www.expedia.ca/Epping-Forest-Annapolis-Hotels-Hotel-With-Early-Check-In.0-n553248635976473158-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Epping Forest](https://www.expedia.ca/Epping-Forest-Annapolis-Hotels-Wedding-Hotels.0-n553248635976473158-0-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Historic District Hotels](https://www.expedia.ca/Historic-District-Annapolis-Hotels.0-n553248635976472706-0.Travel-Guide-Filter-Hotels)
-   [Homewood Hotels](https://www.expedia.ca/Homewood-Annapolis-Hotels.0-n553248635976468944-0.Travel-Guide-Filter-Hotels)
-   [Apartments in Maryland](https://www.expedia.ca/Maryland-Apartments.d222-aaApartments.Travel-Guide-Accommodation)
-   [B&B in Maryland](https://www.expedia.ca/Maryland-Bed-And-Breakfast.d222-aaBedAndBreakfast.Travel-Guide-Accommodation)
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-   [Condo Resorts in Maryland](https://www.expedia.ca/Maryland-Condominium-Resort.d222-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Condo Rentals in Maryland](https://www.expedia.ca/Maryland-Condos.d222-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Maryland](https://www.expedia.ca/Maryland-Cottages.d222-aaCottages.Travel-Guide-Accommodation)
-   [Cruise Ships in Maryland](https://www.expedia.ca/Maryland-Cruise-Ships.d222-aaCruiseShips.Travel-Guide-Accommodation)
-   [Hotels near Maryland Hall for Creative Arts](https://www.expedia.ca/Maryland-Hall-For-Creative-Arts-Hotels.0-l553248621580159031-0.Travel-Guide-Filter-Hotels)
-   [Hostels in Maryland](https://www.expedia.ca/Maryland-Hostels.d222-aaHostels.Travel-Guide-Accommodation)
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-   [Vacation Homes in Maryland](https://www.expedia.ca/Maryland-Private-Vacation-Homes.d222-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Hotels near Maryland Quiet Waters Park](https://www.expedia.ca/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Maryland State House](https://www.expedia.ca/Maryland-State-House-Hotels.0-l6077394-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Navy-Marine Corps Memorial Stadium](https://www.expedia.ca/Navy-Marine-Corps-Memorial-Stadium-Hotels.0-l6091645-0.Travel-Guide-Filter-Hotels)
-   [Parole Hotels](https://www.expedia.ca/Parole-Hotels.d553248634999151929.Travel-Guide-Hotels)
-   [Severna Park Hotels](https://www.expedia.ca/Severna-Park-Hotels.d156680.Travel-Guide-Hotels)
-   [Apartments in Sherwood Forest](https://www.expedia.ca/Sherwood-Forest-Apartments.d553248635975871192-aaApartments.Travel-Guide-Accommodation)
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-   [Hotels near St John's College](https://www.expedia.ca/St-Johns-College-Hotels.0-l553248621533116848-0.Travel-Guide-Filter-Hotels)
-   [Hotels near U.S. Naval Academy](https://www.expedia.ca/US-Naval-Academy-Hotels.0-l6077390-0.Travel-Guide-Filter-Hotels)
-   [Adults Only Resorts & in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976472135-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Boutique-Hotel.0-n553248635976472135-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotel-With-Pool.0-n553248635976472135-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotels-With-Bar.0-n553248635976472135-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with Tennis Courts in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotels-With-Tennis-Courts.0-n553248635976472135-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976472135-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Romantic-Hotel.0-n553248635976472135-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [West Annapolis Hotels](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels.0-n553248635976472135-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Westfield Annapolis Mall](https://www.expedia.ca/Westfield-Annapolis-Mall-Hotels.0-l6172637-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wild Bird Center](https://www.expedia.ca/Wild-Bird-Center-Hotels.0-l553248621532662329-0.Travel-Guide-Filter-Hotels)

-   [Flights to Annapolis](https://www.expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)
-   [Flights to Arnold](https://www.expedia.ca/Cheap-Flights-To-Arnold.d74829.Travel-Guide-Flights)
-   [Flights to Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)
-   [Flights from Maryland](https://www.expedia.ca/lp/flights/222/flights-from-maryland)

-   [Visit Epping Forest](https://www.expedia.ca/Annapolis-Epping-Forest.dx553248635976473158)
-   [Visit Annapolis](https://www.expedia.ca/Annapolis.dx6034082)
-   [Visit Arnold](https://www.expedia.ca/Arnold.dx74829)
-   [Hammond-Harwood House](https://www.expedia.ca/Hammond-Harwood-House-Historic-District.d6077396.Vacation-Attraction)
-   [Maryland Vacations](https://www.expedia.ca/Maryland.d222.Destination-Travel-Guides)
-   [Visit Maryland](https://www.expedia.ca/Maryland.dx222)
-   [U.s. Naval Academy](https://www.expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction)
-   [Golf Vacation Packages Maryland](https://www.expedia.ca/lp/theme-vacations/golf-vacations/222/Maryland)

-   [Car rentals in Alamo Rent A Car 9020 Aviation Blvd](https://www.expedia.ca/Alamo-Rent-A-Car-at-9020-Aviation-Blvd-Los-Angeles-California-USA.v222.Car-Rental-Guide-Location)
-   [Car rental Arnold](https://www.expedia.ca/Car-Rentals-In-Arnold.d74829.Car-Rental-Guide)
-   [Car rentals near Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Car-Rental-Destinations)
-   [Enterprise Rental Cars in Maryland](https://www.expedia.ca/Enterprise-Destinations-In-Maryland.d222-c15.Car-Rental-Destination-Suppliers)

-   [Arnold Vacation Rentals](https://www.expedia.ca/Arnold-Vacation-Rentals.d74829.Travel-Guide-VacationRentals)
-   [Maryland Vacation Rentals](https://www.expedia.ca/Destinations-In-Maryland.d222.Vacation-Rental-Destinations)

-   [Things to do in Annapolis](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
-   [Things to do in Anne Arundel County](https://www.expedia.ca/Things-To-Do-In-Anne-Arundel-County.d553248635083910990.Travel-Guide-Activities)
-   [Things to do in Maryland](https://www.expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities)

-   [Book Hotels in Winchester-on-the-Severn on Expedia.com](https://www.expedia.com/Winchester-On-The-Severn-Annapolis-Hotels.0-n553248635976475477-0.Travel-Guide-Filter-Hotels)