Photo by Marc Maheu

Search Resort Hotels in Oakland from CA $125

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Oakland

A wooden cabin with a porch, a door, and a green chair.

1. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is CA $127
CA $300 total
includes taxes & fees
Nov 10 - Nov 11
Sister A-Frame in Woods B
A lakeside property with a small dock, outdoor seating, and a gazebo.

2. Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
10.0 out of 10, Exceptional, (1 review)
"Very charming place with great breakfast and beautiful lake"
United States
Indra
The price is CA $314
CA $342 total
includes taxes & fees
Dec 8 - Dec 9
Pressey House Lakeside Bed & Breakfast
Property grounds

3. Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (50 reviews)
"Apartment was comfortable and as described. I had a nice stay."
United States
kathy e.
The price is CA $147
CA $353 total
includes taxes & fees
Nov 9 - Nov 10
Central Maine Apartment offering 4 Seasons of Fun.
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

4. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.2 out of 10, Wonderful, (11 reviews)
"Host was very accommodating "
United States
Maureen
The price is CA $162
CA $317 total
includes taxes & fees
Nov 9 - Nov 10
The heart of the Belgrade Lakes
A wooden deck with outdoor furniture, a large potted plant, and string lights.

5. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (18 reviews)
"We loved staying at the farm! My kids enjoyed meeting the horse and donkey on property. It was perfect for our family!"
United States
Shana S.
The price is CA $295
CA $340 total
includes taxes & fees
Nov 9 - Nov 10
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A cozy cabin interior with a dining area, kitchen, and a large sliding glass door leading to a backyard with a view of a lake.

6. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Oakland
10.0 out of 10, Exceptional, (34 reviews)
"Diane is amazing! Great location with everything you need to have a fantastic vacation! Highly recommened!!"
United States
Robert M.
The price is CA $254
CA $441 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
A hotel lobby with a fireplace, two armchairs, a coffee table, and a wooden shelf above the fireplace.

7. Hampton Inn Waterville

Hampton Inn Waterville
2.5 star property
Waterville
9.2 out of 10, Wonderful, (661 reviews)
"All was great. Will stay again."
United States
Randall
The price is CA $179
CA $195 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Waterville
A hotel room with a bed, a sofa, a desk, and a chair.

8. Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
2.0 star property
Waterville
8.8 out of 10, Excellent, (1,005 reviews)
"our favorite stay in the area"
United States
Olga
The price is CA $157
CA $171 total
includes taxes & fees
Nov 19 - Nov 20
Fireside Inn & Suites Waterville
A hotel lobby with a green sofa, a beige sofa, and two armchairs. There is a reception desk with a computer and a coffee machine.

9. Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG
2.5 star property
Waterville
8.6 out of 10, Excellent, (1,005 reviews)
"We had a great stay here and the staff were super nice!"
United States
Amanda
The price is CA $146
CA $159 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Waterville - North by IHG
A modern kitchen with a central island, bar stools, and a dining table.

10. The Elmwood

The Elmwood
2.5 star property
Waterville
8.6 out of 10, Excellent, (649 reviews)
"Room is clean, continental breakfast and easy parking."
United States
Joana Marie
The price is CA $153
CA $166 total
includes taxes & fees
Dec 1 - Dec 2
The Elmwood
An outdoor seating area with tables and umbrellas at a hotel.

11. Lockwood Hotel

Lockwood Hotel
4.0 star property
Waterville
9.8 out of 10, Exceptional, (340 reviews)
"Very nice, would stay again!"
United States
Cheyenne
The price is CA $281
CA $306 total
includes taxes & fees
Nov 9 - Nov 10
Lockwood Hotel
A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.

12. Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel
3.0 star property
Waterville
7.6 out of 10, Good, (1,001 reviews)
"Awesome location!"
United States
ronald
The price is CA $160
CA $175 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Plus Waterville Grand Hotel
A restaurant with red walls, multiple tables, and chairs. There are potted plants and a large window with curtains.

13. Budget Host Airport Inn

Budget Host Airport Inn
2.0 star property
Waterville
6.8 out of 10, (571 reviews)
"It was a typical hotel"
United States
rob
The price is CA $127
CA $139 total
includes taxes & fees
Nov 9 - Nov 10
Budget Host Airport Inn
A hotel entrance with a prominent logo, a covered walkway, and a parking lot with marked spaces.

14. Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel
2.5 star property
Augusta
9.4 out of 10, Exceptional, (1,015 reviews)
"Very friendly staff at front desk. Excellent bar/restaurant"
United States
Lise
The price is CA $200
CA $218 total
includes taxes & fees
Nov 29 - Nov 30
Maine Evergreen Hotel, an Ascend Collection Hotel
A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.

15. The Towne Motel

The Towne Motel
2.5 star property
Skowhegan
9.0 out of 10, Wonderful, (632 reviews)
"The Towne motel was a great place to stay! Super clean, quiet rooms. Great location. Breakfast was great, with good variety. Would definitely stay again!"
United States
Heather
The price is CA $147
CA $160 total
includes taxes & fees
Nov 29 - Nov 30
The Towne Motel
An indoor swimming pool with clear blue water, surrounded by white columns and large windows.

16. Senator Inn & Spa

Senator Inn & Spa
3.0 star property
Augusta
8.0 out of 10, Very good, (1,002 reviews)
"We have stayed here a number of times and always have a good experience."
United States
John
The price is CA $140
CA $152 total
includes taxes & fees
Dec 6 - Dec 7
Senator Inn & Spa
A reception desk with a "Welcome to the Lobster State" sign, a wooden panel design, and a "Hilton" logo.

17. Hampton Inn Augusta

Hampton Inn Augusta
2.5 star property
Augusta
9.4 out of 10, Exceptional, (865 reviews)
"Good location, clean, polite excellent breakfast."
United States
Jonathan
The price is CA $174
CA $190 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Augusta
A Comfort Inn hotel with a covered entrance, multiple windows, and a brick facade.

18. Comfort Inn Augusta

Comfort Inn Augusta
2.5 star property
Augusta
7.8 out of 10, Good, (862 reviews)
"Clean rooms and bathroom convenient restaurant next door."
United States
Ted
The price is CA $179
CA $195 total
includes taxes & fees
Nov 28 - Nov 29
Comfort Inn Augusta
A hotel room with a bed, a desk, a television, a painting, and a lamp.

19. Days Inn by Wyndham Augusta

Days Inn by Wyndham Augusta
2.0 star property
Augusta
6.2 out of 10, (1,002 reviews)
"There are better places to stay"
United States
Thomas
The price is CA $126
CA $137 total
includes taxes & fees
Nov 17 - Nov 18
Days Inn by Wyndham Augusta
An outdoor patio with a stone fire pit surrounded by wicker furniture and a pergola with string lights.

20. Homewood Suites by Hilton Augusta

Homewood Suites by Hilton Augusta
3.0 star property
Augusta
9.2 out of 10, Wonderful, (1,006 reviews)
"Room was very clean and very comfortable. Great breakfast and property well maintained."
United States
Carol
The price is CA $196
CA $213 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Augusta
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.
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Learn more about Oakland

Experience Oakland: its food, monuments, and more!

See all hotels in Oakland
A lake surrounded by dense forest and a rocky outcrop in the foreground.
Photo by Marc Maheu
Open Photo by Marc Maheu

Top reviews in Oakland

A hotel room with a bed, a sofa, a desk, and a chair.
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
Waterville

10/10 Excellent

Clean and super comfortable bed. Definitely dated, but for an older interstate hotel, it is rather clean and pleasant for a night or two.
Canada
Benjamin
Reviewed October 4, 2026
Fireside Inn & Suites Waterville

Frequently Asked Questions

What is Oakland like for a resort vacation?

Expedia can help you browse resorts and other lodging options that have similar amenities and services. If you have trouble finding a resort in Oakland that meets your needs, you can use the search page filters to look for hotels, or search for properties with amenities like pools or all-inclusive rates. We make it easy to book great accommodations so you can move on to creating your trip itinerary.

What's a favorite resort in Oakland?

Here's our top-rated resort near Oakland: Hammock Haven Island Dome - Beach resort. 22.9 mi (36.9 km) from Oakland. Features free self parking.

What can I do in Oakland?

Belgrade Lakes Chain, Messalonskee Lake, and East Pond are a few of the interesting sights to visit. Additional attractions in the area include Great Pond and Long Pond.

What's the weather like in Oakland?

The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Oakland are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.

What's the best way to get to and around Oakland?

Fly into Waterville, ME (WVL-Robert Lafleur), which is located 2.1 mi (3.4 km) away from the heart of the city. You can also search for flights into Augusta, ME (AUG-Augusta State), which is 15.8 mi (25.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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