Search Resort Hotels in Oakland from CA $155

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Oakland

Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is CA $166
CA $361 total
includes taxes & fees
May 25 - May 26
Sister A-Frame in Woods B
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is CA $123
CA $273 total
includes taxes & fees
May 26 - May 27
Discover Oakland charm near Colby College 10 min
Property grounds

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (44 reviews)
"Great hiking - nice views."
United States
Norbert A.
The price is CA $150
CA $348 total
includes taxes & fees
Jun 3 - Jun 4
Central Maine Apartment offering 4 Seasons of Fun.
Smart TV, video games, DVD player, books

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, (21 reviews)
"Great spot!"
United States
Gina M.
The price is CA $247
CA $445 total
includes taxes & fees
May 26 - May 27
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Outdoor dining

Pool, fire pit & minutes to Messalonskee Lake!

Pool, fire pit & minutes to Messalonskee Lake!
Oakland
10.0 out of 10, Exceptional, (12 reviews)
"It was a great stay. The house is very comfortable"
United States
Benjamin C.
The price is CA $310
CA $546 total
includes taxes & fees
May 26 - May 27
Pool, fire pit & minutes to Messalonskee Lake!
Lake

Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
The price is CA $385
CA $420 total
includes taxes & fees
Jun 21 - Jun 22
Pressey House Lakeside Bed & Breakfast
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, sun loungers

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
2.0 star property
Waterville
8.8 out of 10, Excellent, (1,002 reviews)
"Always pleased with our stay."
United States
Regina
The price is CA $163
CA $177 total
includes taxes & fees
May 28 - May 29
Fireside Inn & Suites Waterville
Reception

Hampton Inn Augusta

Hampton Inn Augusta
2.5 star property
Augusta
9.4 out of 10, Exceptional, (798 reviews)
"The staff was very helpful, breakfast was really good. Wood definetly go there again."
United States
Denis
The price is CA $189
CA $206 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Augusta
Lobby

The Towne Motel

The Towne Motel
2.5 star property
Skowhegan
9.0 out of 10, Wonderful, (574 reviews)
"The room was very clean, very comfortable bed, and staff great,"
United States
Mary
The price is CA $145
CA $158 total
includes taxes & fees
May 25 - May 26
The Towne Motel
Exterior

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, (926 reviews)
"Comfortable room with decent breakfast."
United States
Kevin
The price is CA $145
CA $158 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Waterville - North by IHG
Exterior

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel
2.5 star property
Augusta
9.2 out of 10, Wonderful, (1,001 reviews)
"Best place to stay everything was perfect "
United States
Rebecca
The price is CA $195
CA $213 total
includes taxes & fees
May 31 - Jun 1
Maine Evergreen Hotel, an Ascend Collection Hotel
Desk, free WiFi, bed sheets

Belmont Motel

Belmont Motel
2.0 star property
Skowhegan
8.2 out of 10, Very good, (126 reviews)
"Our room was clean and comfortable and the area quiet. A good variety for breakfast"
United States
Amy
The price is CA $164
CA $179 total
includes taxes & fees
May 25 - May 26
Belmont Motel
Cottage (2 Bedrooms) | Front of property

Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
3.0 star property
Augusta
10.0 out of 10, Exceptional, (1 review)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
United States
John
The price is CA $118
CA $446 total
includes taxes & fees
Jun 8 - Jun 9
Private Dock on Messalonskee Lake: Cozy Cottage!
2 restaurants, lunch, dinner served; American cuisine

Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel
3.0 star property
Waterville
7.6 out of 10, Good, (1,000 reviews)
"Excellent place for pets for food for rest close to many places!"
United States
Tammy
The price is CA $169
CA $184 total
includes taxes & fees
May 31 - Jun 1
Best Western Plus Waterville Grand Hotel
Porch

Maple Hill Farm Inn

Maple Hill Farm Inn
3.0 star property
Hallowell
9.8 out of 10, Exceptional, (140 reviews)
"Staff was very nice and helpful "
United States
Isabella
The price is CA $245
CA $267 total
includes taxes & fees
May 25 - May 26
Maple Hill Farm Inn
Exterior

Canaan Motel

Canaan Motel
2.5 star property
Canaan
9.8 out of 10, Exceptional, (56 reviews)
"Room was very clean and the beds were extremely comfortable. "
United States
John
The price is CA $182
CA $198 total
includes taxes & fees
May 25 - May 26
Canaan Motel
Reception

The Elmwood

The Elmwood
2.5 star property
Waterville
8.6 out of 10, Excellent, (526 reviews)
"The staff was amazing and friendly even after getting there later. And very clean and nicely updated, would definitely stay at again."
United States
Brittany
The price is CA $157
CA $171 total
includes taxes & fees
Jun 23 - Jun 24
The Elmwood
Lobby lounge

Fairfield Inn & Suites by Marriott Augusta

Fairfield Inn & Suites by Marriott Augusta
3.0 star property
Augusta
8.8 out of 10, Excellent, (352 reviews)
"I dealt with Lucy and Eric in the evening, both were excellent. "
United States
Robert
The price is CA $205
CA $224 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Augusta
Deluxe Room (Self Check-in with Virtual Front Desk)

The Skowhegan By Kasa

The Skowhegan By Kasa
2.0 star property
Skowhegan
8.8 out of 10, Excellent, (86 reviews)
"Easy parking and walk to pubs."
United States
Marilyn
The price is CA $219
CA $239 total
includes taxes & fees
May 26 - May 27
The Skowhegan By Kasa
Front of property - evening/night

Mount Blue Motel

Mount Blue Motel
2.5 star property
Farmington
7.4 out of 10, Good, (237 reviews)
"Clean room! Great staff "
United States
Bridget
The price is CA $143
CA $155 total
includes taxes & fees
May 30 - May 31
Mount Blue Motel
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

8/10 Good
"They are doing all they can given the area it’s in. The lobby has a bit of an elementary school feel to it. However, our rooms were well equipped and clean. Breakfast also had a lot more options than most other places offer. Staff was also very nice and helpful. I’d stay there again if I found myself in Waterville again."
David 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Waterville - North by IHG

Find out more about Oakland

Oakland Resorts information

Number of reviews
5,682
Accommodation
0 Resorts
Lowest Price
CA $155
Highest Price
CA $546

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 and Tree Spirits are a few of the interesting sights to visit. Other attractions in the area include Colby College and Thomas College.
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.

Explore a world of travel with Expedia