Title: Book the Best Hotels with POOL in Oakland in 2025 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d140470.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d140470.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d140470.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d140470.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/05f2f66360ab97fbc8a6b8b59f2f2a24.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marc Maheu # Find Hotels with a Pool in Oakland, ME from CA $155 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oakland Hotels with a Pool Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Hotels with a Pool ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/aed9cb99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/c8d60c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/31ceecc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming historic guest house on farm 3 bedrooms wood stove pet friendly Oakland 10/10 Exceptional (7) "Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! " CA $307 CA $504 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/143036a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/f0f8ac95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/fb55cac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/262abcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Valhalla Farm Oakland CA $397 CA $574 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Oakland-Hotels-My-Valhalla-Farm.h121269271.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/67c6ea5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/26e29a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/98db7d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireside Inn & Suites Waterville Waterville 8.8/10 Excellent (1008) "Enjoyed our stay" CA $158 CA $172 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/2dea900a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/c8749634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/26b83341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/9c236326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Waterville Waterville 9.2/10 Wonderful (585) "Enjoyed the stay" CA $206 CA $225 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/47fac0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Brewpub](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/07244601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/3590284f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/039d818e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maine Evergreen Hotel, an Ascend Collection Hotel Augusta 9.2/10 Wonderful (1027) "Great clean hotel with helpful stafff. " CA $191 CA $208 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/ecf42a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/3e05873b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Waterville - North by IHG Waterville 8.6/10 Excellent (834) "Very pleasant stay!" CA $161 CA $176 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/35d0f957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Congressional Room with 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/f256c4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/0075b76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Senator Inn & Spa Augusta 7.8/10 Good (1008) "We l9ves our spa stay" CA $174 CA $190 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/34e1ef95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/856a318a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, wheelchair access](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/26e7b291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/82b2c35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Towne Motel Skowhegan 9.0/10 Wonderful (560) "It’s quite easy to access and parking was ideal. Cheerful atmosphere and staff. Good for work/ extended stay. Close to stores and amenities. " CA $153 CA $167 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Skowhegan-Hotels-The-Towne-Motel.h5490125.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/1b8ffb5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/c165168a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/1f688d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Augusta Augusta 9.2/10 Wonderful (994) "Great for families with kids" CA $183 CA $200 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/5b8de5d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/d04dd816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/d9b90f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/bf2caaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Augusta Augusta 9.4/10 Exceptional (733) "Comfortable room, hot breakfast items as well as fresh fruit and coffee. " CA $173 CA $189 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.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=2025-10-29&endDate=2025-10-30®ionId=140470&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ![Maine Evergreen Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/790000/787600/787572/4f6988c8_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent ""No Pets" is a wonderful thing for a person with severe animal allergies. Thank goodness! Also, the hotel is clean, well-maintained, quiet, and comfortable. We will definitely stay here again!!" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Best Western Plus Augusta Civic Center Inn](//images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg) ### Best Western Plus Augusta Civic Center Inn 10/10 Excellent "Rooms where clean, the bed was comfy. Staff was great." [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.Hotel-Information) ![Fireside Inn & Suites Waterville](//images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Clean and comfortable " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Senator Inn & Spa](//images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "Spa was outstanding" [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ![Comfort Inn & Suites Wilton](//images.trvl-media.com/lodging/3000000/2120000/2113200/2113105/0cd9da98_y.jpg) ### Comfort Inn & Suites Wilton 10/10 Excellent "Great place to stay on our fall color trip " [](https://expedia.ca/Augusta-Hotels-Comfort-Inn-And-Suites-Wilton.h2113105.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](//images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "Friendly and courteous staff. Very helpful with dining locations. Would recommend a lounge/pub setting to enjoy a drink after a long traveling day. Excellent hotel!!! " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Very helpful staff and a wonderful breakfast included." [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![Homewood Suites by Hilton Augusta](//images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg) ### Homewood Suites by Hilton Augusta 10/10 Excellent "Great hotel & comfortable rooms. Evening front desk clerk was always super helpful and attentive Al thought the last day we encounter and issue with the front desk clerk, and older gentlemen. We have requested something the night before. We were told it won’t be a problem. I even see how they took note of it for the morning shift and in the morning they said no and totally dismiss the fact that other staff had said yes. It was not a big or crazy request so that kind of ruined our last day. " [](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Oakland? > [Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes](https://www.expedia.ca/Augusta-Hotels-Get-Away-From-It-All-At-This-Cottage-On-East-Pond-In-Oakland-Maine.h61508289.Hotel-Information): Features complimentary wireless internet access, an outdoor pool, and kitchens. [Cozy Long Pond Cottage: private mooring & shared dock](https://www.expedia.ca/Oakland-Hotels-Cozy-Long-Pond-Cottage.h99723919.Hotel-Information): Provides buffet, a seasonal outdoor pool, and complimentary wired internet access. [Sister A-Frame in Woods B](https://www.expedia.ca/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information): Features daily, a seasonal outdoor pool, and free self parking. [Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information): Offers a snack bar/deli, an indoor pool, and buffet. [Central Maine Apartment offering 4 Seasons of Fun.](https://www.expedia.ca/Oakland-Hotels-Central-Maine-Apartment-Offering-4-Seasons-Of-Fun.h71931488.Hotel-Information): Features 2 restaurants, an indoor pool, and free self parking. ### What is there to see and do in Oakland? > Surround yourself with nature at Belgrade Lakes Chain. Discover sights such as Tree Spirits during your stay. ### When is the best time to book a hotel with a pool in Oakland? > Taking into account the local weather in Oakland can help you maximize your time at the pool during your trip. 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Business Hotels in Bangor](https://www.expedia.ca/Bangor-Hotels-Business-Hotel.0-0-d6050918-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Bangor](https://www.expedia.ca/Bangor-Hotels-LGBT-Friendly-Hotel.0-0-d6050918-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Belgrade](https://www.expedia.ca/Belgrade-Hotels-Beach-Hotel.0-0-d6181917-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Belgrade](https://www.expedia.ca/Belgrade-Hotels-Cheap-Hotels.0-0-d6181917-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Belgrade](https://www.expedia.ca/Belgrade-Hotels-Historic-Hotel.0-0-d6181917-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Belgrade](https://www.expedia.ca/Belgrade-Hotels-Hotel-With-Pool.0-0-d6181917-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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