Title: Book the Best Hotels with POOL in Windham in 2025 | Expedia.ca [Hotels in Windham](https://expedia.ca/Windham-Hotels.d10053.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d10053.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d10053.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/488000/488116-windham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Windham, ME from CA $134 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windham Hotels with a Pool Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windham Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/6fd90e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/eaaa6212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/bcef196a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dormir Windham 8.8/10 Excellent (1005) "Great location - friendly staff" CA $156 CA $170 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/084a3d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/0db37864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/58f940c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/f2a5e2dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Poland Spring Resort Poland 8.0/10 Very good (801) "Beautiful area " CA $183 CA $199 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Poland-Hotels-The-Poland-Spring-Resort.h15143940.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/d6989843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/3b0b4197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/3eb55e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/afbff9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Freeport Inn Freeport 7.8/10 Good (1009) "Clean, quality place to stay at reasonable price. " CA $123 CA $134 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Portland-Hotels-Best-Western-Freeport-Inn.h6648706.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/d7f1778f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/ac3c9d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/3e4dd58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/b91483c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Oxford Oxford 9.0/10 Wonderful (1002) "Good location for exploring maine roads on a motorcycle. Friendly staff, easy parking." CA $135 CA $147 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Bridgton-Hotels-Hampton-Inn-By-Hilton-Oxford.h15835107.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11880000/11875900/11875807/65246c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Cabin](https://images.trvl-media.com/lodging/12000000/11880000/11875900/11875807/1103c00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11880000/11875900/11875807/1afa7e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Cabin](https://images.trvl-media.com/lodging/12000000/11880000/11875900/11875807/a34a058a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Motel Saco 7.4/10 Good (184) "The bed was very comfortable and the room was very spacious." CA $138 CA $150 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Portland-Hotels-Sunrise-Motel.h11875807.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15140000/15135400/15135315/d7ddd481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cabin, Multiple Beds, Hot Tub](https://images.trvl-media.com/lodging/16000000/15140000/15135400/15135315/87a39bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cabin, Multiple Beds, Hot Tub | In-room dining](https://images.trvl-media.com/lodging/16000000/15140000/15135400/15135315/3e06cf03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15140000/15135400/15135315/79e8ac25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvin Gardens Motel Old Orchard Beach 6.6/10 (128) "Bed was uncomfortable. None of the electrical outlets worked. The door looked as if it was kicked in at some point. Did not feel safe with the privacy chain. No staff on duty to help with check in or after. " CA $124 CA $135 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Portland-Hotels-Marvin-Gardens-Motel.h15135315.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/51604711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/d7b085e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (821) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" CA $152 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/b7a377c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/c4b3aeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/64e3d35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/d68e1560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Brunswick Freeport Brunswick 8.8/10 Excellent (416) "Great hotel for the one night stay," CA $153 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/63de006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/145cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/3f09a2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/65d64cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1003) "Hotel was great, super friendly and helpful staff, breakfast had many choices, very clean. " CA $135 CA $147 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108780000/108773100/108773054/309fed0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108780000/108773100/108773054/0d5d769e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108780000/108773100/108773054/961c4111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108780000/108773100/108773054/04e779e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine View Lodge Old Orchard Beach - One Bedroom Suite Old Orchard Beach 8.8/10 Excellent (3) "We stayed at Pine View the night before leaving Maine after our vacation. It suited our needs for the night just fine." CA $162 CA $207 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Pine-View-Lodge-Old-Orchard-Beach-One-Bedroom-Suite.h108773054.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=2025-10-22&endDate=2025-10-23®ionId=10053&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windham Hotel Reviews ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Bathtub had some hairs, but other than that, the rest of the room was clean" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Dormir](//images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "Staff was so friendly. Very clean room. Would stay again if in Windham. " [](https://expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Aaa" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "Fine for a night on our way to the outer parts of Maine" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Amazing hotel with great bar, walking to restaurants and all attractions " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Alouette Beach Resort](//images.trvl-media.com/lodging/2000000/1980000/1973100/1973032/b324d894_y.jpg) ### Alouette Beach Resort 10/10 Excellent "The woman at check-in made me feel welcome and offered an upgrade! Friendly and helpful." [](https://expedia.ca/Portland-Hotels-Alouette-Beach-Resort.h1973032.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Great bed! Clean room and friendly staff" [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "Everyone was super friendly, check in was easy, and the breakfast had decent options! The gym was also nicer than I was anticipating. Great stay!" [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Windham? > [Dormir](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information): Features buffet, a pool, and free self parking. [Clarion Hotel Portland](https://www.expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information): Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool, and complimentary wireless internet access. [Germaine Inn South Portland](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information): Hotel located near Maine Mall. Provides an indoor pool, an outdoor pool, and daily. [Fireside Inn & Suites Portland](https://www.expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information): Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool, and a sauna. [Canopy by Hilton Portland Waterfront](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information): Hotel located near Thompson's Point. Provides daily, a seasonal outdoor pool, and complimentary wireless internet access. ### What is there to see and do in Windham? > Make a point to visit attractions like Little Sebago Lake and Seacoast Adventure. Discover sights such as Sebago Lake, Sebago Lake Basin, and Jordan Bay during your stay. The lakeside setting and restaurants are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Windham? > Taking into account the local weather in Windham 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 66°F, while the coldest months are January and February with an average of 29°F. 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