Title: Book the Best Hotels with POOL in Windham in 2026 | 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) ![Windham](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Windham Hotels with a Pool Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/98a701cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio Suite](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/f2419082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dormir [](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) Windham 8.8/10 Excellent (1,012 reviews) "clean rooms, quiet, nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $152 CA $165 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/2233a3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bcaa0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/e64c361a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bdc4333d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Germaine Inn South Portland [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) Thorton Heights 7.6/10 Good (409 reviews) "Under renovations but still a good stay. Pool was very well kept and heated. Staff were very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $95 CA $103 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/01a4aa17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/84e040b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f079126e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f72fdddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) South Portland 7.8/10 Good (1,374 reviews) "Clean hotel with friendly staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mike CA $84 CA $92 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/4f4bd485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/e986ccd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/0cb4ca97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Creek Hotel by IHG [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) South Portland 7.4/10 Good (1,013 reviews) "Enjoyed the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farouq CA $108 CA $118 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/7762fb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03c54bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Portland Airport Area [](https://www.expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) South Portland 8.8/10 Excellent (1,712 reviews) "Always a great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill CA $93 CA $101 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/6983fdb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/87d2a7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/41cba30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Portland [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) South Portland 8.0/10 Very good (1,325 reviews) "We had a great stay! Friendly, comfortable and clean. Great location too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Jo CA $93 CA $101 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/965f6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Living area](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/3ca6fad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/b990d573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) Freeport 9.4/10 Exceptional (882 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofia CA $158 CA $172 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695918/009c2059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695918/fa5edabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695918/ba1ba6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695918/083a65cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Portland Airport [](https://www.expedia.ca/Portland-Hotels-Courtyard-By-Marriott-Portland-Airport.h1695918.Hotel-Information) South Portland 9.0/10 Wonderful (1,003 reviews) "Stayed twice and will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $117 CA $127 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portland-Hotels-Courtyard-By-Marriott-Portland-Airport.h1695918.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) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/80d3ccac.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) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/03d2fd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Brunswick Freeport [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) Brunswick 8.8/10 Excellent (441 reviews) "The breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaina CA $141 CA $153 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LED TV with cable channels, TV, MP3 dock](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/c8e21f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/4f5c0299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) Portland 9.4/10 Exceptional (1,149 reviews) "The room was very clean, amenities were great, and staff was helpful and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $135 CA $150 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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=2026-01-27&endDate=2026-01-28®ionId=10053&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windham Hotel Reviews ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Amenities! Not discounting the clean rooms and amazing staff!! " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Dormir](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "It was a nice room and check in was quick and everything was ready when we arrived" [](https://expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "Love the omelette bar" [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg) ### Long Creek Hotel by IHG 10/10 Excellent "Friendly staff" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Clean room, amazing staff, very tentative! Loved it!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Room was huge and clean, staff were friendly and helpful, location was great, and the valet process was easy!" [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Nice and friendly staff, very clean, great location." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "I didn't use the dinning room or bar during this visit.." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Windham with outdoor pools? > In addition to the pool, Dormir offers a variety of amenities that enhance the overall experience. Travellers enjoy complimentary buffet breakfast options, which include free breakfasts on weekends, ensuring a hearty start to each day. The hotel's convenient location and friendly, helpful staff have also received high marks, contributing to the positive atmosphere that guests appreciate. With a traveller rating of 8.8, many find that Dormir provides great value for its affordable pricing, making it a top choice for those seeking comfort and convenience in Windham. ### How much does a hotel with outdoor pool in Windham cost? ### Is it cheaper to book flights and a hotel in Windham as a package? ### How can I save on a hotel in Windham with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Romantic Hotels in Back Cove ](https://www.expedia.ca/Back-Cove-Portland-Hotels-Romantic-Hotel.0-n553248635976473581-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beach-Hotel.0-0-d55620-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Boutique-Hotel.0-0-d55620-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Cheap-Hotels.0-0-d55620-tCheapHotels.Travel-Guide-Filter-Hotels) - 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