Title: The Best Hotels with a Pool in Windham from $66 in 2026 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx10053)[Hotels in Windham](https://expedia.com/Windham-Hotels.d10053.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d10053.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-13&endDate=2026-02-15&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) ![Junior Room | Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/59d6493d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/d9f01ea0.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) ### Dormir [](https://www.expedia.com/Windham-Hotels-Dormir.h9312400.Hotel-Information) Windham 8.8/10 Excellent (999 reviews) "Clean room, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol $109 nightly $119 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/63465027.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/835f16ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Germaine Inn South Portland [](https://www.expedia.com/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) Thorton Heights 7.6/10 Good (413 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 $72 nightly $78 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/0e129270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f1c2bd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/2af91fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall [](https://www.expedia.com/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) South Portland 7.8/10 Good (1,386 reviews) "Clean, great staff, communication and overll great stay. Will definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katrina $61 nightly $66 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/39000000/38230000/38230000/38229978/725cc468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/39000000/38230000/38230000/38229978/93e2d435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/39000000/38230000/38230000/38229978/84868135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38230000/38230000/38229978/b5947c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Portland West [](https://www.expedia.com/Portland-Hotels-Hampton-Inn-Suites-Portland-West.h38229978.Hotel-Information) Nasons Corner 8.8/10 Excellent (603 reviews) "Great location, kind staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy $78 nightly $86 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-Hampton-Inn-Suites-Portland-West.h38229978.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) ![2 Room Queen Suite | Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/7d0b31f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/1cacfa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LL Bean House | Living area | 32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/3ca6fad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown [](https://www.expedia.com/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) Freeport 9.4/10 Exceptional (890 reviews) "Really great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carissa $119 nightly $130 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/fef81fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/a735e9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Brunswick Freeport [](https://www.expedia.com/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) Brunswick 8.8/10 Excellent (443 reviews) "The breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaina $101 nightly $110 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) ![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03998276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/d5d64040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03c54bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/0091ab8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Portland Airport Area [](https://www.expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) South Portland 8.8/10 Excellent (1,717 reviews) "Great staff, clean room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan $74 nightly $81 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/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) ![Executive Room, 1 King Bed | Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/1caf90a4.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/f11747c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/2416d952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Portland [](https://www.expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) South Portland 8.0/10 Very Good (1,334 reviews) "Excellent Hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmad z Abed $74 nightly $81 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/3516b137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2559x3y0-27d25b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3840h2557x0y3-6e43b714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront [](https://www.expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1,003 reviews) "So good we extended our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $93 nightly $103 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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) ![Standard Room, 1 King Bed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/d35a1405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/e965e5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Creek Hotel by IHG [](https://www.expedia.com/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) South Portland 7.4/10 Good (1,002 reviews) "Enjoyed the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farouq $83 nightly $90 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.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.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=10053&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Windham Breakfast included Hot tub 4 stars Ocean view 5 stars ## Top Windham Hotel Reviews ![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 "Great hotel. Convenient location; clean; comfortable. Small but adequate pool for exercise; good fitness studio. Great breakfast." [](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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 "Clean room and Priscilla at the front desk is very friendly and personable!" [](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![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 "Clean room. Great lounge. Excellent location " [](https://expedia.com/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Staff great, room great, free upgrade, great location." [](https://expedia.com/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "They like my dog." [](https://expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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 "Excellent Hotel " [](https://expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "Everything was wonderful " [](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "The room was impeccable, the restaurant was delicious and perfect location" [](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Dormir](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "clean room friendly staff" [](https://expedia.com/Windham-Hotels-Dormir.h9312400.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Windham with outdoor pools? > In addition to its inviting pool, Dormir provides several amenities that enhance the overall experience. Travellers enjoy the complimentary breakfast options, which include a buffet on weekends, and the convenience of free self-parking. The hotel's location is another highlight, noted for being both convenient and great for exploring the local area. With an excellent traveller rating of 8.8, guests often describe the rooms as comfortable and clean, and they appreciate the friendly and helpful staff who are always ready to assist. ### How much does a hotel with outdoor pool in Windham cost? ### Is it cheaper to book flights and a Windham hotel with a pool as a package? ### How can I save on a Windham hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Little Falls-South Windham Hotels ](https://www.expedia.com/Little-Falls-South-Windham-Hotels.d553248634999088397.Travel-Guide-Hotels) - [Hotels near Shaw Park ](https://www.expedia.com/Shaw-Park-Hotels.0-l553248633861906803-0.Travel-Guide-Filter-Hotels) - [North Windham Hotels ](https://www.expedia.com/North-Windham-Hotels.d553248634999118067.Travel-Guide-Hotels) - 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