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) ![Windham](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Windham, ME - ![](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 [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-12-05&endDate=2025-12-07&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) ![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) ![Lobby](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/98a701cc.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) ### Dormir Windham 8.8/10 Excellent (1002) "The management team was very friendly and helpful The property was clean and the breakfast was great Overall, this will be my place to stay since my daughter is staying in this part of the country." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marta CA $131 CA $143 total includes taxes & fees Nov 25 - Nov 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) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/433cc32d.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) ### Germaine Inn South Portland Thorton Heights 7.6/10 Good (398) "Amazing price, clean comfortable room, heated pool, free breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue CA $107 CA $116 total includes taxes & fees Dec 1 - Dec 2 [](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) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/b75a4d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/3af748e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall South Portland 7.8/10 Good (1354) "It was a great stay. Staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $89 CA $97 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.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) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.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) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (859) "Afternoon tea was exceptional so was the breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilda CA $154 CA $167 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/2e48d234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/513ce4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/50a23de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront Downtown Portland 9.2/10 Wonderful (1015) "Our family enjoyed the pool and hot tub room and hotel was clean and we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $134 CA $149 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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) ![Minibar](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6493d9ed.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) ![Dinner served](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/7c1bebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1128) "Hotel was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $132 CA $146 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/385a7714.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) ![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 South Portland 8.0/10 Very good (1313) "Staff were very attentive, breakfast had good choices. Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $105 CA $114 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/540cc5e2.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) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/3f09a2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1002) "Clean rooms friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $129 CA $140 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.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) ![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) ![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) ### Fairfield Inn & Suites by Marriott Brunswick Freeport Brunswick 8.8/10 Excellent (429) "Great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim CA $155 CA $169 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d.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) ![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/3701f117.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 South Portland 9.0/10 Wonderful (1632) "Room was very clean and the staff was very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $105 CA $114 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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=2025-12-07&endDate=2025-12-08®ionId=10053&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_10053) ## Top Windham Hotel Reviews ![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 "Excellent location in Old Port area with many shops, restaurants, and bars in walking distance. Great room and bed with friendly check in staff." [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "Breakfast was cold and not good for the cost." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "Great room, the breakfast was excellent and the staff friendly, will be visiting again soon." [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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 "Yes we loved room 511 with the pull out bed chair !" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "Great location! Easy to walk around the Old Port! Clean hotel and nice gym and breakfast! " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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 "The whole experience was nice staff helpful and room was clean and good price will stay again soon. " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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 "I booked 3 rooms and spent 2 nights there with 2 friends. My room was spacious with a comfortable king bed and big flat screen tv. There were umbrellas, terry robes, hair dryer and ironing board and iron in the closet. A very good experience for me. My friends both complained that the toilet seat in their respective rooms was too low, but otherwise no complaints. The breakfast was very good, but not included in the price of the room. The food in the downstairs restaurant was excellent. We ate there both nights. (very rainy weather kept us inside) " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Staff so friendly and accommodating " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://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 "Everything was great " [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Windham with outdoor pools? > [Dormir](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) is a charming 3-star hotel in Windham that features an inviting outdoor pool, great for families looking to cool off after a day of adventure. Guests frequently praise the pool for being clean and warm, making it an ideal spot for both relaxation and fun. > > > > 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? > Enjoy staying in a hotel in Windham with an outdoor pool. You can find a great deal on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Is it cheaper to book flights and a hotel in Windham as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Windham.d10053.Destination-Travel-Guides). ### How can I save on a hotel in Windham with Expedia? > Before booking your Windham hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. 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