Title: Book the Best Hotels with POOL in Windsor in 2026 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![Cornish Windsor Covered Bridge](https://images.trvl-media.com/place/183560/cb657638-a45b-4260-96ba-18d22ff7fd4b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183560/cb657638-a45b-4260-96ba-18d22ff7fd4b.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 Windsor Hotels with a Pool Tonight [Apr 3 - Apr 4](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-04-03&endDate=2026-04-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 4 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-04-04&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/67ba1eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (846 reviews) - Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss. CA $212 CA $233 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4520674a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/323d1a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Align Inn Vermont [](https://www.expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) Quechee 9.4/10 Exceptional (1,150 reviews) - Indoor heated pool beckons year-round in this tranquil Vermont retreat surrounded by scenic mountain trails and outdoor adventure. CA $160 CA $176 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/d4509227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Toys](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/9ea1c7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, Multiple Beds](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/f5111ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hideaway Inn Mt.Sunapee [](https://www.expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) Newbury 8.8/10 Excellent (151 reviews) - Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing. CA $189 CA $205 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (1,002 reviews) - Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing. CA $233 CA $265 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/d0907e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/6a840315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) West Woodstock 9.4/10 Exceptional (1,001 reviews) - Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views. [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/e7707ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/1e625bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/66b5e2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | View from room](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/7b94eb88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Suites at Killington Center [](https://www.expedia.ca/Killington-Hotels-The-Suites-At-Killington-Center.h121193871.Hotel-Information) Killington CA $134 CA $454 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Killington-Hotels-The-Suites-At-Killington-Center.h121193871.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/75e8feff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/318464b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/5c836786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/w1918h1280x0y0-9c341569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-8-At-The-Lodge-Minutes-From-Sunapee-Harbor-And-Mount-Sunapee.h82821251.Hotel-Information) Sunapee 9.8/10 Exceptional (7 reviews) - Heated pool paradise near Sunapee Harbour offers skiing and hiking trails for adventurers. CA $233 CA $286 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-8-At-The-Lodge-Minutes-From-Sunapee-Harbor-And-Mount-Sunapee.h82821251.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/4157c207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/43f4036d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/38aef9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/f608067d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireside Inn & Suites West Lebanon [](https://www.expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) West Lebanon 8.2/10 Very good (1,000 reviews) - Unwind in this family-friendly oasis featuring a shimmering indoor pool, hot tub sanctuary, and welcoming fireplace. CA $193 CA $210 total includes taxes & fees May 3 - May 4 [](https://www.expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![2 indoor pools, free cabanas, sun loungers](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/cdbce247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/ae74a20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/ff6188cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/ac0375a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Edge Suites at Sunapee, an Ascend Collection Hotel [](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) Newbury 9.2/10 Wonderful (399 reviews) - Luxurious mountain resort boasts 2 indoor pools with cozy cabanas for year-round aquatic bliss. CA $224 CA $265 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821256/bb0ea146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821256/2c3fb629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821256/c17c2433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821256/cda0229c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Suite #4 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-4-At-The-Lodge-Minutes-From-Sunapee-Harbor-Mount-Sunapee.h82821256.Hotel-Information) Sunapee 10/10 Exceptional (12 reviews) - Enjoy scenic mountain vistas from the heated pool, minutes from Sunapee Harbour and Mount Sunapee. CA $229 CA $282 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-4-At-The-Lodge-Minutes-From-Sunapee-Harbor-Mount-Sunapee.h82821256.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=2026-04-17&endDate=2026-04-18®ionId=7881&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Windsor Breakfast included Hot tub 4 stars 5 stars Spa ## Top Windsor Hotel Reviews ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 8/10 Good "Nice place close to the mountain with an attentive and friendly staff. Very clean and well run. It’s not a resort or a place where you stay to enjoy the hotel. You are here to ski / board and this is your place to return to for drinks and a good night sleep. The AC wasn’t working well when we were there but it was still late Winter so not unexpected (was unseasonably warm). The furniture in the sitting areas upstairs needs to be upgraded since that’s really the only place to hangout in morning or afternoons other than the restaurant. Overall very pleased with the place for the price." [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Bar is a great touch!" [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 2/10 Terrible "was put in a room next to elevator, elevator was rubbing squeeling reported to front desk, they refused to move us, noise kept us up all night long. terrible experience. she said they didn't have any other rooms and refused to move us the hotel was clearly NOT full capacity. Elevator certificate was out of date expired." [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 8/10 Good "Have stayed here many times. Close to town and Okemo. Very convenient." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "I recommend it nice rooms and area around the property. Convenient for skiing. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/ffe7105d_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 4/10 Poor "Our first room was so hot abot 100 and the fan did not work. I called frontbdesk they said open the window. Then the fire arla m kept going off called front desk maintence came changed batteries. Then alarm continued. Then they changed our room . The next room had no heat called front desk they said to put fan on only blew cold air. Called front desk someone came up to check . Then gave us another room different floor finally 3rd room was ok. Should have been given money back or certificate for free room. " [](https://expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) ![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/ba27b41f_y.jpg) ### White River Inn and Suites 10/10 Excellent "Clean room and easy parking " [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Fireside Inn & Suites West Lebanon](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/43f4036d_y.jpg) ### Fireside Inn & Suites West Lebanon 4/10 Poor "Was always the only place myself and all my family members would stay in Freeport Maine. I'm so disappointed that such a beautiful inn has deteriorated to what it is today.I wish the new owners the best of luck. They have a major task to bring this landmark Inn back to a class A destination." [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "courteous staff, great property." [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Windsor? ### What is there to see and do in Windsor? ### When is the best time to book a hotel with a pool in Windsor? ### What's the best way to travel around Windsor? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Ascutney ](https://www.expedia.ca/Ascutney-Hotels-Beach-Hotel.0-0-d6046953-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ascutney ](https://www.expedia.ca/Ascutney-Hotels-Luxury-Hotel.0-0-d6046953-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Ascutney ](https://www.expedia.ca/Ascutney-Hotels-Mountain-Hotels.0-0-d6046953-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Ascutney ](https://www.expedia.ca/Ascutney-Hotels-Pet-Friendly-Hotel.0-0-d6046953-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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