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 [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-02-16&endDate=2026-02-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 17 - Feb 18](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-02-17&endDate=2026-02-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-02-27&endDate=2026-03-01&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/121000000/120350000/120341300/120341253/d4509227.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) ![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) ![Toys](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/9ea1c7da.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 8.6/10 Excellent (114 reviews) "The room was spotless and check in was extremely easy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma CA $185 CA $201 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.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) ![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) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.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 (828 reviews) "Very friendly staff. The room and all surroundings were clean and fresh smelling." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $184 CA $203 total includes taxes & fees Mar 1 - Mar 2 [](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) ![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) ![Combined shower/tub, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/48358610.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 (1,117 reviews) "Very clean room, kind staff and excellent breakfast. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Yong CA $147 CA $162 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/f95d2325.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 (1,008 reviews) "clean room very friendly staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $182 CA $198 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/59ec937f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/12f2bdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/9e678e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/e2e8ee06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Hanover Lebanon [](https://www.expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information) Lebanon 9.0/10 Wonderful (1,003 reviews) "Been here several times before always the best in the area if your dropping kids off at Dartmouth wish the breakfast was free with stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $201 CA $218 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/6274eb11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Private Bathroom](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/bf739072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/f20a7a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/3ab17c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dexter's Inn [](https://www.expedia.ca/Sunapee-Hotels-Dexters-Inn.h2042604.Hotel-Information) Sunapee 8.8/10 Excellent (70 reviews) "This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $336 CA $365 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Sunapee-Hotels-Dexters-Inn.h2042604.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/5435d358.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) ### 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 (388 reviews) "Clean and spacious suite, nice staff and the amenities were great….." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joao CA $230 CA $272 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.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 (982 reviews) "Friendly staff, clean rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirt CA $191 CA $218 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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) "What a great place to stay at Sunapee. Great location, amenities, clean and what a view! Thank you to the hosts :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna S. CA $225 CA $276 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-4-At-The-Lodge-Minutes-From-Sunapee-Harbor-Mount-Sunapee.h82821256.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) ![Smart TV](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/e63ddb55.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 (6 reviews) "The property was very clean. I would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $231 CA $284 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-8-At-The-Lodge-Minutes-From-Sunapee-Harbor-And-Mount-Sunapee.h82821251.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=2026-03-03&endDate=2026-03-04®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 Ocean view 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_7881) ## Top Windsor Hotel Reviews ![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg) ### White River Inn and Suites 10/10 Excellent "Clean" [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Very nice " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk attendants, who were very very nice and accommodating, took care of that for me! And there was fresh brewed coffee in the lobby by 6 am!" [](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/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "The accommodations, amenities and staff were wonderful. Perfect location for our planned, and unplanned, activities." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Always a great stay at North Star Lodge! We love to relax in the outdoor heated pool after a long day on the mountain! Rooms are perfect for a few day getaway and the Lounge has pretty good food and great drinks. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "The 1 bedroom villa was perfect after skiing. The staff was courteous " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "The lodge absolutely saved us when our Vrbo host ghosted us on our recent trip. Sarah and Tracy were able to work some magic and find available rooms so our group was able to get the 3 rooms we needed completely last minute. We're planning to look here first for all future trips! It's also in an amazing location a few minutes from the mountain, the ski stores, and restaurants" [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "People went out of their way to help My wife needed distilled water for her C-Pap machine the staff went out to store so she could have some. Restaurant was great Room was clean " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Summit Lodge](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5da3617c_y.jpg) ### Summit Lodge 10/10 Excellent "This was our 3rd stay at the Summit Lodge for a long ski weekend. It’s very clean, with old school charm, and their staff is so nice. There is a hot buffet breakfast, a heated outdoor pool, an extra large jacuzzi, and a wonderful Irish pub in the basement, that has live music on Saturday nights. We will be back. " [](https://expedia.ca/Killington-Hotels-Summit-Lodge.h1102506.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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