Title: Book the Best Hotels with POOL in Windsor in 2025 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248634998834412.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d553248634998834412.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248634998834412.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d553248634998834412.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Windsor, NH from CA $162 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/a9f524d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/46ddbd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/e7f573a7.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) ### Hideaway Inn Mt.Sunapee Newbury 7.4/10 Good (6) "clean" CA $150 CA $162 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15720000/15713300/15713222/97c40a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15720000/15713300/15713222/df4567b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15720000/15713300/15713222/901643a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/16000000/15720000/15713300/15713222/2f3092bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Henniker Motel Henniker 8.2/10 Very good (260) "The property is old but the staff really try their best to maintain a clean and comfortable place. " CA $180 CA $195 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Manchester-Hotels-Henniker-Motel.h15713222.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/211acecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/5e6bf716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/f8a38dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Elm City Hotel, an Ascend Collection Hotel Keene 8.4/10 Very good (913) "the breakfast was good… rooms clean " CA $149 CA $162 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/112456d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/50ee084a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/89fcafb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/e8f3fb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colby Hill Inn Henniker 9.4/10 Exceptional (32) "Great stay!" CA $272 CA $295 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Henniker-Hotels-Colby-Hill-Inn.h21950172.Hotel-Information) ![2 indoor pools, free cabanas, sun loungers](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/4425818f.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/e276d508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/544b1c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/cc423264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Edge Suites at Sunapee, an Ascend Collection Hotel Newbury 9.2/10 Wonderful (360) "good rooms an good staff!" CA $212 CA $253 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/bbdb2e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/d0dd0859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/a961b35a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Keene Keene 8.8/10 Excellent (334) "Great hotel with friendly staff" CA $226 CA $245 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3840h2556x0y4-fbdd8b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Keene Hotel Keene 8.4/10 Very good (1006) "Would definitely stay again. Very convenient location " CA $195 CA $212 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821233/9b734d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821233/c54a2fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821233/4a48077a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821233/ad1c683f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Suite #2 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee Sunapee 9.8/10 Exceptional (6) "Was a great location close to the mountain, comfortable and clean, an excellent stay. Walls were a bit thin, but others on property were respectful and quiet. Really enjoyed our stay for a weekend!" CA $230 CA $283 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sunapee-Hotels-Studio-Suite-2-At-The-Lodge-Minutes-From-Sunapee-Harbor-Mount-Sunapee.h82821233.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) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/22230ec6.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) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82830000/82821300/82821251/7a20963b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Suite #8 at The Lodge | Minutes from Sunapee Harbor and Mount Sunapee Sunapee 9.8/10 Exceptional (6) "The property was very clean. I would stay here again." CA $230 CA $285 total includes taxes & fees Oct 27 - Oct 28 [](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/4000000/3560000/3555900/3555821/2a21d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![American cuisine](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9cdfa045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/8eb2a3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/7bc7321f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Keene Downtown Keene 8.8/10 Excellent (1001) "Lovely hotel" CA $219 CA $238 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.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=2025-10-20&endDate=2025-10-21®ionId=553248634998834412&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Henniker Motel](//images.trvl-media.com/lodging/16000000/15720000/15713300/15713222/901643a9_y.jpg) ### Henniker Motel 10/10 Excellent "The property is old but the staff really try their best to maintain a clean and comfortable place. " [](https://expedia.ca/Manchester-Hotels-Henniker-Motel.h15713222.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Very clean, up to date, affordable" [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Courtyard by Marriott Keene Downtown](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/7bc7321f_y.jpg) ### Courtyard by Marriott Keene Downtown 10/10 Excellent "Lovely hotel" [](https://expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "It was quiet and the staff was friendly. Great and easy to get to location." [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Mountain Edge Suites at Sunapee, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/544b1c1b_y.jpg) ### Mountain Edge Suites at Sunapee, an Ascend Collection Hotel 10/10 Excellent "good rooms an good staff!" [](https://expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) ![The New London Inn](//images.trvl-media.com/lodging/2000000/1210000/1203200/1203156/6dc5be3a_y.jpg) ### The New London Inn 10/10 Excellent "Loved it!" [](https://expedia.ca/New-London-Hotels-The-New-London-Inn.h1203156.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Windsor? > [Keene Elm City Hotel, an Ascend Collection Hotel](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information): Offers buffet, an indoor pool, and complimentary wired internet access. [Best Western Plus Keene Hotel](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information): Features buffet, an indoor pool, and free self parking. [Days Inn by Wyndham Keene NH](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information): Provides daily, 2 indoor pools, and complimentary wired internet access. [Mountain Edge Suites at Sunapee, an Ascend Collection Hotel](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information): Features buffet, an indoor pool, and free self parking. [Brook Road Inn](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Inn.h35089593.Hotel-Information): Provides complimentary wired internet access, an indoor pool, and free self parking. ### What is there to see and do in Windsor? > Make a point to visit attractions like Highland Lake and Eaton's Magic Morsel. Discover sights such as Windsor Town Hall and Black Pond during your stay. ### When is the best time to book a hotel with a pool in Windsor? > Taking into account the local weather in Windsor is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Antrim](https://www.expedia.ca/Antrim-Bed-And-Breakfast.d183552-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Antrim](https://www.expedia.ca/Antrim-Castles.d183552-aaCastles.Travel-Guide-Accommodation) - [Cheap Hotels in Antrim](https://www.expedia.ca/Antrim-Hotels-Cheap-Hotels.0-0-d183552-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Antrim](https://www.expedia.ca/Antrim-Hotels-Luxury-Hotel.0-0-d183552-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Antrim Hotels](https://www.expedia.ca/Antrim-Hotels.d183552.Travel-Guide-Hotels) - [B&B in Bennington](https://www.expedia.ca/Bennington-Bed-And-Breakfast.d11921-aaBedAndBreakfast.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Bennington](https://www.expedia.ca/Bennington-Hotels-All-Inclusive-Hotel.0-0-d11921-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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