Title: The Best Hotels with a Pool in Windsor from $90 in 2026 | Expedia.com [Hotels in Windsor](https://expedia.com/Windsor-Hotels.d3000450148.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d3000450148.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d3000450148.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d3000450148.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d3000450148.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Windsor Hotels with a Pool Tonight [Feb 14 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=3000450148&startDate=2026-02-14&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 15 - Feb 16](https://www.expedia.com/Hotel-Search?regionId=3000450148&startDate=2026-02-15&endDate=2026-02-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000450148&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000450148&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 ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/307e38ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/1bce59ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/9e61c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/afa28a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equestrian House Suites [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount $538 nightly $587 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/1e444d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/39efd49c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/08c7498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/e2c0e755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Gibson by IHG [](https://www.expedia.com/New-Milford-Hotels-Holiday-Inn-Express-Hotel-Suites-Gibson.h1346763.Hotel-Information) New Milford 9.4/10 Exceptional (678 reviews) "Room was clean, staff friendly, breakfast was great" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Julissa $122 nightly $133 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/New-Milford-Hotels-Holiday-Inn-Express-Hotel-Suites-Gibson.h1346763.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/015b0d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/4934935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/9710fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/700800aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Duplex • Heart Runs & Ski Runs [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) Pleasant Mount $212 nightly $229 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/681eb816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/4fbc97c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/e4e55dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/9f1d54c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideout Cottage • The Velvet Slopes of Romance [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) Pleasant Mount $289 nightly $313 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/639fb95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/feb483f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/44a08d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/60317891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Premium Duplex • The Velvet Slopes of Romance [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) Pleasant Mount 9.0/10 Wonderful (2 reviews) "Would've liked to have more to cook with than just a microwave, other than that the stay was commendable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy $345 nightly $373 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/119300/119274/db6b0178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/119300/119274/eed96762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/119300/119274/a8786df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/119300/119274/9349f51a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Binghamton/Johnson City [](https://www.expedia.com/Binghamton-Hotels-Hampton-Inn-Johnson-City.h119274.Hotel-Information) Johnson City 8.4/10 Very Good (894 reviews) "I really enjoyed my stay, I loved it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman $97 nightly $109 total Feb 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/Binghamton-Hotels-Hampton-Inn-Johnson-City.h119274.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12618/e5d8c415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12700/12618/05ac6424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/12700/12618/1dc4ae83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12618/ac4e1b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Binghamton I-81 [](https://www.expedia.com/Binghamton-Hotels-Comfort-Inn-Binghamton-I-81.h12618.Hotel-Information) Binghamton 7.8/10 Good (1,000 reviews) "Good value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) charlene $79 nightly $90 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Binghamton-Hotels-Comfort-Inn-Binghamton-I-81.h12618.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/440000/433000/432905/97068fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/433000/432905/dac9ea76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/440000/433000/432905/9413c891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/440000/433000/432905/4b7ed9fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn by Marriott Binghamton [](https://www.expedia.com/Binghamton-Hotels-Fairfield-Inn-By-Marriott-Binghamton.h432905.Hotel-Information) Binghamton 8.6/10 Excellent (827 reviews) "Place was clean, staff was very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $126 nightly $142 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Binghamton-Hotels-Fairfield-Inn-By-Marriott-Binghamton.h432905.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/3605c8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/8c138605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/a9e91968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/e42a7072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Premium Suite • Love on the Slopes [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Suite-Getaway-Closest-To-Camps.h31778593.Hotel-Information) Pleasant Mount $231 nightly $250 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Suite-Getaway-Closest-To-Camps.h31778593.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/25804c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/21f7e199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/f1d13aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/740691bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Cottage Getaway • Crystal Peaks, Timeless Love [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.Hotel-Information) Pleasant Mount $289 nightly $313 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.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=2026-02-28&endDate=2026-03-01®ionId=3000450148&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Windsor Breakfast included 4 stars Ocean view 5 stars Hot tub ![](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.com/deals?rfrr=AFFINITY_SPRING_PROMO_3000450148) ## Top Windsor Hotel Reviews ![Hampton Inn Binghamton/Johnson City](https://images.trvl-media.com/lodging/1000000/120000/119300/119274/027d8d65_y.jpg) ### Hampton Inn Binghamton/Johnson City 10/10 Excellent "Very clean with very polite and courteous staff" [](https://expedia.com/Binghamton-Hotels-Hampton-Inn-Johnson-City.h119274.Hotel-Information) ![Spark by Hilton Vestal Binghamton University Area](https://images.trvl-media.com/lodging/3000000/2340000/2339200/2339108/6e6d48b7_y.jpg) ### Spark by Hilton Vestal Binghamton University Area 10/10 Excellent "Great staff " [](https://expedia.com/Vestal-Hotels-Spark-By-Hilton-Vestal-Binghamton-University-Area.h2339108.Hotel-Information) ![Holiday Inn Binghamton Downtown by IHG](https://images.trvl-media.com/lodging/1000000/10000/3300/3239/5fa30304_y.jpg) ### Holiday Inn Binghamton Downtown by IHG 10/10 Excellent "The staff went out of their way to make sure we had what we needed. Very attentive. " [](https://expedia.com/Binghamton-Hotels-Holiday-Inn-Binghamton-Downtown.h3239.Hotel-Information) ![Fairfield Inn by Marriott Binghamton](https://images.trvl-media.com/lodging/1000000/440000/433000/432905/4060f16c_y.jpg) ### Fairfield Inn by Marriott Binghamton 10/10 Excellent "Place was clean, staff was very friendly. " [](https://expedia.com/Binghamton-Hotels-Fairfield-Inn-By-Marriott-Binghamton.h432905.Hotel-Information) ![La Quinta Inn by Wyndham Binghamton - Johnson City](https://images.trvl-media.com/lodging/1000000/40000/39800/39766/e0c81a4d_y.jpg) ### La Quinta Inn by Wyndham Binghamton - Johnson City 10/10 Excellent "Was a good place to stay. Good value for the miney" [](https://expedia.com/Binghamton-Hotels-La-Quinta-Inn-By-Wyndham-Binghamton-Johnson-City.h39766.Hotel-Information) ![DoubleTree by Hilton Hotel Binghamton](https://images.trvl-media.com/lodging/1000000/10000/5200/5141/2478b4e6_y.jpg) ### DoubleTree by Hilton Hotel Binghamton 10/10 Excellent "Large clean room. Upscale, modern appearance. Convenient parking. But the best was the friendliness and helpfulness of the staff." [](https://expedia.com/Binghamton-Hotels-DoubleTree-By-Hilton-Hotel-Binghamton.h5141.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/30000/24900/24801/b9bd1c4c_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Beautiful hotel, loving workers, very helpful very clean very quiet" [](https://expedia.com/Johnson-City-Hotels-The-Village-Inn-Suites.h24801.Hotel-Information) ![Comfort Inn Binghamton I-81](https://images.trvl-media.com/lodging/1000000/20000/12700/12618/1dc4ae83_y.jpg) ### Comfort Inn Binghamton I-81 10/10 Excellent "great" [](https://expedia.com/Binghamton-Hotels-Comfort-Inn-Binghamton-I-81.h12618.Hotel-Information) ![Holiday Inn Express Hotel & Suites Gibson by IHG](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/51eb9576_y.jpg) ### Holiday Inn Express Hotel & Suites Gibson by IHG 10/10 Excellent "Clean room, great breakfast, friendly staff." [](https://expedia.com/New-Milford-Hotels-Holiday-Inn-Express-Hotel-Suites-Gibson.h1346763.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? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Animal Adventure Park ](https://www.expedia.com/Animal-Adventure-Park-Hotels.0-l553248635975478003-0.Travel-Guide-Filter-Hotels) - [Harpursville Hotels ](https://www.expedia.com/Harpursville-Hotels.d3000448737.Travel-Guide-Hotels) - [Cabin Rentals in Harpursville ](https://www.expedia.com/Harpursville-Cabins.d3000448737-aaCabins.Travel-Guide-Accommodation) - [3 Star Hotels in Harpursville ](https://www.expedia.com/3Star-Harpursville-Hotels.s30-0-d3000448737.Travel-Guide-Filter-Hotels) - [B&B in Harpursville ](https://www.expedia.com/Harpursville-Bed-And-Breakfast.d3000448737-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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