Title: Book the Best Hotels with POOL in Winchester in 2026 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d177515.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d177515.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d177515.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d177515.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d177515.Destination-Travel-Guides) ![High resolution aerial view panorama of lakefront homes, boat docks and beautiful autumn colorful foliage on Tims Ford Lake in Winchester Tennessee USA.](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.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 Winchester Hotels with a Pool Tonight [Feb 22 - Feb 23](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-02-22&endDate=2026-02-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 23 - Feb 24](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-02-23&endDate=2026-02-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels with a pool ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/b393d807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/37882a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/3547f5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/de88e8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Monteagle [](https://www.expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.Hotel-Information) Downtown Monteagle 8.8/10 Excellent (836 reviews) "I thought it was a little pricey for the area. Breakfast buffet was good and close to a convenience store" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $100 CA $119 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/b2d92fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/7f0a3c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/f4d4ef2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/04aa2d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Manchester near Arnold AFB [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) Manchester 9.4/10 Exceptional (964 reviews) "Good Stay, clean and safe!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlene CA $134 CA $159 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/554a7c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, Select Comfort beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/3844595e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/c1b2c773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/2101f128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Kimball [](https://www.expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) Jasper 8.4/10 Very good (1,005 reviews) "Great staff, comfortable accommodations, decent breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $111 CA $127 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/ccdf9085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/2d4fc05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/9d59ce05.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/1000000/520000/517600/517564/1e35560b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn [](https://www.expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) Winchester 8.8/10 Excellent (671 reviews) "Great value! The room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Urszula CA $125 CA $143 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/80000/74700/74602/e4e98151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/74700/74602/16f23cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/74700/74602/9d2cd2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/74700/74602/6b6378ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Kimball by IHG [](https://www.expedia.ca/Chattanooga-Hotels-Holiday-Inn-Express-And-Suites-Kimball.h74602.Hotel-Information) South Pittsburg 8.4/10 Very good (671 reviews) "Awesome stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynsey CA $158 CA $181 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Chattanooga-Hotels-Holiday-Inn-Express-And-Suites-Kimball.h74602.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/e3275be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/c7d55e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/aee2f9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/70506202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Smokehouse Lodge and Cabins [](https://www.expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) Monteagle 8.6/10 Excellent (1,164 reviews) "Very clean and the staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $65 CA $75 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/4fbfd2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/cab98686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/646fcabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/09e6af7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Manchester [](https://www.expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) Manchester 8.6/10 Excellent (1,052 reviews) "Everything looked great and had a wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk CA $76 CA $89 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ![Indoor pool, open 6:00 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/f7a0b246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/b57af741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/50da5203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/84d835b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Manchester by IHG [](https://www.expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.Hotel-Information) Manchester 8.8/10 Excellent (412 reviews) "Clean, friendly staff, good breakfast, pleasant stay with family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj CA $125 CA $148 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/7000000/6620000/6619800/6619724/7ea45033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619800/6619724/c88996d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/7000000/6620000/6619800/6619724/w3840h2557x0y4-ac379f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/7000000/6620000/6619800/6619724/e7b9c704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kimball [](https://www.expedia.ca/Chattanooga-Hotels-Hampton-Inn-Kimball.h6619724.Hotel-Information) Jasper 9.0/10 Wonderful (650 reviews) "Easy parking, close to highway yet still quiet. Friendly staff and clean rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fiona CA $167 CA $192 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chattanooga-Hotels-Hampton-Inn-Kimball.h6619724.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/cefa34ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/31a5b50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/c1df8152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/35585849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB [](https://www.expedia.ca/Manchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Manchester.h92450290.Hotel-Information) Manchester 8.8/10 Excellent (338 reviews) "Nice modern hotel. Good breakfast too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AL CA $133 CA $157 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Manchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Manchester.h92450290.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=2026-03-08&endDate=2026-03-09®ionId=177515&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winchester 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_177515) ## Top Winchester Hotel Reviews ![The Smokehouse Lodge and Cabins](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/d6395701_y.jpg) ### The Smokehouse Lodge and Cabins 10/10 Excellent "Everything was great " [](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Microtel Inn & Suites by Wyndham Manchester](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/4fbfd2df_y.jpg) ### Microtel Inn & Suites by Wyndham Manchester 10/10 Excellent "Great place. Afraid to say too much or there won't be room for me the next time I'm in town." [](https://expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db_y.jpg) ### Best Western Inn 10/10 Excellent "Clean room. Quiet - no fans unkess I turned it on. Convenient parking and ice close to rokm. " [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winchester? ### What is there to see and do in Winchester? ### When is the best time to book a hotel with a pool in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Belvidere Hotels ](https://www.expedia.ca/Belvidere-Hotels.d3000456513.Travel-Guide-Hotels) - [Inns in Belvidere ](https://www.expedia.ca/Belvidere-Inns.d3000456513-aaInns.Travel-Guide-Accommodation) - [Motels in Belvidere ](https://www.expedia.ca/Belvidere-Motels.d3000456513-aaMotels.Travel-Guide-Accommodation) - [Luxury Hotels in Clifftops ](https://www.expedia.ca/Clifftops-Monteagle-Hotels-Luxury-Hotel.0-n553248635976481887-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Clifftops ](https://www.expedia.ca/Clifftops-Monteagle-Hotels-Mountain-Hotels.0-n553248635976481887-0-tMountainHotels.Travel-Guide-Filter-Hotels) - 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