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) # Find Hotels with a Pool in Winchester, TN from CA $75 - ![](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 [Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-01-07&endDate=2026-01-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-01-08&endDate=2026-01-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels with a pool ![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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/04dcd9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/0ca38be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/0466e8f2.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 (668) "Great value! The room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Urszula CA $134 CA $153 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/6ccd36a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/5a194f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/ec0b24b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/3cab0c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lakeside Getaway [](https://www.expedia.ca/Winchester-Hotels-The-Lakefront-Getaway.h108476215.Hotel-Information) Winchester 9.6/10 Exceptional (5) "Incredible " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim C. CA $38 CA $619 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Winchester-Hotels-The-Lakefront-Getaway.h108476215.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/be1f9671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/d3a624b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/995b6b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/33c98354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Lakefront Home- Marina, Boats, and Kayaks! [](https://www.expedia.ca/Winchester-Hotels-Luxurious-Lakefront-Home-Marina.h110001577.Hotel-Information) Winchester 10/10 Exceptional (1) "We really enjoyed our stay. The home was great! Everything you need. Love the location. Close to Winchester and the lake. Highly recommend. Already planning to stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary W. CA $58 CA $648 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Winchester-Hotels-Luxurious-Lakefront-Home-Marina.h110001577.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/cc6d1408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/edfc7e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/8c7452e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108930000/108926900/108926864/606af038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeview Luxe - Lake Access + Pool [](https://www.expedia.ca/Winchester-Hotels-Lakeview-Luxe-In-Gated-Barefoot-Bay-Steps-To-Lakefront.h108926864.Hotel-Information) Winchester 10/10 Exceptional (3) "Had a great stay and would recommend this property to all!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizzie S. CA $218 CA $838 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Winchester-Hotels-Lakeview-Luxe-In-Gated-Barefoot-Bay-Steps-To-Lakefront.h108926864.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/91a01e28.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) ![Coffee/tea maker](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/d6395701.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 (1160) "Clean room great check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $65 CA $75 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/3ef9e387.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97.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) ### Comfort Suites Manchester near Arnold AFB [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) Manchester 9.4/10 Exceptional (946) "Spotless room, great layout, good breakfast food, reasonably priced stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl CA $123 CA $146 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/d36017f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/ee4008c0.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) ![Lobby](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/1785102f.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 (826) "Great stay, came with 2 cats and it was an easy check in. Great service and breakfast. Mattress and bed sheets were superb. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mishelle CA $108 CA $129 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.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) ![Reception](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/393d3be9.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/1000000/450000/446200/446165/63e6edb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/f83ba9f1.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 (1008) "Great stay. didn’t love the surrounding area. It was a cold Breafast - not what I expected. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esmari CA $109 CA $125 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.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) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/7365b153.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/bf24927c.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 8.6/10 Excellent (407) "Awesome place and breakfast friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $127 CA $150 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/09e6af7f.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/2000000/1920000/1916100/1916021/72b7f342.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/d5366050.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 (1017) "The room looked newly remodled, was very nice and had friendly helpful staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martina CA $76 CA $90 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.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=2026-01-22&endDate=2026-01-23®ionId=177515&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![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 "Nice room, very comfortable bed, decent breakfast. " [](https://expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ![Spark by Hilton Kimball](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/63e6edb3_y.jpg) ### Spark by Hilton Kimball 10/10 Excellent "Great place" [](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) ![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 "Clean room great check in" [](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Holiday Inn Express & Suites Manchester by IHG](https://images.trvl-media.com/lodging/1000000/800000/793800/793725/bf24927c_y.jpg) ### Holiday Inn Express & Suites Manchester by IHG 10/10 Excellent "Tv needs to be looked at. Not working properly " [](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.Hotel-Information) ![Comfort Suites Manchester near Arnold AFB](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97_y.jpg) ### Comfort Suites Manchester near Arnold AFB 10/10 Excellent "Room was clean " [](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Hampton Inn Kimball](https://images.trvl-media.com/lodging/7000000/6620000/6619800/6619724/bdd47495_y.jpg) ### Hampton Inn Kimball 10/10 Excellent "Clean room. " [](https://expedia.ca/Chattanooga-Hotels-Hampton-Inn-Kimball.h6619724.Hotel-Information) ![Best Western Shelbyville Inn and Suites Celebration Inn](https://images.trvl-media.com/lodging/1000000/20000/13000/12971/e9125ab2_y.jpg) ### Best Western Shelbyville Inn and Suites Celebration Inn 10/10 Excellent "Clean room, good staff..decent breakfast" [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Shelbyville-Inn-And-Suites-Celebration-Inn.h12971.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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