Title: Book the Best Winchester Hotels with FREE WIFI in 2025 | 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) ![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) # Find Hotels with Wifi in Winchester, TN from CA $162 ![](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 Wifi Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Hotels with Wifi ![Suite, 1 King Bed, Jetted Tub (Oversized Room)](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/8ea1a1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn Winchester 8.8/10 Excellent (647) "Clean room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $141 CA $162 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103950000/103947800/103947795/df013be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103950000/103947800/103947795/f44eb6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103950000/103947800/103947795/4290815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103950000/103947800/103947795/4269963e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Home w/ RV Hookups Winchester 8.6/10 Excellent (7) "Very clean highly recommend if you are looking to get away and relax " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $188 CA $353 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Winchester-Hotels-Tiny-Home-W-RV-Hookups.h103947795.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/79000000/78200000/78194100/78194091/9cc274bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78200000/78194100/78194091/239c468e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/79000000/78200000/78194100/78194091/ce0e0b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78200000/78194100/78194091/3e529494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully Renovated Studio 2 miles from the Marina Winchester 9.8/10 Exceptional (15) "One-night stay to go to the lake next day. Close to the town square and about 15 min from Tim’s Ford Marina. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nicole l. CA $91 CA $251 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winchester-Hotels-Beautifully-Renovated-Studio-2-Miles-From-The-Marina.h78194091.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 Winchester 9.6/10 Exceptional (5) "Incredible " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim C. CA $63 CA $661 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-The-Lakefront-Getaway.h108476215.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844252/5e9f2180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844252/129115b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844252/46766c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844252/5e255398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester's Premier Downtown Loft! Winchester 9.6/10 Exceptional (8) "We thoroughly enjoyed our stay in this comfortable and beautiful apartment, right in the heart of Winchester. It’s walkable to several restaurants and a great ice cream shop. Check-in and communication were smooth. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer M. CA $91 CA $217 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Winchester-Hotels-Winchesters-Premier-Downtown-Loft.h103844252.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/57778f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Lakefront Home- Marina, Boats, and Kayaks! 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 $57 CA $655 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Luxurious-Lakefront-Home-Marina.h110001577.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/519b63fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/178d4db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/21ff0fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194127/dcc8c8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Renovated Home with Open Floor Plan and Large Lot Winchester 9.0/10 Wonderful (16) "Peaceful, relaxing and pet friendly great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly M. CA $126 CA $436 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winchester-Hotels-Gorgeous-Renovated-Home-With-Open-Floor-Plan-And-Large-Lot.h78194127.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844265/b916db0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844265/87589e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844265/35b5b720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103850000/103844300/103844265/77bb0e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis on the Square Winchester 9.6/10 Exceptional (8) "Great accommodations in downtown Winchester! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LeBron F. CA $104 CA $232 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Old-Town-Oasis-Charm-Convenience-On-The-Square.h103844265.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/37c03de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/0eb1729a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/a20dabb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/79000000/78200000/78194200/78194115/bfd6d021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful And Spacious Fully Renovated Farmhouse Winchester 9.4/10 Exceptional (29) "Great location for our family with young adult children to enjoy Targhee and Grand Tetons! Driggs was an unexpected treasure of a town, too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $186 CA $517 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Winchester-Hotels-Beautiful-And-Spacious-Fully-Renovated-Farmhouse.h78194115.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/e3d1fd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/7f2a2ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/27e9f736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/2a7a302d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to Tims Ford Lake! Free UTV/kayaks/canoe, firepit, complete privacy! Winchester 9.8/10 Exceptional (12) "The location is great and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony K. CA $168 CA $488 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Welcome-To-Your-Retreat-At-Tims-Ford-Lake-25-Acres-Surrounded-By-Trees.h105413716.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=2025-11-07&endDate=2025-11-08®ionId=177515&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![Best Western Shelbyville Inn and Suites Celebration Inn](//images.trvl-media.com/lodging/1000000/20000/13000/12971/e9125ab2_y.jpg) ### Best Western Shelbyville Inn and Suites Celebration Inn 10/10 Excellent "The room was clean and very comfortable. Staff let us eat breakfast early due to a local event. Great breakfast choices. " [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Shelbyville-Inn-And-Suites-Celebration-Inn.h12971.Hotel-Information) ![Spark by Hilton Kimball](//images.trvl-media.com/lodging/1000000/450000/446200/446165/a5054d08_y.jpg) ### Spark by Hilton Kimball 10/10 Excellent "We travel a lot with our singing ministry and very seldom do we get a room that is as nice and as clean as Stark was." [](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) ![Holiday Inn Express & Suites Manchester by IHG](//images.trvl-media.com/lodging/1000000/800000/793800/793725/bf24927c_y.jpg) ### Holiday Inn Express & Suites Manchester by IHG 10/10 Excellent "Clean, friendly staff, good breakfast, pleasant stay with family." [](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.Hotel-Information) ![Red Roof Inn Monteagle - I-24](//images.trvl-media.com/lodging/1000000/20000/11800/11756/67fa466b_y.jpg) ### Red Roof Inn Monteagle - I-24 10/10 Excellent "Nice budget friendly stay. A/c worked excellent. Friendly staff. " [](https://expedia.ca/Tullahoma-Hotels-Red-Roof-Inn-Monteagle-I-24.h11756.Hotel-Information) ![The Smokehouse Lodge and Cabins](//images.trvl-media.com/lodging/1000000/580000/574500/574462/d6395701_y.jpg) ### The Smokehouse Lodge and Cabins 10/10 Excellent "Love the fireplace and hydrotub." [](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Sleep Inn & Suites Manchester near Arnold AFB](//images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/7de41e72_y.jpg) ### Sleep Inn & Suites Manchester near Arnold AFB 10/10 Excellent "The staff were courteous and professional. Our room was clean, comfortable, and quiet. Definitely would recommend." [](https://expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.Hotel-Information) ![Microtel Inn & Suites by Wyndham Manchester](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/4fbfd2df_y.jpg) ### Microtel Inn & Suites by Wyndham Manchester 10/10 Excellent "Best Microtel we have stayed at. Clean room, comfy beds, nice breakfast, friendly staff and soft towels. " [](https://expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ![Comfort Suites Manchester near Arnold AFB](//images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97_y.jpg) ### Comfort Suites Manchester near Arnold AFB 10/10 Excellent "Clean." [](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tullahoma by IHG](//images.trvl-media.com/lodging/5000000/4170000/4167100/4167011/44013504_y.jpg) ### Holiday Inn Express Hotel & Suites Tullahoma by IHG 10/10 Excellent "Great rooms, great breakfast, friendly staff" [](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Hotel-Suites-Tullahoma.h4167011.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [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) - 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