Title: Book the Best Winchester FAMILY FRIENDLY Hotels from CA $85 - Kid-Friendly Hotels in Winchester, TN | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Winchester, TN from CA $85 ![](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 Family Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-15&endDate=2025-10-16&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-16&endDate=2025-10-17&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Family Hotels ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/ec0b24b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/1f2a6628.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 " CA $40 CA $634 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winchester-Hotels-The-Lakefront-Getaway.h108476215.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/111000000/110010000/110001600/110001577/w2358h1555x0y0-7e81be9f.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) ![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) ![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) ### 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." CA $71 CA $670 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Winchester-Hotels-Luxurious-Lakefront-Home-Marina.h110001577.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) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105420000/105413800/105413716/2a7a302d.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) ### Welcome to Tims Ford Lake! Free UTV/kayaks/canoe, firepit, complete privacy! Winchester 9.8/10 Exceptional (11) "The location is great and peaceful" CA $232 CA $570 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winchester-Hotels-Welcome-To-Your-Retreat-At-Tims-Ford-Lake-25-Acres-Surrounded-By-Trees.h105413716.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/96c2de10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/c7bfc51e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/ce2008e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/535332b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gather at Tims Ford Lake Winchester 9.6/10 Exceptional (19) "Great house for our family. We enjoyed our week at the lake!" CA $1,906 CA $2,872 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winchester-Hotels-Gather-At-Tims-Ford-Lake.h91111096.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/a67798e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/136bec16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/17f5e660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/be3c46e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family Winchester 10/10 Exceptional (34) "Great property!" CA $350 CA $877 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Winchester-Hotels-New-Close-To-Town-Lakefront-Home-Gorgeous-Water-Views-W-Dockboat-Slip.h77863312.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/ccf2ed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/3b218168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/b883c1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/642745ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View Prime Location, Community Dock w swim ladders, covered boat slip, Winchester 10/10 Exceptional (22) "My family came in from Virginia and some friends came from Kentucky for the Memorial Day weekend. We absolutely loved the house it’s beautiful, the view was so beautiful the host was so very nice and made sure everything was perfect. I highly recommend this house. We will be back " CA $340 CA $868 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winchester-Hotels-New-Tranquil-Lakefront-Home-Close-To-Town.h77863309.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/7de41e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/32d0b27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/fa8c85da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/13f3a5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Manchester near Arnold AFB Manchester 8.8/10 Excellent (1007) "Nice please to stay" CA $113 CA $134 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.Hotel-Information) ![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/7b090891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Timber Frame Cabin | Exterior](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/16c47c0d.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 Monteagle 8.6/10 Excellent (1142) "Rustic, private, dog friendly cabin was great!" CA $74 CA $85 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/74b2467c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/75dd2339.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) ### Comfort Suites Manchester near Arnold AFB Manchester 9.4/10 Exceptional (883) "Yea great AC/parking Great hot breakfast/variety" CA $131 CA $155 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/a5054d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/8e2bfece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/450000/446200/446165/028f946c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Spark by Hilton Kimball Jasper 8.4/10 Very good (1002) "Nice place to stay when traveling. Clean and safe " CA $124 CA $142 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.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=2025-10-29&endDate=2025-10-30®ionId=177515&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![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 "Caleb, at the front desk, was very fast, efficient, helpful and friendly. Room was very clean, quiet and comfortable. Just the welcoming comfort we needed after a long frustrday of travel. " [](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.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 "Away from road nice and quiet" [](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 "Loved everything about the place and the area! My only complaint was that the bar/grill wasn’t open while we were there." [](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![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 "Room was very clean and the breakfast was good." [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Shelbyville-Inn-And-Suites-Celebration-Inn.h12971.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 "Front desk staff friendly. Hotel is a little rundown. Elevator was broken but things happen. " [](https://expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.Hotel-Information) ![Best Western Inn](//images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db_y.jpg) ### Best Western Inn 10/10 Excellent "Clean room, friendly staff. " [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Spark by Hilton Kimball](//images.trvl-media.com/lodging/1000000/450000/446200/446165/8e2bfece_y.jpg) ### Spark by Hilton Kimball 10/10 Excellent "Everything was great!" [](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) ![The Sewanee Inn](//images.trvl-media.com/lodging/8000000/7110000/7101200/7101157/254f5123_y.jpg) ### The Sewanee Inn 10/10 Excellent "This hotel is nice! It was nice that the rooms are on one side and the restaurant is on the other. Beautiful lobby and entryway. There was a fire going in the lobby when we arrived which made it feel cozy. The beds were soft which made for a great nights sleep! We definitely would stay here again! We stayed here to go to The Caverns for an event so it was ideal location." [](https://expedia.ca/Tullahoma-Hotels-The-Sewanee-Inn.h7101157.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 "Very clean and had a nice selection of breakfast items. Easy to get to from interstate. " [](https://expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ## Frequently asked questions ### What's Winchester like for family-friendly vacations? > The welcoming destination of Winchester is a great choice if you've been thinking about a vacation with the kids. The exciting theme parks, boating, and lake views are just some of the things that make this the perfect spot for family trips. Arrange a flight into Chattanooga Metropolitan Airport (CHA), which is located 52.8 mi (85 km) from the city center. ### When's the best time to book a family-friendly vacation in Winchester? > The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winchester is 64 inches. ### What's there to see and do with your family in Winchester? > While you are visiting Winchester, you might want to round up the kiddos and make time to see interesting attractions such as Twin Creeks Marina, Tim's Ford Marina, and Hammers. 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