Title: Book the Best Winchester FAMILY FRIENDLY Hotels from CA $84 - 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 $84 ![](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 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## 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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108476300/108476215/3cab0c63.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) ### 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 $15 CA $586 total includes taxes & fees Nov 4 - Nov 5 [](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) ![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) ![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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary W. CA $30 CA $618 total includes taxes & fees Oct 21 - Oct 22 [](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/e9fc89db.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 (12) "The location is great and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony K. CA $168 CA $489 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) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91120000/91111100/91111096/c31c304d.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) ### Gather at Tims Ford Lake Winchester 9.6/10 Exceptional (19) "Great house for our family. We enjoyed our week at the lake!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra G. CA $1,904 CA $2,869 total includes taxes & fees Oct 21 - Oct 22 [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863312/8707415b.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg B. CA $349 CA $876 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) ![Exterior](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/b883c1f7.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) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/78000000/77870000/77863400/77863309/2fc8c2fc.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy B. CA $314 CA $831 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winchester-Hotels-New-Tranquil-Lakefront-Home-Close-To-Town.h77863309.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) ![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) ![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 Monteagle 8.6/10 Excellent (1145) "Rustic, private, dog friendly cabin was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste CA $73 CA $84 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) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/f4d4ef2e.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) ![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 Manchester 9.4/10 Exceptional (888) "Yea great AC/parking Great hot breakfast/variety" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $131 CA $155 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![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/1000000/450000/446200/446165/12194cd6.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) ![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 (1005) "The location was excellent for my needs and the facilities were clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joseph CA $124 CA $142 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.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) ![Interior](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/18ea5072.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) ### Sleep Inn & Suites Manchester near Arnold AFB Manchester 8.8/10 Excellent (1009) "Nice please to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malgorzata CA $111 CA $132 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.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=2025-11-03&endDate=2025-11-04®ionId=177515&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![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) ![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) ![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 very clean and the breakfast was great." [](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 "property was recently renovated. It was clean, the room had all the extras that you could need. Staff was courteous and nice. We were able to choose from several places to eat with in walking distance from the hotel. We were here to go hiking and the hotel was within 25 mins from some really beautiful parks. " [](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.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) ![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) ## 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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