Title: Secure Your Winchester Vacation Package - 2026 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx177515)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d177515.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d177515.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d177515.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d177515.Car-Rental-Guide) ![](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester Vacations from $673 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Winchester Vacation The rich history and spectacular views are just the start of the things Winchester has on offer. Experience the very best of this interesting city your way with a tailor-made Winchester vacation package. Any trip to Winchester should include some sightseeing. [Hammers](https://www.expedia.com/Hammers-Winchester.d553248621532655570.Vacation-Attraction) is a great place to kick things off. Whoever you're going away with and whatever you want to spend, your dream Winchester vacation is just a few clicks away with Expedia. ## The Latest Winchester vacation packages Price found within the past 48 hours. Click for updated prices. ![Caption by Hyatt Downtown Nashville](https://images.trvl-media.com/lodging/107000000/106720000/106713900/106713852/w3840h2758x0y3-e800a097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caption by Hyatt Downtown Nashville Downtown Nashville Save 100% on your flight $673 per person May 3 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Nashville (BNA) 9.2/10 Wonderful! (700 reviews) Staff was great and room was in good shape. Reviewed on Feb 15, 2026 ![Margaritaville Hotel Nashville](https://images.trvl-media.com/lodging/34000000/33800000/33793300/33793279/5650d445_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Hotel Nashville Downtown Nashville Save 100% on your flight $833 per person May 3 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Nashville (BNA) 9.2/10 Wonderful! (1,919 reviews) My only complaint would be the cost of valet parking. My nephew came to meet us and have dinner and was charged 75$ for a hour and a half…that’s ridiculous as guest of guests staying at this hotel and eating dinner at JWB… Reviewed on Jan 19, 2026 ![Hyatt Centric Downtown Nashville](https://images.trvl-media.com/lodging/69000000/68020000/68014300/68014246/fbd5ed8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Centric Downtown Nashville Downtown Nashville Save 100% on your flight $857 per person May 3 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Nashville (BNA) 9.4/10 Exceptional! (1,856 reviews) Amazing welcoming staff Reviewed on Jan 30, 2026 ![1 Hotel Nashville](https://images.trvl-media.com/lodging/72000000/71020000/71014900/71014887/w4800h3296x0y0-9927e8e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Nashville Downtown Nashville Save 100% on your flight $1,824 per person May 3 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Nashville (BNA) 9.2/10 Wonderful! (924 reviews) Spotless rooms, amazing staff, beautiful design Reviewed on Jan 12, 2026 ![Bode Nashville](https://images.trvl-media.com/lodging/32000000/31860000/31855800/31855759/b5e1c1cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bode Nashville Downtown Nashville Save 100% on your flight $1,049 per person May 3 - May 8 found 1 day ago Roundtrip flight included Boston (BOS) to Nashville (BNA) 9.2/10 Wonderful! (1,003 reviews) Everything was great Reviewed on Feb 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Winchester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_177515) ### Discover the most popular places to visit in Winchester ![Aerial drone view of a lake marina with boats storage on Tims Ford lake in Winchester Tennessee](https://images.trvl-media.com/place/553248621532655563/2002f588-7d16-4565-9128-6ff77f555ed5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tim's Ford Marina Bring the kids to Tim's Ford Marina and enjoy the excitement of this amusement park in Winchester. Discover the countryside while you're in the area. [](https://expedia.com/Tims-Ford-Marina-Winchester.d553248621532655563.Vacation-Attraction) #### Hammers Enjoy an outing to Hammers during your stay in Winchester. Stroll along the lakeside or discover the area's mountain views. [](https://expedia.com/Hammers-Winchester.d553248621532655570.Vacation-Attraction) ## Winchester Hotel Deals ![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Inn 1602 Dinah Shore Boulevard Winchester TN Fully refundableReserve now, pay when you stay $95 nightly $109 total Feb 16 - Feb 17 Total with taxes and fees 8.6/10 Excellent! (669 reviews) Room was clean but smelled kinda moldy and musty Reviewed on Jan 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=517564&PinnedHotelID=517564&HadPinnedHotel=true®ionId=177515) ![Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs](https://images.trvl-media.com/lodging/110000000/109420000/109413300/109413216/fb01c231_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs Winchester TN 10/10 Exceptional! (5 reviews) Lots of room, as described and the hosts were very responsive! Would use again. Reviewed on Jan 19, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=109413216&PinnedHotelID=109413216&HadPinnedHotel=true®ionId=177515) [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=109413216&PinnedHotelID=109413216&HadPinnedHotel=true®ionId=177515) ![Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak](https://images.trvl-media.com/lodging/107000000/106530000/106528100/106528058/ef01edb7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak Winchester TN 10/10 Exceptional! (21 reviews) Beautiful home and location. Hosts are great! Reviewed on Jan 13, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=106528058&PinnedHotelID=106528058&HadPinnedHotel=true®ionId=177515) [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=106528058&PinnedHotelID=106528058&HadPinnedHotel=true®ionId=177515) [See all 682 properties in Winchester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026®ionId=177515) 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. ## Find the Best Winchester Vacation Packages ### Things to do in and around Winchester Winchester, Tennessee, offers a charming blend of outdoor activities and scenic beauty, perfect for romantic getaways. Enjoy the local recreational area and campground, or explore the hiking trails. Don’t miss unique experiences like mansion tours, Halloween haunts, art celebrations, and enchanting story land events that showcase the area's vibrant culture. **Shopping** In Winchester, [Hammers](https://www.expedia.com/Hammers-Winchester.d553248621532655570.Vacation-Attraction) offers a variety of unique gifts and souvenirs. If you're up for a drive, Northgate Mall in Tullahoma features entertainment and shopping options 15 miles away, while [Lynchburg Hardware and General Store](https://www.expedia.com/Lynchburg-Hardware-And-General-Store-Lynchburg-Town-Square-Historic-District.d553248621532655558.Vacation-Attraction), located 16 miles from Winchester, provides a charming selection of local goods. **Recreation** Experience the serene atmosphere at [Sewanee Golf and Tennis Club](https://www.expedia.com/Sewanee-Golf-And-Tennis-Club-Sewanee.d6309516.Vacation-Attraction), perfect for golf enthusiasts seeking outdoor vibes. Enjoy family time at Hank Weddington Park, a delightful playground just 2 miles away. For a relaxing outing, visit the City of Decherd Babe Ruth Ball Park, offering wellness-focused recreational spaces. **Adventure** Experience the thrill of soaring through the trees at [Bigfoot Adventure TN Zipline](https://www.expedia.com/Bigfoot-Adventure-TN-Zipline-Tracy-City.d876237012487938048.Vacation-Attraction), located 21 miles from Winchester. For a scenic hike, explore the Estill Springs Walking Trail, 6 miles away, or tackle the Walls of Jericho Hiking Trailhead, 15 miles away, surrounded by stunning natural beauty. **Nightlife** Winchester, Tennessee, offers a cozy nightlife with local bars and live music. Enjoy a drink at the charming Old Towne Tavern or catch a performance at the historic Franklin Theatre. For a laid-back vibe, visit the Coffee County Community Center for events and gatherings. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Winchester Winchester, Tennessee, is a charming destination perfect for outdoor and romantic getaways. Visitors can explore scenic spots like marinas and marine parks, ideal for family experiences. Notable attractions include the intriguing Winchester Mystery House and its captivating history, along with the bizarre yet fascinating mansion. Whether you're seeking adventure or relaxation, Winchester offers a delightful blend of activities for every traveler. - **[Tim's Ford Marina: ](https://www.expedia.com/Tims-Ford-Marina-Winchester.d553248621532655563.Vacation-Attraction)** Experience the ultimate outdoor adventure at Tim's Ford Marina, where you can enjoy boating, fishing, and swimming in a serene environment. With its beautiful beach vibes, it's perfect for a relaxing day by the water or an exciting day filled with water sports. - **[Expressions: ](https://www.expedia.com/Expressions-Winchester.d553248621532655569.Vacation-Attraction)** Discover romance at Expressions, a charming attraction that offers an intimate atmosphere. Ideal for couples, this spot is perfect for leisurely strolls and enjoying the beautiful surroundings, making it a great place to create lasting memories. - **[Elk River Dam: ](https://www.expedia.com/Elk-River-Dam-Estill-Springs.d553248621555836359.Vacation-Attraction)** Located 8 miles from Winchester, Elk River Dam is a breathtaking lookout that combines outdoor adventure with romantic vistas. Enjoy hiking trails and panoramic views that are perfect for capturing stunning photos or sharing a quiet moment with a loved one. ### Best time to go to Winchester The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 38.3°F (3.5°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 42.8°F (6.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 50.4°F (10.2°C) | Light Rain | Mostly Sunny | Average | Average | | April | 57.9°F (14.4°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 74.5°F (23.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 76.8°F (24.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 75.6°F (24.2°C) | Light Rain | Mostly Sunny | Average | Average | | September | 70.5°F (21.4°C) | Light Rain | Mostly Sunny | Average | Average | | October | 59.9°F (15.5°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 48.9°F (9.4°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### Tips to save on your trip to Winchester - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Winchester. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Winchester Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Population | 8,500 | | Max Temp Winter | 50ºF | | Max Temp Summer | 85ºF | | Top Sights | [Tims Ford State Park](https://www.expedia.com/Tims-Ford-State-Park-Tennessee.d553248621532655562.Vacation-Attraction), [University of the South](https://www.expedia.com/University-Of-The-South-Sewanee.d6309507.Vacation-Attraction) and [Tims Ford Lake](https://www.expedia.com/Tims-Ford-Lake-Tennessee.d553248635976198027.Vacation-Attraction) | ## More vacations you might like 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[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Winchester vacation package cost? ### What are the cheapest months to go to Winchester? ### How many days is enough for Winchester? ### How to find the best Winchester package deals? ### Is it cheaper to book a Winchester vacation as a package? ### When to book a vacation package to Winchester? ### Does Expedia offer Book Now, Pay Later Winchester vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Hammers ](https://www.expedia.com/Hammers-Hotels.0-l553248621532655570-0.Travel-Guide-Filter-Hotels) - [Hotels near Expressions 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