Winchester Vacations from $401

Things to do in and around Winchester

Winchester, Tennessee, is perfect for outdoor enthusiasts and romantic getaways, offering a range of activities like hiking trails, campgrounds, and recreational areas. Don't miss the chance to explore local tour options, enjoy seasonal events like the Halloween haunt, and take part in mansion tours. Art celebrations and the enchanting Story Land add to the charm, making Winchester a delightful destination for visitors seeking adventure and culture.

Shopping

In Winchester, visit Hammers for a unique shopping experience filled with various gifts. If you're up for a drive, head to Northgate Mall in Tullahoma, 15 miles away, for entertainment and family-friendly vibes, or check out Lynchburg Hardware and General Store, located 16 miles from Winchester.

Recreation

At Sewanee Golf and Tennis Club, enjoy a round of golf surrounded by beautiful landscapes, perfect for relaxation and sport enthusiasts. Hank Weddington Park offers a family-friendly playground, ideal for outdoor fun. The City of Decherd Babe Ruth Ball Park provides a serene environment for wellness and relaxation activities.

Adventure

Experience the thrill of soaring through the trees at Bigfoot Adventure TN Zipline, located 21 miles from Winchester. Enjoy the stunning views while navigating the Estill Springs Walking Trail, a scenic hike only 6 miles away, or challenge yourself on the Walls of Jericho Hiking Trailhead, 15 miles from town.

Nightlife

In Winchester, Tennessee, enjoy a relaxed nightlife atmosphere with local bars and music venues. Check out the lively scenes at the community center or nearby pubs, where you can unwind with friends, enjoy live performances, and savor regional brews in a friendly, welcoming environment.

*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 an ideal destination for outdoor and romantic vacations, offering scenic spots like islands, marinas, and marine parks. Visitors can enjoy family-friendly experiences while exploring attractions such as the intriguing Winchester Mystery House and its associated packages. This charming town combines natural beauty with unique sites, making it perfect for travelers seeking adventure and a touch of the bizarre in their getaway.

• Tim's Ford Marina: Experience the ultimate outdoor adventure at Tim's Ford Marina, where you can enjoy boating, fishing, and swimming in the beautiful waters. With its beach vibes, it’s a perfect spot for relaxation and fun in the sun, offering scenic views and a welcoming atmosphere.
• Expressions: Embrace the romantic vibes at Expressions, where art and creativity come together. This charming attraction offers a unique experience through its captivating exhibits, making it an ideal spot for couples seeking inspiration and intimacy in a picturesque setting.
• Elk River Dam: Located 8 miles away, Elk River Dam provides breathtaking lookout points for nature enthusiasts. Enjoy outdoor activities while soaking in the stunning views, making it a perfect blend of adventure and romance for your getaway.

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 with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	38.3°F (3.5°C)	Light Rain	Mostly	Average	Slightly Low
February	42.8°F (6.0°C)	Light Rain	Mostly	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

• Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Winchester.
• 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.