Winchester Vacations from $419

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 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, located 16 miles from Winchester, provides a charming selection of local goods.

Recreation

Experience the serene atmosphere at Sewanee Golf and Tennis Club, 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, 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.

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: 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: 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: 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 Month	Temperature	Precipitation	Cloudiness	Occupancy	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.