Things to Do in Winchester, Tennessee

March 9, 2023

things to do in winchester tn

From historic landmarks to quaint boutiques, you'll have plenty to do in Winchester, Tennessee. Discover a variety of things to do in this 1800s town, including unique civil war historical areas and phenomenal outdoor activities.

You can start your day by walking around Old Town and exploring the shops and restaurants. Or head to the bright box theater for a movie or a comedy show.

Pasty Cline Historic House

In a working-class neighborhood, this modest house was the residence of country music legend Patsy Cline from 1948 to 1953. Today docents lead guided tours of this small, four-room home that's furnished with a handful of personal items belonging to Cline and her family.

This is a great way to learn about the early years of the "greatest woman in country music history." There are also lots of things to see and do in Winchester.

Visitors can also visit the singer's gravesite at Shenandoah Memorial Park. The park is also home to a bell tower erected in her honor.

The Museum of the Shenandoah Valley

If you're interested in the region's art, culture and history, the Museum of the Shenandoah Valley is a great place to explore. It anchors a complex that also includes gardens and a historic house.

The museum's main floor is packed with interesting artifacts. You'll find a spikey wooden pole that isn't really a doorstop, a rack for bending wood into chairs, and an iron rabbit hanging from a low-tech printed catalog.

There are four galleries that present a variety of different exhibits. The second floor houses Civil War artifacts that help us understand the common life of soldiers, including weapons and accoutrements.

Meadows State Park

If you are looking for fun things to do in Winchester, then you should definitely consider checking out Meadows State Park. It is a great place to go hiking or riding your horse.

It’s also a great place to visit if you are interested in learning more about the history of the area. You can find the Stonewall Jackson Headquarters there as well.

In addition to hiking and horseback riding, you can visit the Children’s Discovery Area which is full of different play stations that encourage kids to build, move, create art, make music, dance, etc. It’s a safe and fun place for the whole family to enjoy.

Another great thing about Sky Meadows State Park is that it’s an International Dark Sky Park so you can expect to see some amazing stargazing in the evening. In fact, it has monthly astronomy programs.

The Bright Box Theater

Located in the heart of downtown Winchester, The Bright Box Theater is a dynamic performance and events venue. The performing arts center hosts live music, comedy, private parties, corporate events and fundraisers.

If you are looking for a fun, family-friendly day out in the town, The Bright Box Theater is one of the best places to go. It offers a variety of different shows ranging from local comedians, 80s cover bands, murder mystery parties and more!

The theater also hosts talent shows for the Shenandoah Apple Blossom Festival every year. This year, twelve acts took the stage on Wednesday for a competition that featured a Christian guitarist and singer, a ukulele player, a Southern rock band and a pole fitness dancer.

Stonewall Jackson Headquarters

Located just a short distance from Winchester, Stonewall Jackson Headquarters is a must-see for Civil War enthusiasts and history buffs alike. This quaint home was used by the Confederate general as his headquarters during the winter of 1861-1862.

It was built in 1854 by local dentist William Fuller. He later sold it to Lewis Moore, a lieutenant colonel in the Fourth Virginia Volunteers.

The house is a National Historic Landmark and contains hundreds of Civil War artifacts from Jackson's time in Winchester. Among them are a camp table and prayer book that were taken into the field with Jackson.

As you explore the house, learn about the life of the legendary general and his battles in the Shenandoah Valley. You'll also learn about the house's history and the unique architectural style.


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