Located on the other side of the mountain, Waynesboro, Virginia is an easy day trip for tastings and shopping. Just 20 minutes from the Indigo, Waynesboro offers adventure, hiking, sightseeing, boutique shopping, and evening entertainment. All of our outdoorsy friends will love this day trip itinerary in Waynesboro, VA.
There is a lot to do off Route 151, but sometimes you just need to go into town. Maybe you need supplies, take out, or just want to explore the small towns that surround the Shenandoah Valley.
On Saturday mornings, there is a lovely outdoor farmer’s market at the downtown park. The town itself has the South River Greenway that runs along the river and bisects the city. You can take a walk, go for a run, or paddle/fish in the river. All summer long, they offer free concerts and events.

Main Street offers boutique shopping and antiquing as well as casual dining.
Places to eat in Waynesboro, Virginia:
- The River Burger Bar run by co-owner of guest favorite, Blue Mountain Brewery, has awesome gourmet burgers and salads.
- The City Foxes Wine Bar + Market for curated Virginia wines and delicious snacks.
- French Press, a coffee shop with excellent vibes and great paninis.
- Happ Coffee, locally roasted coffee and plenty of space to hang out.
- Blue Ridge Bucha, one of the first kombucha taprooms on the East Coast.
- Kline’s Dairy Bar offers specialty flavors. Marietta loves their pup cups!
- The Mill Yard virtual food hall has nachos, burgers, Detroit-style pizza, seafood, and more!
- For sandwiches and a huge selection of craft beer, try Delly Up.
- Grab a flight from Basic City Beer.
Shop Main Street:
- Check out Boutique in the Boro for women’s fashions and accessories.
- Discover something new-to-you at the Alpha and Omega Antique Mall.
- Pyramid: Appalachian Magick + Remedy offers one-of-a-kind items for the mind, body, and spirit.
- Initial Inspiration for apparel and personalized accessories.
- Magnolia Rose’s locally-made items benefit a good cause.
- Just up the road is Rockfish Gap Outfitters for all your adventuring needs.

We highly recommend walking the Blue Ridge Tunnel Trail. It is a newish trail that has been retrofitted from an old railroad tunnel and we love it because you can enjoy it regardless of the weather. The west entrance is located just outside of Waynesboro, which makes it a convenient pit stop!
If indoor adventures are more your style, explore the Shenandoah Art Center, catch a show at the Wayne Theatre, or take a pottery class from Make Waynesboro.
After a day trip exploring Waynesboro, Virginia, you can pop by King’s Popcorn at mile marker 0 on the Blue Ridge Parkway. Everyone loves grabbing a bag or a hotdog and then heading to the top of the Inn at Afton parking lot to watch the sun set over Waynesboro.
We hope you have fun exploring Waynesboro! Book your stay now and report back with how your day went.
Pro tip: Looking for a family-friendly itinerary? Check out our friend Jarrell’s Family Summer Vacation in Waynesboro, VA.