There’s something about small-town Virginia that just feels relaxing and Staunton captures it perfectly.

Nestled in the heart of the Shenandoah Valley, this charming town blends history, art, good food, and mountain views into a getaway that’s easy to love.

Whether you’re planning a quick weekend trip or passing through on your way to Skyline Drive, here are 10 fun things to do in Staunton, VA. My big kid is currently at JMU and my cousin lives in Staunton, so I’ve visited quite often and wanted to share some of my favorite restaurants and local gems.

10 Things to do in Staunton, VA

1. Stroll the Historic Downtown

Staunton’s downtown is a postcard come to life. Cobbled streets, 19th-century buildings, and over 100 locally owned boutiques, cafes, and galleries.

Wander along Beverley Street and pop into Latitudes Fair Trade Store, Design @ Nine or The Staunton Antiques Center.

Travel tip: Go slow. The joy is in browsing, people-watching, and stumbling upon treasures you didn’t know you needed.

2. Catch a Show at the American Shakespeare Center

If you’ve never seen Shakespeare performed in candlelight, you’re in for a treat. The Blackfriars Playhouse is a re-creation of Shakespeare’s indoor theatre and it’s every bit as atmospheric as it sounds.

Shows are intimate, lively, and interactive. Grab a balcony seat if you can! I have a friend who plans visiting to the area around the performances.

Book tickets directly

3. Explore the Frontier Culture Museum

An outdoor living-history museum where you can wander through old farmsteads, see costumed interpreters, and experience what life was like for early settlers. It’s fascinating, hands-on, and perfect for kids and adults.

History buffs should plan 2–3 hours to explore comfortably.

4. Dive into History at the Woodrow Wilson Presidential Library & Museum

History buffs, here’s another one for you. The 28th President’s birthplace and museum are right in downtown Staunton. You can tour the house, browse exhibits, and learn more about early 20th-century America.

Combine it with a walk through the historic Gospel Hill neighborhood for a picturesque afternoon.

5. Antique & Thrift Shopping Galore

Staunton is quietly one of Virginia’s best spots for antique lovers.

A few must-visits:

6. Take a Scenic Ride on the Virginia Scenic Railway

All aboard! The Virginia Scenic Railway departs from Staunton Station and rolls through the beautiful Shenandoah Valley. It’s a relaxing way to see the countryside, especially in fall when the leaves are on fire.

Book early as rides often sell out especially during peak season and Ride and Dine

7. Sip, Savor, and Sample Local Flavors

Staunton’s food scene punches above its weight. You’ll find cozy cafes, craft breweries, and farm-to-table restaurants all within walking distance.

Don’t miss:

• Zynodoa – upscale Southern-inspired dining with local ingredients. Super good!!
• Mill Street Grill – classic and loved by locals.
• Byers Street Bistro – easygoing with patio seating and live music.
• Chicano Boy Taco – budget friendly with great tacos. Derrick likes the chorizo

Tip: make dinner reservations on weekends.

8. Get Outdoors – Hike, Drive or Just Soak Up the Views

Just a short drive from downtown, you’ll find easy access to Skyline Drive, Blue Ridge Parkway, and hiking spots like Betsy Bell Wilderness Park and Humpback Rocks.

Pack snacks, good shoes, and your camera – the views are unreal.

9. Stay Somewhere Special

Where you stay in Staunton can really shape your experience. A few great options:

• The Blackburn Inn – elegant, historic, with a spa and lawn for sunsets.
• The Historic Inn at Oakdene – boutique luxury in a restored 1893 mansion.
• Hotel 24 South – modern, comfy, and budget-friendly right downtown. We usually stay here.

For more ideas, check out my upcoming post:
A Perfect 48-Hour Staunton Itinerary (Where to Eat, Stay & Explore)

10. Experience the Local Arts & Music Scene

From live music to art galleries, Staunton buzzes with creativity. Check the Staunton Music Festival lineup if you’re visiting in summer.

Drop into CoArt Gallery or Beverley Street Studio School Gallery to see local art. And of course, cap the night with live jazz or a glass of Virginia wine downtown at Ox-Eye Vineyards.

Quick Staunton FAQs

When’s the best time to visit Staunton?
Spring and fall are gorgeous – think wildflowers or golden leaves. Winter is quieter but still cozy.

Is Staunton walkable?
Very! If you stay downtown, you can park once and explore everything on foot.

How long should I stay?
Two to three days is perfect for first-timers if exploring more of the surrounding area.

I tell people Staunton is one of those rare small towns that feels both historic and creative. You can sip local wine, catch Shakespeare, eat an amazing meal, and still hear crickets at night. It’s the kind of place you’ll plan to stop by and end up wanting to stay longer.

Related Reads:

• 48 Hours in Staunton, VA: The Perfect Weekend Itinerary
• Harrisonburg VA Travel Guide: 15 Local Favorites + JMU, Food & Shenandoah Valley Sips
• 10 Things to Do in Fredericksburg, VA: A Local Travel Guide
• Weekend Getaways Near Virginia Beach (Under 4 Hours Drive)
• Virginia Bucket List: 20+ Must Visit Sites in VA