Plan the Perfect Weekend in Lexington, Virginia
Thank you to Lime Kiln Theater for powering our trip and this City Guide!
Let’s Go to the Mountains!
If you’re craving small-town charm, scenic Blue Ridge views, and the perfect mix of history, culture, and cuisine—then Lexington and the surrounding Rockbridge County is the ideal destination.
We spent a weekend exploring Lexington, Buena Vista, and Rockbridge to uncover the best places to stay, eat, drink, and explore—including an unforgettable live show at Lime Kiln Theater.
Read on for your complete guide to planning a laid-back, memory-making mountain getaway.
— by Paige Poprocky, Owner & CMO (and the brains behind Sips & Trips with Paige. Follow her @sipsandtripswithpaige!)
Basic Info
Nestled in Virginia’s Shenandoah Valley, Lexington and Rockbridge County are steeped in charm, nature, and historic appeal. Lexington is home to both Washington & Lee University and Virginia Military Institute, and the downtown area is known for its walkable brick-lined streets, locally owned shops, and vibrant restaurant scene.
Just minutes away, Buena Vista offers quick access to the Blue Ridge Parkway, while Rockbridge County is a playground of outdoor beauty—from vineyard views to natural wonders like Natural Bridge State Park. It’s a spot that offers just enough of everything—without ever feeling busy.
Where to Stay
The Georges
A luxury boutique hotel set in the heart of historic downtown Lexington, The Georges blends Southern hospitality with refined comfort. With rooms spread across beautifully restored 19th-century buildings, it’s a perfect home base for exploring the area’s best shops, galleries, and restaurants, most within walking distance.
Location: 11 N Main St, Lexington, VA
Booking link: Found here
What to Do
Lime Kiln Theater
Set in a dramatic outdoor venue carved into an old limestone kiln, Lime Kiln Theater is hands down one of the most magical places to catch a live show in Virginia. We saw the Steep Canyon Rangers under the stars and can’t recommend it enough.
Pro Tip: The lineup drops every March—sign up for Lime Kiln’s email list early to grab tickets as soon as they’re released.
No matter who you’re seeing, Lime Kiln Theater is a must-do experience in this part of Virginia, especially when paired with a weekend full of Lexington and Rockbridge County adventures.
Location: 607 Borden Rd, Lexington, VA
Historic Downtown Lexington
Stroll through Main Street to explore local boutiques, independent bookstores, artisan galleries, and the town’s rich Civil War and collegiate history.
Shops to Visit:
Downtown Books – Cozy independent bookstore
Walkabout Outfitter – Outdoor gear and apparel
Cabell Gallery – Local art and fine craft
Pumpkinseeds – Gifts, cards, and quirky finds
Just Games – Retro and modern games
Sweet Things Ice Cream Shoppe – Classic ice cream counter with small-town vibes
Earth Fire & Spirit Gallery – Crystals, gifts, and metaphysical goods
Purveyors on Main – Stylish home décor and curated goods
Location: 101 S Main St, Lexington, VA 24450
Natural Bridge State Park
A short drive away, this National Historic Landmark is a must-see. Take in the towering limestone arch, hike the trails, or just soak up the beauty of this natural wonder.
Location: 6477 S Lee Hwy, Natural Bridge, VA
Explore Downtown Buena Vista
This under-the-radar gem has a growing creative community, with historic charm and access to some of the best views of the Blue Ridge Mountains.
Location: 2039 Sycamore Ave, Buena Vista, VA
Where to Eat & Drink
Annie’s at Haywood’s Piano Bar & Grill
Located at the corner of Main and Washington, Annie’s is a cozy spot to start your day—whether you’re grabbing a quick coffee or settling in with a book. Enjoy specialty teas, cold-pressed juices, smoothies, fresh pastries, salads, and sandwiches—all made with simple, wholesome ingredients.
Location: 2 N Main St, Lexington, VA
Hours: Found here
Haywood’s Piano Bar & Grill
Located inside The Georges, this elegant piano bar is great for dinner, cocktails, and live music. The menu focuses on elevated Southern fare in a cozy, classy space.
Location: 2 N Main St, Lexington, VA
Hours: Found here
TAPS
Also at The Georges, this tavern-style bar is perfect for a more casual bite or drinks after a day of exploring. Great burgers, friendly service, and a solid local beer list.
Location: 11 N Main St, Lexington, VA
Hours: Found here
Pronto Gelateria
Artisan gelato and espresso served in a bright, cheerful shop right on Main Street. The seasonal flavors are always worth trying.
Location: 26 S Main St, Lexington, VA
Hours: Found here
Heliotrope Brewery
Just down the road from downtown, Heliotrope offers small-batch craft beer, a relaxed patio, and rotating food pop-ups.
Location: 128 S Main St, Lexington, VA
Hours: Found here
Vineyards & Breweries in Rockbridge County:
Ecco Adesso Vineyards – Sweeping mountain views, local wine, and cozy indoor/outdoor seating.
Great Valley Farm Brewery & Winery – A family-friendly spot with plenty of green space and great brews.
Devils Backbone Outpost Taproom & Kitchen – A popular stop with hearty fare and signature beers.
Final Tip
Whether you’re planning a romantic getaway, a weekend with friends, or a solo adventure, Lexington and Rockbridge County make it easy to slow down and soak it all in. From music under the stars to wine with a view, this slice of Virginia is full of surprises—and well worth the trip.
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