New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

3 Days in Charlottesville Virginia Itinerary

Last updated: 2024 Jun 14

Exploring History and Education

Morning

Start your day with a visit to the historic Michie Tavern, where you can enjoy a traditional Southern breakfast and explore the 18th-century tavern museum. This site offers a glimpse into early American history and provides a unique dining experience.

Afternoon

Head over to the University of Virginia for a tour of this prestigious institution founded by Thomas Jefferson. The beautiful campus and its Rotunda are must-see landmarks. For lunch, stop by The Virginian Restaurant, one of the oldest restaurants in Charlottesville, known for its classic American fare.

Evening

In the evening, take part in the Charlottesville Ghosts of Court Square Walking Tour. This spooky tour will introduce you to some of Charlottesville's most haunted locations and fascinating ghost stories. For dinner, dine at Hamiltons' at First & Main, offering contemporary American cuisine.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

4.82
Michie Tavern
Book Now

University of Virginia
Book Now

Vineyards and Scenic Beauty

Morning

Begin your day with a visit to Blenheim Vineyards. Enjoy a wine tasting session while taking in the stunning views of the vineyard. For breakfast or brunch, head to MarieBette Café and Bakery for delicious pastries and coffee.

Afternoon

Continue your vineyard tour with a stop at Trump Winery. Known for its award-winning wines and beautiful estate, it's an excellent spot for an afternoon wine tasting. Have lunch at Pippin Hill Farm & Vineyards where you can enjoy farm-to-table cuisine with picturesque views.

Evening

End your day with a visit to Jefferson Vineyards, another renowned winery in the area. Enjoy their exquisite wines before heading back to downtown Charlottesville for dinner at C&O Restaurant, known for its elegant atmosphere and delectable dishes.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

5.00
Blenheim Vineyards
Book Now

Trump Winery
Book Now

Outdoor Adventures and Local Brews

Morning

Kick off your final day with an adventurous Shenandoah Valley Fly Fishing Trip Full Day with Lunch. Spend the morning fly fishing in one of Virginia's most scenic locations. Breakfast will be provided as part of this full-day trip.

Afternoon

After returning from your fishing trip, explore Mulberry Row at Monticello. This historic site offers insight into the lives of enslaved workers who lived on Thomas Jefferson's plantation. For lunch or a snack afterward, try Bodo's Bagels for some local favorites.

Evening

Conclude your trip with a visit to Champion Brewing Company. Sample some local craft beers while enjoying live music or food trucks that frequent this popular spot. For dinner on your last night, dine at Tavola, an Italian restaurant known for its cozy ambiance and delicious pasta dishes.

Bedtime

Find amazing hotels in Charlottesville, Virginia.