New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring Charlottesville's History and Culture

Morning

Start your day with a delicious cup of coffee at Mudhouse Coffee. Afterward, visit the University of Virginia , known for its beautiful architecture and rich history. Take a stroll through the campus grounds and explore the Rotunda and Lawn area. Don't miss the opportunity to visit Monticello , Thomas Jefferson's former plantation and home. Learn about his life and contributions to American history as you tour the estate.

Afternoon

Head to Michie Tavern for a traditional Southern lunch experience. Enjoy classic dishes like fried chicken, mashed potatoes, and cornbread in a historic setting. Afterward, visit Blenheim Vineyards or Trump Winery for a wine tasting session. Both wineries offer stunning views of the surrounding countryside.

Evening

For dinner, indulge in farm-to-table cuisine at The Local. This restaurant focuses on using locally sourced ingredients to create delicious dishes. Afterward, take a leisurely walk along the Downtown Mall, where you can browse shops, catch live music performances, or simply enjoy the vibrant atmosphere.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

Outdoor Adventures and Local Brews

Morning

Start your day by exploring Shenandoah National Park . Take a scenic drive along Skyline Drive and enjoy breathtaking views of the Blue Ridge Mountains. If you're up for some hiking, there are numerous trails available for all skill levels. Afterward, grab a quick snack at Cullari Vineyards and Winery .

Afternoon

Visit Champion Brewing Company for a refreshing craft beer tasting. This local brewery offers a variety of unique and flavorful beers. Afterward, head to Mulberry Row , a historic site at Monticello that showcases the lives of enslaved individuals who lived and worked on the plantation.

Evening

Enjoy dinner at Lampo Neapolitan Pizzeria, known for its authentic Neapolitan-style pizzas. Pair your meal with a glass of wine or a craft cocktail. End the day by visiting one of Charlottesville's lively bars or lounges, such as The Whiskey Jar or The Alley Light.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

Cultural Exploration and Sweet Treats

Morning

Start your day with a visit to the Yale Peabody Museum of Natural History . Explore fascinating exhibits on dinosaurs, ancient civilizations, and natural history. Afterward, grab breakfast at Bodo's Bagels, a local favorite known for its delicious bagel sandwiches.

Afternoon

Visit the AACA Museum, Inc. , which showcases vintage automobiles and memorabilia. Take a trip back in time as you admire classic cars and learn about automotive history. For lunch, head to Hershey's Chocolate World for a sweet treat. Indulge in chocolate-themed snacks and desserts.

Evening

Spend the evening at Hersheypark , an amusement park filled with thrilling rides and attractions. Enjoy dinner at one of the park's restaurants before experiencing the excitement of roller coasters and entertainment shows.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

Hidden Gems and Local Delights

Morning

Start your day by exploring Glenwood Caverns Adventure Park . Take a scenic gondola ride up Iron Mountain and enjoy panoramic views of the surrounding area. Explore cave formations and try out thrilling rides and attractions. Afterward, grab a quick snack at a local cafe or bakery.

Afternoon

Visit Jefferson Vineyards for a wine tasting experience. This picturesque vineyard offers a variety of wines to sample. Take a leisurely walk through the vineyard and enjoy the serene atmosphere. For lunch, head to The Whiskey Jar for delicious Southern comfort food.

Evening

End your day with dinner at The Alley Light, a speakeasy-style bar known for its craft cocktails and intimate ambiance. Savor expertly crafted drinks and indulge in small plates or charcuterie boards.

Bedtime

Find amazing hotels in Charlottesville, Virginia.

Historical Sites and Local Cuisine

Morning

Start your day by visiting Montpelier , the former home of James Madison, the fourth President of the United States. Explore the historic mansion and gardens as you learn about Madison's life and contributions to American history. Afterward, grab breakfast at MarieBette Café & Bakery.

Afternoon

Head to Barboursville Vineyards for a wine tasting experience in a scenic setting. Enjoy award-winning wines while taking in views of the vineyards. For lunch, visit The Ivy Inn Restaurant for upscale Southern cuisine made with locally sourced ingredients.

Evening

End your trip with dinner at Fleurie Restaurant, an elegant French restaurant known for its refined dishes and extensive wine list. Indulge in a memorable dining experience before bidding farewell to Charlottesville.

Bedtime

Find amazing hotels in Charlottesville, Virginia.