Charlottesville

Day Trips

Make the most of your day with our curated plans, packed with Charlottesville's hidden gems and unique experiences!

day 1
Explore the Historic Monticello
morning
:

Start your day with a visit to Thomas Jefferson’s Monticello. Enjoy a guided tour of the estate and its beautiful gardens.

afternoon
:

Head to the nearby Virginia Discovery Museum for interactive exhibits. Afterward, stroll along the Downtown Mall for lunch and shopping.

evening
:

Enjoy dinner at a local restaurant, savoring regional flavors. End your evening with a performance at the Paramount Theater.

day 2
Nature Day at Shenandoah National Park
morning
:

Drive to Shenandoah National Park for breathtaking views along Skyline Drive. Take a short hike to stretch your legs and enjoy nature.

afternoon
:

Pack a picnic lunch and find a scenic spot to relax. Spend the afternoon exploring more trails or taking photographs of the stunning landscapes.

evening
:

Return to Charlottesville for dinner at a cozy eatery. Unwind with a walk around the city or enjoy a local brewery.

day 3
Art and Culture in Charlottesville
morning
:

Start with a visit to the Fralin Museum of Art at the University of Virginia. Explore the diverse collections and stunning architecture on campus.

afternoon
:

Visit the Historic Court Square and nearby galleries for a taste of local art. Grab lunch at one of the nearby cafés.

evening
:

Enjoy a cultural event, such as a gallery opening or live music. Dine at a restaurant featuring local ingredients.

day 4
Wine Tasting in the Virginia Countryside
morning
:

Take a scenic drive through the vineyards of Albemarle County. Stop by a winery for a tasting session of Virginia wines.

afternoon
:

Enjoy lunch at a winery with a beautiful view. Continue your wine adventure with visits to more vineyards or a vineyard tour.

evening
:

Return to Charlottesville and dine at a farm-to-table restaurant. Relax with a glass of local wine in hand.

day 5
University of Virginia Tour
morning
:

Take a guided tour of the University of Virginia, a UNESCO World Heritage Site. Absorb its history and architecture.

afternoon
:

Visit the Rotunda and learn about its significance. Have lunch at a campus eatery and soak up the college atmosphere.

evening
:

Attend a lecture or performance at the university. Finish your day with dinner at a nearby restaurant.

day 6
Biking the Rivanna Trail
morning
:

Rent a bike and start your day on the Rivanna Trail. Enjoy the fresh air and scenic views along the water.

afternoon
:

Stop for a picnic lunch at one of the trail’s rest areas. Continue biking or stroll along the riverbanks to enjoy nature.

evening
:

Return to town for dinner at a casual bistro. End your day with a relaxing evening walk.

day 7
Local Festivals and Events
morning
:

Check the local calendar for festivals or farmers markets. Enjoy the vibrant community atmosphere.

afternoon
:

Indulge in local food vendors and crafts while mingling with locals. Explore arts and crafts booths to find unique souvenirs.

evening
:

Enjoy live music or entertainment at the event. Wrap up with dinner at a favorite downtown spot.

day 8
Literary Exploration
morning
:

Visit the Jefferson-Madison Regional Library for book talks and local author events. Discover the literary history of the area.

afternoon
:

Tour the nearby Bookbinders restaurant for its unique literary theme. Spend time at a café reading a book or two.

evening
:

Attend a book reading or poetry night at a local bookstore. Dinner can be at a literary-themed café nearby.

day 9
Foodie Tour of Charlottesville
morning
:

Join a food tour to taste local specialties and learn about the culinary scene. Visit farmers' markets for fresh ingredients.

afternoon
:

Enjoy a cooking class at a local culinary school. Savor a deliciously crafted lunch prepared by you.

evening
:

Dine at one of Charlottesville’s top-rated restaurants. Experience the vibrant nightlife by visiting local bars.

day 10
History and Heritage Walk
morning
:

Begin with a self-guided walking tour of historic sites in downtown Charlottesville. Learn about the city’s rich heritage.

afternoon
:

Visit the Virginia Historical Society for engaging exhibits. Have lunch at a historical tavern to soak up the ambiance.

evening
:

Explore local history through storytelling at a nearby venue. Enjoy dinner at a restaurant with historical significance.

Discover Charlottesville

Read more in our Charlottesville 2024 Travel Guide.

Charlottesville Travel Guide