Top Things to Do in Charlottesville VA: Family-Friendly, Fun And Historic Attractions

Nestled in the heart of Central Virginia, Charlottesville is a charming city where history meets nature and culture thrives year-round. Whether you’re a history buff, a wine lover, or a family looking for a weekend escape, there are countless things to do in Charlottesville VA that will leave you inspired. From world-renowned historical landmarks to scenic Blue Ridge trails and exciting local eats, this vibrant city offers something for every traveler.

Tour Thomas Jefferson’s Monticello

No visit to Charlottesville is complete without a trip to Monticello, the iconic home of Thomas Jefferson. As a UNESCO World Heritage site, Monticello provides a deep dive into early American history, Jefferson’s innovations, and the realities of slavery. It’s one of the most historically rich places to visit in Charlottesville and an absolute must-see for first-timers.

The guided tours cover Jefferson’s home, gardens, and Mulberry Row, offering powerful insights into his complex legacy.

Stroll Through the Historic Downtown Mall

If you’re looking for fun things to do in Charlottesville, head straight to the Downtown Mall. This pedestrian-friendly hub features brick walkways lined with boutique shops, cozy cafes, music venues, and art galleries. Enjoy a bite at a local bistro, browse unique bookstores, or catch live performances at the Paramount Theater.

Street musicians often add a festive vibe, making it a top pick for both daytime adventures and evening outings.

Discover the University of Virginia Campus

Founded by Thomas Jefferson, the University of Virginia (UVA) is both an academic institution and a historic destination. The beautifully designed Rotunda and surrounding Lawn are architectural gems that tell stories of American intellectual heritage.

Guided campus tours are available, and they provide a great mix of history and modern college culture. It’s a great educational stop for adults and kids alike—ideal if you’re searching for things to do with kids in Charlottesville Virginia.

Experience the Monticello Wine Trail

Wine enthusiasts rejoice—Charlottesville is in the heart of Virginia wine country. The Monticello Wine Trail features over 40 award-winning vineyards, such as King Family Vineyards, Barboursville, and Jefferson Vineyards. Most offer tastings, charcuterie boards, and stunning views of the Blue Ridge Mountains.

Moreover, This is one of the more relaxing and scenic things to do in Charlottesville VA, perfect for couples or groups of friends.

Hike the Blue Ridge Mountains

For outdoor lovers, there’s no shortage of fun things to do in Charlottesville. Just a short drive from the city, the Blue Ridge Mountains and Shenandoah National Park offer endless opportunities for hiking, photography, and wildlife spotting. Trails like Humpback Rocks and the Rivanna Trail are perfect for all experience levels.

If you’re traveling with little ones, opt for the family-friendly Saunders-Monticello Trail for a stroller-accessible nature walk.

Visit Kid-Friendly Attractions

Looking for things to do with kids in Charlottesville Virginia? The city offers plenty of family-oriented attractions. Explore the Virginia Discovery Museum, a hands-on learning center for younger children, or visit the indoor “Looking Glass” exhibit at the IX Art Park, where immersive art installations delight kids of all ages.

The Leander McCormick Observatory and nearby Carter Mountain Orchard—especially during apple picking season—are other family favorites.

Enjoy Local Cuisine & Farmers Markets

Charlottesville’s food scene is a hidden gem. Sample fresh bagels from Bodo’s, grab a gourmet sandwich from Ivy Provisions or enjoy upscale dining at places like C&O or The Local. Don’t miss the Charlottesville City Market on Saturday mornings, where you’ll find local produce, artisan goods, and tasty food trucks.

Moreover, This is a great way to experience local culture while checking off some casual stuff to do in Charlottesville that’s off the typical tourist path.

Explore Art, Music & Events

Charlottesville has a thriving arts scene. The Fralin Museum of Art, the Kluge-Ruhe Aboriginal Art Collection, and local galleries offer rotating exhibits for art lovers. For live entertainment, check out the Jefferson Theater and Ting Pavilion, or catch seasonal events like Fridays After Five or the Virginia Film Festival.

These options are great for both daytime browsing and exciting nightlife—adding variety to your list of fun things to do in Charlottesville.

Take Scenic Drives and Day Trips

If you’re planning a more extended stay or road-tripping from another city, consider some incredible day trips from Nashville to Charlottesville, Virginia. The route through the Blue Ridge Parkway is breathtaking, offering natural beauty along the way. Once in town, rent a car and explore nearby gems like Crozet, Scottsville, and the historic Michie Tavern.

These small towns and scenic byways provide plenty of stuff to do in Charlottesville and the surrounding countryside—perfect for those craving a slower pace.

Book a Guided Tour for a Deeper Experience

Want to dive deeper into the area’s history, food, or nature? Consider signing up for guided tours across the USA that stop in Charlottesville. Walking tours of historic neighborhoods, wine and brewery tours, and Civil War history tours are readily available through local operators.

These curated experiences are ideal for first-time visitors who want expert insight and convenience.

Plan Your Visit to Charlottesville Today

From the scenic Blue Ridge Mountains to the rich historical legacy of Monticello, Charlottesville offers a wealth of unforgettable experiences. Whether you’re exploring a family getaway, a romantic retreat, or a solo trip to reconnect with nature and culture, you’ll find a long list of things to do in Charlottesville VA, to suit your interests.

If you’re planning a group trip or looking for hassle-free travel, Great American Tours offers custom itineraries, motorcoach options, and expert-curated travel experiences. From day trips from Nashville to Charlottesville, Virginia, to guided tours across the USA, let us help you explore the best destinations America has to offer.