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30 Things to Do in Charlottesville, Virginia

Charlottesville, Virginia, is a charming city known for its rich history, stunning landscapes, and vibrant cultural scene. Nestled in the foothills of the Blue Ridge Mountains, Charlottesville offers a perfect mix of historical landmarks, outdoor adventures, and culinary delights. Whether you're a history buff, a nature enthusiast, or a foodie, this city has something to offer every traveler.

The Importance of Visiting Charlottesville

Charlottesville holds immense historical significance, making it a must-visit for anyone interested in American history. It is home to Monticello, the historic estate of Thomas Jefferson, a UNESCO World Heritage Site, and offers a quieter, more reflective experience compared to the vibrant energy and unique things to do in Virginia Beach. The University of Virginia, founded by Jefferson in 1819, is another architectural and historical gem.

Beyond its historical attractions, Charlottesville boasts a thriving arts scene, scenic wineries, and an abundance of outdoor activities. Visitors can explore local art galleries, hike through breathtaking trails, or indulge in some of the best farm-to-table dining experiences in the region. Whether you seek relaxation or adventure, Charlottesville delivers an unforgettable experience.

Infographic - 30 Things to Do in Charlottesville

30 Best Things to Do in Charlottesville, VA

Charlottesville, Virginia, is a city rich in history, culture, and natural beauty. Nestled in the foothills of the Blue Ridge Mountains, this charming town is best known for its historic sites, outdoor adventures, and vibrant culinary scene—with nearby gems like Waynesboro offering even more things to do in Waynesboro, Virginia (VA), from scenic hikes to local art experiences. Whether you're a history buff, a nature lover, or someone looking for a relaxing getaway, Charlottesville has something for everyone. Here are 30 must-visit attractions to explore in this picturesque town.


1. Monticello – Tour Thomas Jefferson’s Estate and Gardens

Monticello, the historic home of Thomas Jefferson, is one of the most famous landmarks in Charlottesville. This UNESCO World Heritage Site showcases Jefferson’s architectural brilliance and offers visitors a glimpse into 18th-century plantation life.

Key Highlights:

  • Take a guided tour through the main house and gardens.

  • Explore the Mulberry Row, where enslaved people once lived and worked.

  • Visit the Jefferson Library and Museum to learn more about his legacy.

Pros:

✔ Stunning architecture and well-preserved historical site. ✔ Informative tours led by knowledgeable guides. ✔ Beautiful views of the Blue Ridge Mountains.

Cons:

✖ Can get crowded during peak tourist seasons. ✖ Tickets can be pricey, especially for families.


2. James Monroe’s Highland – Explore the Home of the Fifth U.S. President

A visit to James Monroe’s Highland offers a unique look into the life of another Founding Father. This historic plantation sits just a few miles from Monticello and features stunning landscapes, historical artifacts, and immersive experiences.

Key Highlights:

  • Guided tours of the house and exhibits on Monroe’s presidency.

  • Explore the expansive gardens and walking trails.

  • Interactive exhibits on the lives of enslaved individuals who lived on the property.

Pros:

✔ Less crowded than Monticello. ✔ Rich history and well-preserved artifacts. ✔ Scenic outdoor areas to explore.

Cons:

✖ Smaller and less grand compared to Monticello. ✖ Limited public transportation access.


3. University of Virginia Rotunda – A Historic Landmark Designed by Jefferson

The University of Virginia (UVA) Rotunda is a must-see for architecture lovers and history enthusiasts. Designed by Thomas Jefferson, this neoclassical masterpiece sits at the heart of UVA’s campus and is a UNESCO World Heritage Site.

Key Highlights:

  • Take a free historical tour of the Rotunda.

  • Walk through the picturesque Lawn, a centerpiece of UVA.

  • Visit the Albert and Shirley Small Special Collections Library.

Pros:

✔ Free to visit and open to the public. ✔ Beautiful and well-maintained historical architecture. ✔ Located near other Charlottesville attractions.

Cons:

✖ Limited access to some areas due to university events. ✖ Can be difficult to find parking on campus.


4. Michie Tavern – Step Back in Time with an 18th-Century Tavern Experience

Michie Tavern, built in 1784, offers a glimpse into colonial-era hospitality. This historic tavern serves traditional Southern fare in a charming setting.

Key Highlights:

  • Enjoy a buffet-style meal with fried chicken, cornbread, and stewed tomatoes.

  • Explore the 18th-century inn and museum.

  • Take part in interactive historical demonstrations.

Pros:

✔ Authentic period atmosphere and costumed staff. ✔ Delicious Southern food. ✔ Conveniently located near Monticello.

Cons:

✖ Meal prices are on the higher side. ✖ Can get busy during lunch hours.


5. Shenandoah National Park – Hike Stunning Trails Like Old Rag and Hawksbill Mountain

Just a short drive from Charlottesville, Shenandoah National Park is a paradise for outdoor enthusiasts. With over 200,000 acres of protected land, the park features breathtaking hiking trails, waterfalls, and scenic drives.

Key Highlights:

  • Hike to the Old Rag Summit for panoramic views.

  • Explore Hawksbill Mountain, the highest peak in the park.

  • Take a scenic drive along Skyline Drive.

Pros:

✔ Gorgeous mountain views and diverse wildlife. ✔ Plenty of trails for all skill levels. ✔ Ideal for camping, birdwatching, and photography.

Cons:

✖ Some trails can be challenging for beginners. ✖ Parking can be limited during peak seasons.


6. Carter Mountain Orchard – Pick Fresh Apples and Enjoy Breathtaking Views

For a more relaxed outing, Carter Mountain Orchard is the perfect spot to pick fresh fruit, sip cider, and take in stunning views.

Key Highlights:

  • Pick your own apples, peaches, and pumpkins (seasonal).

  • Try fresh apple cider and cider donuts.

  • Enjoy the breathtaking views from the mountaintop.

Pros:

✔ Family-friendly activity. ✔ Beautiful scenery and picnic areas. ✔ Great selection of seasonal fruits.

Cons:

✖ Can be crowded on weekends. ✖ Some activities are weather-dependent.


7. Rivanna Trail – Walk or Bike Along This Scenic Loop Around the City

The Rivanna Trail is a 20-mile loop that encircles Charlottesville, offering a serene escape into nature.

Key Highlights:

  • Great for hiking, biking, and jogging.

  • Scenic paths along the Rivanna River.

  • Perfect for birdwatching and wildlife spotting.

Pros:

✔ Easy access from multiple points in the city. ✔ Peaceful and well-maintained trails. ✔ Great for all fitness levels.

Cons:

✖ Some sections can be muddy after rain. ✖ Limited restroom facilities along the trail.


8. Ivy Creek Natural Area – Enjoy Peaceful Trails and Birdwatching

Nature lovers will enjoy Ivy Creek Natural Area, a beautiful nature preserve with over 7 miles of trails.

Key Highlights:

  • Explore diverse habitats, including forests and meadows.

  • Spot various bird species and wildlife.

  • Visit the historic Barn at Ivy Creek.

Pros:

✔ Free to visit. ✔ Peaceful and uncrowded. ✔ Well-maintained trails with interpretive signs.

Cons:

✖ No on-site food or drink options. ✖ Limited parking on weekends.


9. Saunders-Monticello Trail – A Beautiful, Tree-Covered Path Leading to Monticello

The Saunders-Monticello Trail is a paved walking and biking path that leads to Monticello.

Key Highlights:

  • Wheelchair and stroller-friendly trails.

  • Gorgeous wooden boardwalks and shaded paths.

  • Connects directly to Monticello’s entrance.

Pros:

✔ Free to access. ✔ Ideal for all fitness levels. ✔ Beautiful in all seasons.

Cons:

✖ Can be crowded during peak tourist seasons. ✖ Limited seating along the trail.

11. Jefferson Vineyards – Taste Wines at a Historic Vineyard

Thomas Jefferson was a passionate advocate of winemaking, and Jefferson Vineyards carries on his legacy. This family-owned vineyard sits on land once owned by Jefferson himself, producing high-quality wines in a scenic setting.

Key Details:

  • Offers a variety of wines, including Viognier and Cabernet Franc.

  • Located near Monticello, making it a great stop on a historical tour.

  • Beautiful vineyard views with picnic areas.

Pros: ✔ Rich historical significance. ✔ Award-winning wines. ✔ Relaxing atmosphere with scenic landscapes.

Cons: ✖ Can be crowded on weekends. ✖ Tasting fees may apply.


12. Barboursville Vineyards – Sample Award-Winning Wines with a European Feel

Barboursville Vineyards is one of Virginia’s most prestigious wineries, known for its European-style wines and stunning estate.

Key Details:

  • Features the ruins of Governor Barbour’s 19th-century mansion.

  • Produces excellent wines like Octagon, a Bordeaux-style blend.

  • Offers a fine dining experience at Palladio Restaurant.

Pros: ✔ Historic ambiance with vineyard ruins. ✔ Wide variety of high-quality wines. ✔ Gourmet dining available.

Cons: ✖ Located about 30 minutes from Charlottesville. ✖ Can be pricey compared to other wineries.


13. King Family Vineyards – Enjoy Polo Matches While Sipping Local Wine

King Family Vineyards is a must-visit for wine lovers who also enjoy polo. On Sundays, visitors can watch polo matches while enjoying local wines.

Key Details:

  • Known for its rosé and Meritage blend.

  • Hosts polo matches during the summer.

  • Family-friendly atmosphere with picnic areas.

Pros: ✔ Unique combination of wine and polo. ✔ Spacious and scenic setting. ✔ Great for families and groups.

Cons: ✖ Polo matches are seasonal. ✖ Can be busy on weekends.


14. Bold Rock Hard Cider – Try Locally Made Ciders with Mountain Views

If cider is more your style, Bold Rock Hard Cider offers refreshing locally made options with breathtaking views of the Blue Ridge Mountains.

Key Details:

  • Features a range of ciders from dry to sweet.

  • Spacious outdoor seating with live music events.

  • Located along the Nelson 151 craft beverage trail.

Pros: ✔ Great alternative to wine tasting. ✔ Stunning mountain views. ✔ Laid-back atmosphere.

Cons: ✖ Limited food options. ✖ Can get busy during peak hours.


15. Three Notch’d Brewing Company – A Top Spot for Craft Beer Lovers

For craft beer lovers, Three Notch’d Brewing Company is a must-visit. It’s named after the historic Three Notch’d Road and offers a range of innovative brews.

Key Details:

  • Features locally inspired beers like the 40 Mile IPA.

  • Offers brewery tours and a full menu.

  • Located in downtown Charlottesville, making it easy to access.

Pros: ✔ Diverse selection of craft beers. ✔ Central location. ✔ Brewery tours available.

Cons: ✖ Limited parking in downtown. ✖ Some beers rotate seasonally.


16. The Fralin Museum of Art – Browse Collections of American, European, and Asian Art

Located at the University of Virginia, The Fralin Museum of Art offers a diverse collection of artwork from different eras and cultures.

Key Details:

  • Features over 14,000 pieces of art.

  • Includes American, European, and Asian works.

  • Hosts rotating exhibitions and educational programs.

Pros: ✔ Free admission. ✔ Wide variety of artistic styles and periods. ✔ Great for art lovers and history enthusiasts.

Cons: ✖ Limited hours. ✖ Smaller compared to major art museums.


17. Kluge-Ruhe Aboriginal Art Collection – See Rare Indigenous Australian Artwork

The Kluge-Ruhe Aboriginal Art Collection is the only museum in the U.S. dedicated to Indigenous Australian art, making it a truly unique experience.

Key Details:

  • Showcases paintings, sculptures, and textiles.

  • Offers guided tours and special events.

  • Located in a historic home with a scenic setting.

Pros: ✔ Unique and educational experience. ✔ Free entry. ✔ Engaging guided tours.

Cons: ✖ Not as well-known as other attractions. ✖ Small collection compared to larger museums.


18. Jefferson School African American Heritage Center – Learn About Black History in Charlottesville

This museum and cultural center highlights the rich history and contributions of African Americans in Charlottesville.

Key Details:

  • Features exhibits on local and national Black history.

  • Offers cultural programs and events.

  • Located in the historic Jefferson School.

Pros: ✔ Educational and impactful. ✔ Interactive exhibits. ✔ Important cultural significance.

Cons: ✖ Smaller museum. ✖ Some exhibits rotate, so availability varies.


19. McGuffey Art Center – Discover Local Artists and Exhibitions

McGuffey Art Center is a hub for local artists, featuring galleries, studios, and rotating exhibitions.

Key Details:

  • Showcases work from Charlottesville artists.

  • Offers workshops and classes.

  • Located in a historic school building.

Pros: ✔ Supports local artists. ✔ Engaging community atmosphere. ✔ Great for art collectors.

Cons: ✖ Not a traditional museum experience. ✖ Art availability depends on current exhibitions.


20. The Paramount Theater – Catch a Live Performance or Classic Film

A centerpiece of Charlottesville’s performing arts scene, The Paramount Theater hosts concerts, plays, and classic film screenings.

Key Details:

  • Features live music, Broadway shows, and classic films.

  • Beautifully restored historic theater.

  • Located in the Downtown Mall.

Pros: ✔ Stunning historic venue. ✔ Diverse event lineup. ✔ Central location.

Cons: ✖ Ticket prices vary by event. ✖ Limited seating for some performances.

21. Virginia Discovery Museum – Interactive Fun for Kids

The Virginia Discovery Museum is a must-visit for families with young children. This hands-on, interactive museum encourages learning through play, featuring exhibits on science, art, and history.

  • Key Details: Located on the Downtown Mall, this museum provides engaging activities such as a giant building station, a pretend farmer’s market, and a STEM lab.

  • Pros: Ideal for children, educational exhibits, hands-on learning opportunities.

  • Cons: Best suited for younger kids; adults may find it less engaging.


22. IX Art Park – A Colorful Outdoor Art Space

The IX Art Park is an open-air creative hub featuring bold murals, sculptures, and frequent community events. It’s a vibrant spot that celebrates Charlottesville’s artistic spirit.

  • Key Details: Located near downtown, this free-to-enter space showcases rotating art installations and hosts events such as concerts and night markets.

  • Pros: Great for art lovers, free entry, pet-friendly.

  • Cons: Limited shade on sunny days, parking can be tricky during events.


23. Bounce Play-n-Create – Indoor Fun for Young Kids

For families looking for an indoor play area, Bounce Play-n-Create is a fantastic option. With inflatable slides, climbing structures, and creative play zones, it’s perfect for active kids.

  • Key Details: Located in Seminole Square, this play area offers toddler-friendly zones and birthday party packages.

  • Pros: Safe indoor play area, great for burning energy, climate-controlled.

  • Cons: Best for kids under 10; can get crowded on weekends.


24. Ragged Mountain Natural Area – Scenic Family-Friendly Trails

Nature lovers will enjoy exploring Ragged Mountain Natural Area, a peaceful spot featuring scenic trails, a reservoir, and picnic areas.

  • Key Details: Located just outside Charlottesville, this area offers several miles of hiking trails through forests and around the reservoir.

  • Pros: Beautiful scenery, great for hiking and picnicking, dog-friendly.

  • Cons: No restroom facilities; trails can be muddy after rain.


25. Montpelier – James Madison’s Historic Home

A short drive from Charlottesville, Montpelier is the former home of President James Madison. This historic estate includes a museum, walking trails, and beautifully restored gardens.

  • Key Details: Located about 30 miles from Charlottesville, Montpelier offers guided tours, historical exhibits, and scenic grounds.

  • Pros: Rich history, stunning views, educational experience.

  • Cons: Entrance fee required, can take several hours to explore fully.


26. Downtown Mall – Dining and Shopping Destination

One of the best places to explore in Charlottesville is the Downtown Mall, a pedestrian-only street filled with top-rated restaurants, boutique shops, and entertainment venues.

  • Key Details: Spanning eight blocks, this historic district features local shops, street performers, and outdoor dining.

  • Pros: Great atmosphere, excellent food options, live entertainment.

  • Cons: Parking can be challenging, busy on weekends.


27. Farmers Market at Water Street – Fresh and Local Produce

Every Saturday, locals and visitors flock to the Charlottesville City Market on Water Street to buy fresh produce, baked goods, and handcrafted items.

  • Key Details: Open seasonally from spring through fall, featuring over 100 vendors.

  • Pros: Supports local businesses, excellent variety of foods, lively atmosphere.

  • Cons: Crowded on weekends, seasonal availability.


28. Bodo’s Bagels – A Must-Try Local Favorite

No trip to Charlottesville is complete without a visit to Bodo’s Bagels, a beloved local institution serving freshly made bagels and delicious sandwiches.

  • Key Details: Three locations in Charlottesville, famous for their New York-style bagels.

  • Pros: Affordable, fast service, high-quality food.

  • Cons: Always busy, limited seating.


29. The Whiskey Jar – Southern Comfort Food & Live Music

For a taste of Southern cuisine, head to The Whiskey Jar, where you’ll find classic dishes like fried chicken, barbecue, and grits, paired with live music.

  • Key Details: Located on the Downtown Mall, known for its extensive whiskey selection and live performances.

  • Pros: Great food, cozy ambiance, excellent whiskey selection.

  • Cons: Can be noisy, reservations recommended.


30. Oakhart Social – Trendy Small Plates & Cocktails

If you’re looking for a stylish dining experience, Oakhart Social is a top pick. This modern eatery specializes in shared plates and craft cocktails.

  • Key Details: Located near the University of Virginia, known for its seasonal menu and inventive dishes.

  • Pros: Great for groups, creative menu, lively atmosphere.

  • Cons: Higher price point, may require reservations.

Best Time to Visit Charlottesville

The best time to visit Charlottesville depends on your preferred activities and weather conditions:

  • Spring (March-May): Blooming flowers and mild temperatures make it ideal for outdoor explorations, winery tours, and hiking.

  • Summer (June-August): Perfect for music festivals, outdoor markets, and visiting Monticello’s gardens, though temperatures can be warm.

  • Fall (September-November): The most scenic time to visit, with vibrant autumn foliage, cooler weather, and wine harvest festivals.

  • Winter (December-February): A quieter time with fewer crowds, great for cozying up in local cafés and enjoying holiday festivities.

Hidden Gems & Unique Experiences in Charlottesville

While Charlottesville’s well-known attractions are worth visiting, there are also several hidden gems that offer unique experiences:

  • Rivanna Trail: A scenic, lesser-known hiking trail encircling the city, perfect for nature lovers.

  • Carter Mountain Orchard: Beyond apple picking, enjoy breathtaking views and cider tastings.

  • IX Art Park: A vibrant outdoor art space featuring colorful murals, live music, and community events.

  • McGuffey Art Center: A haven for art lovers showcasing local artists and interactive workshops.

  • Jefferson Vineyards: A historic winery offering intimate wine-tasting experiences away from the crowds.

Best Day Trips from Charlottesville

For those looking to explore beyond the city, here are some fantastic day trips:

  • Richmond, VA – Discover Civil War history, museums, and a lively food scene.

  • Blue Ridge Parkway – Enjoy scenic drives, hiking trails, and breathtaking mountain views.

  • Staunton, VA – Experience Shakespearean theater at the American Shakespeare Center and explore a charming historic downtown.

Where to Stay in Charlottesville

Accommodation Type Best Options Price Range Amenities
Luxury Hotels Boar’s Head Resort, The Clifton $$$ Spa, Fine Dining
Mid-Range Hotels Omni Charlottesville, Graduate Charlottesville $$ Central Location
Budget-Friendly Airbnb, Local Inns $ Cozy & Affordable

Local Events & Festivals in Charlottesville

Charlottesville hosts numerous events and festivals throughout the year, celebrating its rich culture, history, and culinary scene—perfect for visitors who may also be exploring nearby destinations and looking for things to do in Farmville, Virginia (VA):

  • Virginia Film Festival (October): A premier event showcasing independent films and Hollywood productions.

  • Heritage Harvest Festival (September): Celebrating sustainable farming and heirloom produce at Monticello.

  • Charlottesville Wine & Country Festival (Spring): Showcasing the best local wineries, breweries, and gourmet food.

  • Fridays After Five (Summer): A weekly live music event at the Downtown Mall’s outdoor amphitheater.

Transportation & Getting Around Charlottesville

Exploring Charlottesville is easy, with multiple transportation options available:

  • Car Rental: Ideal for day trips and exploring wineries.

  • Public Transport: Charlottesville Area Transit (CAT) provides affordable bus services across the city.

  • Walking & Biking: Many attractions, including the Downtown Mall, are pedestrian-friendly.

  • Parking Tips: Parking garages near the Downtown Mall offer convenient access to shops and restaurants.

Safety Tips & Travel Essentials for Charlottesville

To ensure a smooth and enjoyable trip, keep these safety tips in mind:

  • General Safety: Charlottesville is a safe city, but always be mindful of your surroundings, especially at night.

  • Weather Essentials: If visiting in summer, pack sunscreen and stay hydrated. In winter, bring warm clothing.

  • Outdoor Gear: Comfortable walking shoes are a must, especially if exploring historic sites or hiking trails.

Frequently Asked Questions (FAQs)

Q: What is Charlottesville best known for?
A: Charlottesville is famous for its historical landmarks, including Monticello and the University of Virginia, as well as its wineries and scenic landscapes.

Q: Are there any free things to do in Charlottesville?
A: Yes! The Downtown Mall, Rivanna Trail, and various historical sites offer free experiences.

Q: What are the best wineries to visit in Charlottesville?
A: Jefferson Vineyards, King Family Vineyards, and Barboursville Vineyards are among the top choices.

Q: Is Charlottesville good for a weekend trip?
A: Absolutely! With its mix of history, nature, and food experiences, Charlottesville makes for a perfect weekend getaway.

Conclusion

Charlottesville is a city rich in history, culture, and natural beauty. From exploring Monticello and the University of Virginia to enjoying local wineries and outdoor adventures, there is no shortage of things to do. Whether visiting for a weekend or an extended stay, Charlottesville offers a truly memorable experience for all types of travelers. Plan your trip today and immerse yourself in the charm of this Virginia gem!