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Where History Meets Vineyards: Top Things To Do in Charlottesville, VA

Published byEmily Thompson October 13, 2025October 13, 2025

Plan Your Trip to Charlottesville, VA

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Visit Monticello and explore the University of Virginia campus. Enjoy downtown Charlottesville’s dining and shopping options.

Charlottesville, Virginia, offers a blend of history, culture, and natural beauty. Monticello, Thomas Jefferson’s iconic home, provides a glimpse into early American history. The University of Virginia, with its stunning Rotunda, showcases Jefferson’s architectural vision. Downtown Charlottesville features a vibrant scene with diverse restaurants, unique shops, and lively entertainment.

Outdoor enthusiasts can hike in Shenandoah National Park or visit local vineyards. The city’s rich arts scene includes galleries, theaters, and music venues. Whether you’re a history buff, foodie, or nature lover, Charlottesville has something for everyone. Plan your visit to experience the charm and attractions of this picturesque Virginia town.

Top Places to Stay in Charlottesville, VA

Ranked
HotelRatingReviewsCheck-in/out
Cozy Stonehenge Cottage:Work,Family&Dog Friendly 632 Stonehenge Avenue, Charlottesville, VA 22902, United States of America 9.8 276 In: From 3:00 PM · Out: Until 11:00 AM
Quiet Studio Apartment/Carriage House 121 Georgianna Alley, Charlottesville, VA 22901, United States of America 9.8 82 In: From 3:00 PM · Out: Until 11:00 AM
Inn at Court Square 410 E. JEFFERSON ST, Charlottesville, 22902, United States of America 9.4 98 In: From 2:00 PM to 5:00 PM · Out: Until 11:00 AM
Holiday Inn Express & Suites Charlottesville, an IHG Hotel 870 Pantops Corner Way, Charlottesville, 22911, United States of America 8.9 507 In: From 3:00 PM · Out: Until 11:00 AM
Fairhaven Guesthouse 413 Fairway Avenue, Charlottesville, VA 22902, United States of America 9.1 135 In: From 4:00 PM to 10:00 PM · Out: Until 11:00 AM
200 South Street Inn 200 W South Street, Charlottesville, 22902, United States of America 8.9 368 In: From 3:00 PM to 9:00 PM · Out: From 5:00 AM to 11:00 AM
Kimpton - The Forum Hotel, an IHG Hotel 540 Massie Road, Charlottesville, 22903, United States of America 9.6 43 In: From 3:00 PM · Out: Until 12:00 PM
Residence Inn by Marriott Charlottesville Downtown 315 West Main Street, Charlottesville, VA 22903, United States of America 9.0 137 In: From 3:00 PM · Out: Until 12:00 PM
Hyatt Place Charlottesville 2100 Bond St, Charlottesville, 22901 , United States of America 8.8 467 In: From 3:00 PM · Out: Until 12:00 PM
Staybridge Suites Charlottesville Airport, an IHG Hotel 3060 Laurel Park Lane, Charlottesville, 22911 VA, United States of America 8.8 352 In: From 4:00 PM · Out: Until 12:00 PM
Homewood Suites by Hilton - Charlottesville 2036 India Drive, Charlottesville, VA 22901, United States of America 8.8 313 In: From 3:00 PM · Out: Until 12:00 PM
Country Inn & Suites by Radisson, Charlottesville-UVA, VA 1600 Emmet Street, Charlottesville, VA 22901, United States of America 8.7 1,455 In: From 3:00 PM · Out: Until 12:00 PM
The Draftsman, Autograph Collection 1106 West Main Street, Charlottesville, 22903, United States of America 8.8 145 In: From 3:00 PM · Out: Until 12:00 PM
Hampton Inn Charlottesville 2035 India Road, Charlottesville, VA 22901-2854, United States of America 8.6 403 In: From 3:00 PM · Out: Until 11:00 AM
Fairfield Inn & Suites by Marriott Charlottesville Downtown/University Area 401 Cherry Avenue, Charlottesville, VA 22903, United States of America 8.6 236 In: From 3:00 PM · Out: Until 12:00 PM
Quirk Hotel Charlottesville 499 W Main St, Charlottesville, 22902, United States of America 8.6 220 In: From 4:00 PM · Out: Until 12:00 PM
Keswick Hall 701 Club Drive, Charlottesville, VA 22947, United States of America 8.9 45 In: From 3:00 PM to 12:00 AM · Out: From 6:00 AM to 12:00 PM
Hampton Inn & Suites Charlottesville at the University 900 West Main Street, Charlottesville, VA 22903, United States of America 8.5 211 In: From 3:00 PM · Out: Until 12:00 PM
Comfort Inn & Suites 1615 Timberwood Blvd., Charlottesville, 22911, United States of America 8.5 127 In: From 3:00 PM · Out: Until 11:00 AM
Boar's Head Resort 200 Ednam Drive, Charlottesville, VA 22903, United States of America 8.4 273 In: From 4:00 PM · Out: Until 11:00 AM
Cheerful 3 bedroom home walk to UVAStadium 243 Shamrock Road, , Charlottesville, 22903, United States of America 9.4 13 In: From 4:00 PM to 11:30 PM · Out: From 10:00 AM to 10:30 AM
Oakhurst Inn 100 Oakhurst Circle, Charlottesville, VA 22903, United States of America 8.3 130 In: From 4:00 PM to 12:00 AM · Out: Until 11:00 AM
Charming Charlottesville Apt with Outdoor Space! Charlottesville, 22911, United States of America 10.0 6 In: From 3:00 PM · Out: Until 10:00 AM
The English Inn of Charlottesville 2000 Morton Drive, Charlottesville, VA 22903, United States of America 8.2 1,891 In: From 4:00 PM · Out: From 5:00 AM to 11:00 AM
Omni Charlottesville Hotel 212 Ridge McIntire Rd, Charlottesville, VA 22903, United States of America 8.2 475 In: From 4:00 PM · Out: Until 11:00 AM
Clarion Pointe Charlottesville 1803 Emmet Street North, Charlottesville, VA 22901, United States of America 8.2 283 In: From 4:00 PM · Out: Until 11:00 AM
Sonesta ES Suites Charlottesville University 1111 Millmont Street, Charlottesville, VA 22903, United States of America 8.2 268 In: From 4:00 PM · Out: Until 11:00 AM
Home2 Suites By Hilton Charlottesville Downtown 201 Monticello Ave , Charlottesville, VA 22903, United States of America 8.2 226 In: From 4:00 PM · Out: Until 11:00 AM
Hilton Garden Inn Charlottesville 1793 Richmond Road, Charlottesville, VA 22911, United States of America 8.2 155 In: From 3:00 PM · Out: Until 11:00 AM
Courtyard by Marriott Charlottesville - University Medical Center 1201 West Main Street, Charlottesville, VA 22903, United States of America 8.2 153 In: From 4:00 PM · Out: Until 11:00 AM
Mountain Retreat Nesteled in the Virginia Foothills Charlottesville, VA 22903, United States of America 9.0 8 In: From 3:00 PM to 12:00 AM · Out: From 8:00 AM to 11:00 AM
Walk To Hospital, Heart Of Cville, Fenced Backyard 761 King Street Bottom Floor, Charlottesville, VA 22903, United States of America 8.1 47 In: From 4:00 PM · Out: Until 10:00 AM
Greensview Apt 2 Bedroom, 2 Bath - Beautiful views! 1050 Druid Ave, Charlottesville, 22902, United States of America 10.0 1 In: From 4:00 PM · Out: Until 11:00 AM
Holiday Inn Charlottesville-Monticello, an IHG Hotel 1200 5th Street SW, Charlottesville, VA 22902, United States of America 8.0 502 In: From 4:00 PM · Out: Until 12:00 PM
Courtyard by Marriott Charlottesville 638 Hillsdale Drive, Charlottesville, VA 22901, United States of America 8.0 122 In: From 3:00 PM · Out: Until 12:00 PM
Stylish And Convenient With Wifi & Fenced Yard 761 King Street Top Floor, Charlottesville, VA 22903, United States of America 6.7 3 In: From 4:00 PM · Out: Until 10:00 AM
Super 8 by Wyndham Charlottesville 390 Greenbrier Drive, Charlottesville, VA 22901, United States of America 7.9 206 In: From 4:00 PM to 11:00 PM · Out: Until 11:00 AM
Luxurious Rugby Road Home 803 Rugby Road, Charlottesville, VA 22903, United States of America 5.0 2 In: From 3:00 PM to 7:00 PM · Out: Until 1:00 PM
DoubleTree by Hilton Charlottesville 990 Hilton Heights Road, Charlottesville, VA 22901, United States of America 7.7 155 In: From 4:00 PM to 12:00 AM · Out: From 12:00 AM to 11:00 AM
Holiday Inn University Area Charlottesville, an IHG Hotel 1901 Emmet Street, Charlottesville, 22901, United States of America 7.6 106 In: From 3:00 PM · Out: Until 12:00 PM
Fairfield Inn & Suites by Marriott Charlottesville North 577 Branchlands Boulevard, Charlottesville, VA 22901, United States of America 7.5 73 In: From 3:00 PM · Out: Until 12:00 PM
Graduate Charlottesville 1309 West Main Street, Charlottesville, VA 22903, United States of America 7.6 707 In: From 4:00 PM · Out: Until 11:00 AM
Red Roof Inn Charlottesville 2011 Holiday Drive, Charlottesville, VA 22901, United States of America 7.5 661 In: From 3:00 PM · Out: From 11:00 AM to 12:00 PM
Sleep Inn & Suites Monticello 1185 5th St. SW, Charlottesville, VA 22902, United States of America 7.4 486 In: From 3:00 PM · Out: Until 11:00 AM
Econo Lodge North Charlottesville 2014 Holiday Dr., Charlottesville, VA 22901, United States of America 7.3 363 In: From 3:00 PM · Out: From 11:00 AM to 11:30 AM
Days Inn by Wyndham Charlottesville/University Area 1610 Emmet Street, Charlottesville, VA 22901, United States of America 7.0 969 In: From 3:00 PM · Out: Until 11:00 AM
Royal Inn Motel-Charlottesville 410 Premier Circle, Charlottesville, VA 22901, United States of America 6.1 159 In: From 3:00 PM to 11:00 PM · Out: From 9:00 AM to 11:00 AM
Sonsak - Unit 3 943 Jefferson Lake Drive Unit 3, Charlottesville, VA 22902, United States of America — — In: From 4:00 PM to 11:00 PM · Out: From 5:00 AM to 11:00 AM
Sonsak - Unit 4 943 Jefferson Lake Drive Unit 4, Charlottesville, VA 22902, United States of America — — In: From 4:00 PM to 11:00 PM · Out: From 5:00 AM to 11:00 AM
Sonsak - Unit 5 943 Jefferson Lake Drive Unit 5, Charlottesville, VA 22902, United States of America — — In: From 4:00 PM to 10:00 PM · Out: From 5:00 AM to 11:00 AM

Explore Downtown Mall

Charlottesville’s Downtown Mall is a vibrant hub full of life and culture. It offers a perfect mix of shopping, dining, and entertainment. This pedestrian-friendly area is a must-visit for every traveler.

Best Things To Do in Charlottesville, Virginia
Credit: www.southernliving.com

Shopping Boutiques

The Downtown Mall boasts a variety of unique boutiques. Each store offers something special, from handmade crafts to high-end fashion. Here are some must-visit spots:

  • O’Suzannah: A charming boutique with gifts, jewelry, and accessories.
  • Low Vintage: A treasure trove of vintage clothing and antiques.
  • Rock Paper Scissors: Perfect for unique stationery and gifts.

Local Dining

The Downtown Mall has an impressive array of dining options. You can find everything from gourmet restaurants to casual cafes. Here are some top picks:

  1. Hamilton’s at First & Main: Offers upscale American cuisine with a local twist.
  2. Citizen Burger Bar: Known for its delicious burgers and craft beers.
  3. Revolutionary Soup: A great spot for hearty soups and sandwiches.

Each eatery on the Downtown Mall provides a unique dining experience. Many restaurants use locally sourced ingredients. This ensures fresh and flavorful meals every time.

Visit Monticello

If you’re planning to visit Charlottesville, Virginia, make sure to explore Monticello. This historical site was the home of Thomas Jefferson, the third President of the United States. Monticello offers a rich experience with its stunning architecture and well-preserved history.

Historic Tours

Monticello offers several historic tours that provide in-depth insights into Jefferson’s life. Visitors can explore the main house, which is filled with original artifacts.

  • Main House Tour: Discover the rooms where Jefferson lived and worked.
  • Behind-the-Scenes Tour: Gain access to private areas not seen on regular tours.
  • Slavery at Monticello Tour: Learn about the lives of the enslaved people who lived and worked here.

Gardens And Grounds

The gardens and grounds of Monticello are equally impressive. Jefferson was an avid gardener, and his love for horticulture is evident throughout the estate.

AreaDescription
Flower GardensBeautifully maintained with a variety of seasonal blooms.
Vegetable GardenAn extensive garden where Jefferson grew various crops.
OrchardsFilled with fruit trees and offering a picturesque landscape.

Walking through these gardens, you can see rare plants and historical crops. The serene environment makes it a perfect spot for relaxation and reflection.

Tour Wineries

Charlottesville, Virginia, is renowned for its stunning wineries and vineyards. Nestled in the picturesque Blue Ridge Mountains, these wineries offer a delightful experience for wine lovers. Whether you are a wine connoisseur or a casual drinker, Charlottesville’s wineries have something special for everyone.

Wine Tastings

Wine tastings are a must-do activity at Charlottesville’s wineries. You can sample a variety of wines, from robust reds to crisp whites. Expert sommeliers guide you through each tasting, sharing insights about the flavors and aromas.

Many wineries offer flights of wine that let you taste multiple varieties. Some even pair wines with local cheeses and chocolates. This creates a delightful sensory experience.

Below is a table of popular wineries and their specialties:

WinerySpecialty
Jefferson VineyardsChardonnay, Viognier
King Family VineyardsCabernet Franc, Rosé
Blenheim VineyardsPetit Verdot, Sauvignon Blanc

Vineyard Tours

Vineyard tours offer an in-depth look at the winemaking process. You can walk through lush vineyards and learn about grape growing. Guides explain the importance of soil, climate, and grape selection.

Many tours include a visit to the wine cellars. Here, you see where wines age in barrels. This is a fascinating part of the winemaking journey.

Some vineyards even offer hands-on experiences. You might get to help with grape harvesting or stomping. This makes the tour both educational and fun.

  • Learn about different grape varieties
  • See the wine production process
  • Enjoy stunning vineyard views
Best Things To Do in Charlottesville, Virginia

Credit: m.youtube.com

Hike Shenandoah National Park

Charlottesville, Virginia, is the perfect gateway to Shenandoah National Park. The park offers breathtaking views, lush forests, and diverse wildlife. Hikers of all levels will find something to enjoy.

Scenic Trails

Shenandoah National Park boasts over 500 miles of trails. Many trails offer picturesque views and serene landscapes.

  • Old Rag Mountain: This is a challenging hike but worth the effort. The summit provides panoramic views.
  • Hawksbill Mountain: This is the highest peak in the park. It offers a shorter, less strenuous hike.
  • Dark Hollow Falls: Perfect for families, this trail is short and ends at a beautiful waterfall.

Wildlife Viewing

Shenandoah National Park is home to various wildlife species. You might see deer, black bears, and a variety of birds.

SpeciesBest Viewing TimeCommon Locations
White-tailed DeerEarly MorningBig Meadows
Black BearsLate AfternoonSkyline Drive
BirdsThroughout the DayVarious Trails

Remember to bring binoculars and a camera. Always keep a safe distance from wildlife.

Experience Local Art

Charlottesville, Virginia, is a hidden gem for art lovers. The city offers a vibrant and diverse art scene. You can find beautiful art everywhere, from galleries to public spaces. Let’s dive into the best ways to experience local art in Charlottesville.

Art Galleries

Charlottesville boasts several outstanding art galleries. Each gallery offers unique and diverse collections. Whether you love contemporary art or classic masterpieces, there’s something for everyone.

  • Second Street Gallery: This gallery showcases contemporary art from emerging and established artists. It is one of the oldest galleries in Virginia.
  • McGuffey Art Center: A community art center where you can meet local artists. You can also see their studios and purchase their work.
  • Chroma Projects Art Laboratory: This gallery focuses on innovative and experimental art. It’s a must-visit for those who love cutting-edge art.

Public Art Installations

Charlottesville is home to many stunning public art installations. These works are accessible to everyone and add beauty to public spaces.

  1. IX Art Park: A vibrant outdoor space filled with murals and sculptures. It hosts many community events and art shows.
  2. Freedom of Speech Wall: A unique chalkboard wall where people can express themselves. It is a symbol of free speech and creativity.
  3. LOVEworks Sculpture: An iconic installation representing Virginia’s slogan “Virginia is for Lovers.” A great spot for photos and a symbol of local pride.

Charlottesville’s art scene is both rich and accessible. Whether you visit a gallery or stroll through the city, you will find art that inspires you. Don’t miss the chance to experience the creative spirit of this beautiful city.

Best Things To Do in Charlottesville, Virginia

Credit: travel.usnews.com

Attend Festivals

Charlottesville, Virginia is a vibrant city with many festivals. These events celebrate music, culture, and community. Locals and visitors enjoy a range of activities. Let’s explore the best festivals to attend in Charlottesville.

Music Festivals

Charlottesville has a rich musical heritage. The city hosts several music festivals throughout the year. These festivals feature local and national artists. You can enjoy a variety of music genres, from rock to jazz.

  • Tom Tom Founders Festival: A celebration of music, art, and innovation.
  • Lockn’ Festival: A four-day event featuring top rock bands.
  • FloydFest: A music and arts festival in the Blue Ridge Mountains.

Each festival offers a unique experience. They provide opportunities to discover new artists. The vibrant atmosphere makes them a must-visit.

Cultural Events

Charlottesville also hosts many cultural events. These festivals celebrate the city’s diverse heritage. They offer a glimpse into the local traditions and customs.

  • Virginia Film Festival: Showcases independent and international films.
  • Festival of the Book: Celebrates literature with author readings and discussions.
  • Heritage Theatre Festival: Features live performances from classic and contemporary works.

Cultural events in Charlottesville provide educational experiences. They are family-friendly and open to all ages. These events enrich the community and attract many visitors.

Discover Historic Sites

Charlottesville, Virginia, is a treasure trove of history. Visitors can explore many historic sites here. Each site tells a unique story. Let’s dive into some of the best historic spots.

Civil War Landmarks

Charlottesville played a key role during the Civil War. Civil War landmarks are scattered throughout the city. A must-visit is the Third Winchester Battlefield. This site offers guided tours. You can also visit the Confederate Cemetery. It is a solemn place to pay respects. Another significant spot is the Lee Park. It houses a statue of General Robert E. Lee. Kids will love the open spaces here.

Architecture Tours

For architecture enthusiasts, Charlottesville is a dream. The city boasts a mix of old and new structures. Architecture tours are available for those interested. A popular tour is the Monticello Tour. This was Thomas Jefferson’s home. Another highlight is the University of Virginia. This site features stunning buildings designed by Jefferson himself.

Here are some key sites you might visit on an architecture tour:

  • Monticello
  • University of Virginia
  • Historic Downtown Mall

These tours offer a glimpse into the past. They also showcase the beauty of historic design.

Enjoy Local Cuisine

Charlottesville, Virginia, offers a rich and diverse food scene. The city boasts numerous dining options, from gourmet restaurants to casual food trucks. Savoring local cuisine is a must for any visitor. You’ll find fresh, locally-sourced ingredients in every bite. Here are the best ways to enjoy Charlottesville’s food scene.

Farm-to-table Restaurants

Charlottesville is known for its farm-to-table restaurants. These eateries emphasize fresh, local ingredients. Enjoy meals crafted from produce grown nearby. Here are some top picks:

  • Farm Bell Kitchen: Famous for its seasonal menu and fresh ingredients.
  • Red Pump Kitchen: Offers a Mediterranean-inspired menu with local flavors.
  • Fleurie Restaurant: Known for its elegant French cuisine and farm-fresh produce.

These restaurants support local farmers and provide a unique dining experience. The flavors are rich, and the dishes are innovative. A visit to these restaurants ensures a memorable meal.

Food Trucks

Charlottesville’s food trucks offer diverse and tasty options. These mobile kitchens serve everything from tacos to gourmet sandwiches. You can find them at local events and popular spots around the city. Here are some local favorites:

  • Got Dumplings: Specializes in delicious dumplings and Asian cuisine.
  • Blue Ridge Pizza Co.: Known for its wood-fired pizzas.
  • South Fork: Offers Southern comfort food with a modern twist.

Food trucks provide quick, flavorful meals on the go. They are perfect for those wanting a casual dining experience. Try different trucks to explore a variety of flavors. Each offers something unique and tasty.

Frequently Asked Questions

What Are Must-see Attractions In Charlottesville?

Charlottesville offers numerous must-see attractions. Visit Monticello, Thomas Jefferson’s plantation. Explore the University of Virginia’s historic grounds. Don’t miss the Downtown Mall for shopping and dining.

Where Can I Hike In Charlottesville?

Charlottesville boasts fantastic hiking spots. Try the Saunders-Monticello Trail for scenic views. Shenandoah National Park offers diverse trails, including Old Rag Mountain. Humpback Rocks is another popular hiking destination.

What Wineries Should I Visit In Charlottesville?

Charlottesville is known for its wineries. Visit Barboursville Vineyards for historic charm. Check out King Family Vineyards for polo matches. Don’t miss Jefferson Vineyards for a blend of history and wine.

What Family Activities Are Available In Charlottesville?

Charlottesville has numerous family-friendly activities. Visit the Virginia Discovery Museum for interactive exhibits. Enjoy a day at Carter Mountain Orchard. Check out the IX Art Park for outdoor art and events.

Conclusion

Charlottesville, Virginia, offers a blend of history, nature, and culture. Explore vineyards, historic sites, and vibrant local markets. Enjoy the scenic beauty and rich heritage. Plan your visit to experience the best things to do in Charlottesville. This charming town promises unforgettable memories for every traveler.

Emily_Thompson

Emily Thompson

Emily Thompson, the dynamic founder and CEO of AgeBound, is not just a businesswoman but also an avid rock climber and amateur photographer. Her love for travel was ignited during a gap year exploring Southeast Asia. Facing age-related barriers in her early travel days, Emily was inspired to create AgeBound. She holds a degree in Business Administration with a minor in Tourism Management and is a certified yoga instructor. Emily combines her diverse interests and skills to lead AgeBound in breaking age barriers and empowering young travelers.

More About Our Team
In This Article
  • Explore Downtown Mall
    • Shopping Boutiques
    • Local Dining
  • Visit Monticello
    • Historic Tours
    • Gardens And Grounds
  • Tour Wineries
    • Wine Tastings
    • Vineyard Tours
  • Hike Shenandoah National Park
    • Scenic Trails
    • Wildlife Viewing
  • Experience Local Art
    • Art Galleries
    • Public Art Installations
  • Attend Festivals
    • Music Festivals
    • Cultural Events
  • Discover Historic Sites
    • Civil War Landmarks
    • Architecture Tours
  • Enjoy Local Cuisine
    • Farm-to-table Restaurants
    • Food Trucks
  • Frequently Asked Questions
    • What Are Must-see Attractions In Charlottesville?
    • Where Can I Hike In Charlottesville?
    • What Wineries Should I Visit In Charlottesville?
    • What Family Activities Are Available In Charlottesville?
  • Conclusion

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