Explore the Charm of Charlottesville, SC: A 4-Day Itinerary

Day 1: Historic Beginnings

Charlottesville, SC

8:00AM

Breakfast at The Nook

Start your day with a hearty Southern breakfast at The Nook, known for its fresh-baked biscuits and homemade gravy.
Walk or drive to The Nook, about 5 minutes from downtown.
USD15, 1 hour

9:30AM

Visit Monticello

Explore the historic home of Thomas Jefferson, Monticello, and take a guided tour of this UNESCO World Heritage site.
Drive to Monticello, about 20 minutes from The Nook.
USD35, 2.5 hours

12:00PM

Lunch at Citizen Burger Bar

Savor gourmet burgers and local craft beers at Citizen Burger Bar, a popular spot among locals.
Return to downtown Charlottesville, about 15 minutes' drive.
USD20, 1 hour

1:30PM

Stroll through the Downtown Mall

Enjoy a leisurely walk on the historic Downtown Mall, where you can explore shops, galleries, and local street performers.
Walking distance from Citizen Burger Bar.
Free, 1.5 hours

3:00PM

Explore Virginia Discovery Museum

Visit this charming museum that offers interactive exhibits for kids and those young at heart.
Located on the Downtown Mall, a short walk from your previous stop.
USD10, 1 hour

4:30PM

Wine Tasting at Jefferson Vineyards

Relax with a wine tasting at Jefferson Vineyards, where you can enjoy stunning views of the Blue Ridge Mountains.
Drive to Jefferson Vineyards, about 15 minutes from the museum.
USD20, 1.5 hours

6:00PM

Dinner at The Ivy Inn Restaurant

End your day with an upscale dining experience at The Ivy Inn, known for its seasonal menu focusing on farm-to-table ingredients.
Drive back to downtown after wine tasting, about 15 minutes.
USD50, 2 hours
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Day 2: Outdoor Adventures

Charlottesville, SC

7:30AM

Breakfast at Bodo's Bagels

Fuel your day with a New York-style bagel from Bodo's, famous for its fresh and delicious options.
Walk or drive to Bodo's, about 10 minutes from downtown.
USD10, 1 hour

9:00AM

Hiking at Humpback Rocks

Enjoy a scenic hike at Humpback Rocks, which offers breathtaking views of the Shenandoah Valley.
Drive to Humpback Rocks Trailhead, about 30 minutes.
Free, 3 hours

12:30PM

Lunch at The Water Wheel Restaurant

Refuel with a hearty lunch at The Water Wheel Restaurant, an iconic venue with Southern charm.
Drive back towards Charlottesville, about 30 minutes.
USD25, 1.5 hours

2:00PM

Visit Montpelier

Explore James Madison's historic estate, Montpelier, complete with beautiful gardens and informative exhibits.
Drive to Montpelier, about 30 minutes from The Water Wheel.
USD20, 2 hours

4:30PM

Relax at the Gardens at the University of Virginia

Stroll through the beautiful gardens at the University of Virginia, a great way to unwind after your busy day.
Drive back to Charlottesville, about 30 minutes.
Free, 1 hour

6:00PM

Dinner at The Local

Dine at The Local for delicious comfort food made from locally sourced ingredients.
Located near the gardens, a short drive or walk.
USD40, 1.5 hours
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Day 3: Arts and Culture

Charlottesville, SC

8:00AM

Breakfast at MarieBette Café and Bakery

Enjoy a delightful European-style breakfast at MarieBette, with freshly baked pastries and artisan bread.
Drive to MarieBette, about 10 minutes from downtown.
USD15, 1 hour

9:30AM

Explore the Virginia Museum of Fine Arts

Discover a diverse collection of artwork from around the world at this renowned museum located in nearby Richmond.
Drive to Richmond, about 1 hour.
Free, 2 hours

12:00PM

Lunch at Edo's Squid

Taste authentic Italian cuisine at Edo's Squid in Richmond, known for its fresh seafood and charming ambiance.
Short drive from the museum.
USD30, 1.5 hours

1:30PM

Visit the Edgar Allan Poe Museum

Explore the life and works of Edgar Allan Poe at this museum dedicated to the literary mastermind.
Walking distance from the restaurant.
USD10, 1 hour

3:00PM

Return to Charlottesville - Shopping at The Corner

Head back to Charlottesville and enjoy shopping at The Corner, a vibrant area filled with unique shops.
Drive back to Charlottesville, about 1 hour.
Free, 2 hours

5:30PM

Dinner at Zocalo

Finish your day with a contemporary dining experience at Zocalo, featuring seasonal dishes with Latin influences.
Located near The Corner, a short walk.
USD45, 2 hours
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Day 4: Local Flavors and Farewells

Charlottesville, SC

8:00AM

Breakfast at C&O Restaurant

Start your final day with a classic breakfast at C&O Restaurant, known for its unique blend of southern and American cuisine.
Short stroll from downtown hotels.
USD20, 1 hour

9:30AM

Visit Ash Lawn-Highland

Tour the home of President James Monroe, set on a beautiful estate with gorgeous views.
Drive to Ash Lawn-Highland, about 15 minutes.
USD12, 1.5 hours

11:00AM

Explore the Charlottesville Farmers Market

Stroll the local farmers market in downtown to sample fresh produce and local crafts.
Short drive back to the downtown area.
Free, 1.5 hours

12:30PM

Lunch at Fork and Twine

Enjoy a trendy dining experience at Fork and Twine, offering fresh, seasonal fare in a cozy atmosphere.
Walking distance from the farmer’s market.
USD30, 1.5 hours

2:00PM

Relax and Reflect at the University of Virginia

Spend the afternoon exploring the beautiful campus of the University of Virginia, taking in the historic architecture.
Walking distance from the restaurant.
Free, 2 hours

4:30PM

Farewell Dinner at The Boar's Head Inn

Enjoy a formal farewell dinner at The Boar's Head Inn, complete with an exquisite dining experience and stunning views of the property.
Short drive from the university.
USD60, 2.5 hours
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