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Charlottesville 5-Day Cultural and Culinary Journey

Charlottesville 5-Day Cultural and Culinary Journey Itinerary

Last updated: 2024 Jun 14

Historic Trails and Local Flavors

Morning
Begin your Charlottesville adventure with a delightful breakfast at Bodo's Bagels, a local favorite known for its fresh bagels and spreads. After fueling up, take a step back in time with the Charlottesville Ghosts of Court Square Walking Tour. Explore the historic district and hear intriguing tales of the city's past.
Afternoon
For lunch, savor the mouthwatering burgers at Citizen Burger Bar. Post lunch, engage in a fun and interactive Charlottesville Scavenger Hunt to discover hidden gems and local lore scattered throughout the city.
Evening
As the sun sets, enjoy a sophisticated dinner at Maya, offering contemporary American cuisine with a global twist. Conclude your evening with a leisurely stroll on the charming Mulberry Row, a historic site at Thomas Jefferson's Monticello, where you can reflect on the day's discoveries.
Bedtime
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Visit Charlottesville Ghosts of Court Square Walking Tour in Charlottesville
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Charlottesville Ghosts of Court Square Walking Tour

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Visit Charlottesville Scavenger Hunt in Charlottesville

Charlottesville Scavenger Hunt

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Vineyard Vistas and Gourmet Delights

Morning
Kick off the day with a visit to the picturesque Blenheim Vineyards. Enjoy a guided tour of the vineyard and indulge in some exquisite wine tastings. Pair the wines with a light snack to enhance the flavors.
Afternoon
For lunch, head to Lampo Neapolitan Pizzeria for an authentic Italian experience. Afterward, continue your oenophilic journey with a visit to Jefferson Vineyards, where you can bask in the serene ambiance and sample a variety of fine wines.
Evening
Dine at Mas Tapas for a tapas-style dinner featuring a fusion of Spanish and local flavors. The intimate setting and diverse menu will make for a memorable gastronomic experience. Cap off the night with a visit to the University of Virginia, strolling through its prestigious grounds under the moonlight.
Bedtime
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Blenheim Vineyards

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Jefferson Vineyards

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Nature's Symphony and Rustic Eats

Morning
Embrace the beauty of the outdoors with a day trip to the majestic Shenandoah National Park. Take in the breathtaking views, go for a hike, and enjoy a picnic amidst nature's splendor.
Afternoon
Upon returning to the city, refuel at Fry's Spring Station, a cozy spot known for its comfort food and laid-back atmosphere. Spend a lazy afternoon reminiscing about the day's adventures.
Evening
For dinner, experience the charm of C&O Restaurant, housed in a historic building and serving up a menu that pays homage to the region's culinary heritage. Afterward, take a serene walk by the Rivanna River, letting the sounds of the water wash away the day's fatigue.
Bedtime
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Visit Shenandoah National Park in Charlottesville
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Shenandoah National Park

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Historical Tastes and Brewery Buzz

Morning
Step back in time with a visit to Michie Tavern, where you'll be treated to a traditional 18th-century lunch. The tavern's rustic ambiance and hearty fare provide a glimpse into the past.
Afternoon
Enjoy a post-lunch pint at Champion Brewing Company, a local brewery known for its innovative craft beers. Take a tour if you're interested in the brewing process, or simply relax and sample a flight of their finest brews.
Evening
Conclude your day with a sumptuous dinner at Tavola, an Italian eatery celebrated for its soulful dishes and warm hospitality. Raise a glass to a well-spent day and make plans for your final day in Charlottesville.
Bedtime
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Michie Tavern

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Winery Grandeur and Finale Feast

Morning
Reserve your morning for a visit to the grand Trump Winery, the largest vineyard in Virginia. Take a tour of the estate, stroll through the vineyards, and indulge in a tasting of their award-winning wines.
Afternoon
For your last lunch in Charlottesville, return to a favorite spot or try something new, perhaps a casual meal at The Local, known for its farm-to-table ethos and regional inspirations.
Evening
End your journey with a flourish at Downtown Mall, where you can enjoy an evening of shopping, live music, and a splendid dinner at one of the many restaurants. Reflect on your week as you savor the flavors and ambiance of this vibrant, historic space.
Bedtime
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Visit Trump Winery in Charlottesville

Trump Winery

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