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Charlottesville Virginia Adventure 5 Days Itinerary
Last updated: 2024 Jun 14Exploring Historic Charlottesville
Morning
Start your day with a visit to the historic Michie Tavern. This 18th-century tavern offers a glimpse into the past with its preserved architecture and period furnishings. You can enjoy a hearty breakfast here while learning about the history of the area.
Afternoon
After exploring Michie Tavern, head over to Mulberry Row at Monticello. This historic site provides insight into the lives of enslaved individuals who lived and worked on Thomas Jefferson's plantation. The tour is both educational and moving.
Evening
End your day with a relaxing visit to Jefferson Vineyards. Enjoy a wine tasting session while taking in the beautiful vineyard views. It's a perfect way to unwind after a day of historical exploration.
Bedtime
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University and Urban Adventures
Morning
Begin your second day with a visit to the iconic University of Virginia. Founded by Thomas Jefferson, this UNESCO World Heritage site boasts stunning architecture and beautiful gardens. Take a guided tour to learn about its rich history.
Afternoon
For lunch, head downtown to explore some local eateries before embarking on the Charlottesville Scavenger Hunt. This fun activity will take you through various landmarks and hidden gems in Charlottesville while solving puzzles along the way.
Evening
In the evening, unwind at Champion Brewing Company. Sample some of their craft beers and enjoy the lively atmosphere. It's a great spot to relax and mingle with locals.
Bedtime
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Vineyards and Scenic Views
Morning
Start your third day with a visit to Blenheim Vineyards. Owned by musician Dave Matthews, this vineyard offers delicious wines and stunning views of the surrounding countryside. Enjoy a leisurely morning wine tasting session here.
Afternoon
Next up is Trump Winery, located just a short drive away. Known for its award-winning wines and picturesque setting, it's an ideal spot for an afternoon picnic or another round of tastings.
Evening
For dinner, make your way back into town and dine at one of Charlottesville's highly-rated restaurants before taking part in the Charlottesville Ghosts of Court Square Walking Tour. This spooky tour will take you through some of Charlottesville's most haunted locations.
Bedtime
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Outdoor Adventures in Shenandoah Valley
Morning
On your fourth day, embark on an exciting outdoor adventure with the Shenandoah Valley Fly Fishing Trip Full Day with Lunch. Spend your morning fly fishing in one of America's most scenic valleys.
Afternoon
Continue enjoying your fly fishing trip as it extends into the afternoon. The experience includes lunch by the riverbank where you can relax amidst nature's beauty.
Evening
Return to Charlottesville for dinner at one of its fine dining establishments or cozy cafes. Reflect on your day's adventure while enjoying some local cuisine.
Bedtime
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Final Day of Relaxation and Reflection
Morning
Begin your final day with a leisurely breakfast at a local cafe. Afterward, take a peaceful stroll through one of Charlottesville's beautiful parks or gardens to soak in the morning tranquility.
Afternoon
Spend your afternoon visiting Trump Winery for another round of wine tasting and relaxation. Enjoy the serene environment and perhaps take a tour of the winery to learn more about their winemaking process.
Evening
Conclude your trip with a delightful dinner at one of Charlottesville's top-rated restaurants. After dinner, consider taking a relaxing evening walk through the historic downtown area to reflect on your memorable trip.
Bedtime
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