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Historical and Culinary Delights of Monticello, Virginia Itinerary

Last updated: 2024 Jun 14

Historic Monticello and Local Flavors

Morning

Begin your Monticello journey with a hearty breakfast at Monticello Farm Table Café, where you can savor farm-fresh ingredients. Afterward, immerse yourself in history with a tour of the iconic Monticello and Thomas Jefferson's House. Explore the grounds and gain insights into the life of the third U.S. President.

Afternoon

For lunch, head to Michie Tavern ca. 1784 for a taste of traditional Southern fare. Post-lunch, take a leisurely visit to the James Monroe's Highland, the home of the fifth U.S. President. Roam the estate and enjoy the serene surroundings.

Evening

Conclude your day with a delightful dinner at The Pub at Lake Monticello, offering a relaxed lakeside atmosphere. Afterward, take a ghostly stroll through history with the Charlottesville Ghosts of Court Square Walking Tour. Hear tales of the city's past and its lingering spirits.

Bedtime

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Charlottesville Ghosts of Court Square Walking Tour
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Local Eateries and Cultural Heritage

Morning

Start with a breakfast at Lucky Blue's, a local favorite known for its cozy ambiance. Post-breakfast, take a short drive to the Carter Mountain Orchard. Enjoy the scenic orchard, pick fresh fruits, and taste their famous apple cider donuts.

Afternoon

Have a casual lunch at Crozet Pizza at Buddhist Biker Bar, a unique spot with a laid-back vibe. Spend your afternoon exploring the University of Virginia, including the historic Rotunda and the beautiful Academical Village.

Evening

Dine at The Whiskey Jar, a restaurant with a wide selection of whiskeys and a menu featuring locally-sourced ingredients. After dinner, enjoy an evening of live music at The Jefferson Theater, a historic venue in downtown Charlottesville.

Bedtime

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Wine Tasting and Scenic Drives

Morning

Enjoy a leisurely breakfast at Mockingbird, known for its fresh and creative dishes. Today, you'll explore the nearby wineries. Start with a visit to Barboursville Vineyards and Historic Ruins. Take a tour and indulge in some wine tasting.

Afternoon

For lunch, head to Burtons Grill & Bar for a refined dining experience. Afterward, continue your wine journey with a visit to Jefferson Vineyards. Sip on their fine wines while taking in the picturesque vineyard views.

Evening

Return to Monticello for dinner at FIREFLY Restaurant & Game Room, where you can enjoy a fun and relaxed atmosphere. Cap off the evening with a scenic drive along the Blue Ridge Parkway, one of America's most beautiful drives.

Bedtime

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Outdoor Adventures and Local Brews

Morning

Grab a quick breakfast at Timberwood Tap House before heading out for a morning hike at Shenandoah National Park. Choose a trail that suits your preference and enjoy the natural beauty.

Afternoon

After working up an appetite, have a satisfying lunch at Canipe Brothers Bar & Grill, a spot known for its comfort food. Post-lunch, visit the Thomas Jefferson's Poplar Forest in nearby Lynchburg. Explore the plantation and learn about Jefferson's retreat home.

Evening

Return to Charlottesville for dinner at Trinity Irish Pub, offering a warm and welcoming atmosphere. End the night with a visit to The Corner, the vibrant area near the University of Virginia with its mix of bars, restaurants, and shops.

Bedtime

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Historic Taverns and Culinary Farewells

Morning

Enjoy a final breakfast at Dürty Nelly's Pub - Deli, where you can savor a traditional Irish breakfast. Post-breakfast, visit the Michie Tavern for a tour and a glimpse into the 18th-century tavern life.

Afternoon

For lunch, head to The Livery Stable (LWs), a restaurant with a historic setting. Afterward, take a visit to Ash Lawn-Highland, the home of James Monroe. Explore the estate and its beautiful gardens.

Evening

Conclude your culinary journey with a dinner at The Biltmore, offering a sophisticated dining experience. Reflect on your trip as you enjoy the meal. If time allows, take a leisurely walk on the Rivanna Trail, a scenic path winding along the Rivanna River.

Bedtime

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