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Plan Your Visit to Monticello: Tailored Itineraries for Every Traveler

Written by Jess McCurry - March 14, 2025

Monticello, Thomas Jefferson’s historic home, is one of Charlottesville’s most treasured landmarks, drawing visitors from all over the world. But beyond exploring Jefferson’s estate, there’s so much more to see and do in the surrounding area. From scenic hikes and historic sites to award-winning wineries and charming eateries, here’s how to make the most of your time near Monticello.

Monticello Itineraries

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Monticello

Whether you have a full day, or half a day, or are visiting with young children, here are some suggested itineraries to help you make the most of your visit:

Full-Day Itinerary

Recommended Tours: Behind the Scenes Tour or Highlights Tour

Morning:

  • Start at the David M. Rubenstein Visitor Center: Explore interactive exhibits that provide context about Jefferson’s life and legacy.
  • Guided House Tour: Participate in the Behind the Scenes Tour for an in-depth look at all three floors of the house, including the iconic Dome Room, or choose the Highlights Tour for a comprehensive overview.

Afternoon:

  • Outdoor Programs: Join the Slavery at Monticello Tour to learn about the lives of the enslaved people who lived and worked on the plantation, and the Gardens and Grounds Tour to appreciate Jefferson’s horticultural interests.
  • Lunch: Dine at the Monticello Farm Table Café, which offers locally sourced meals, or grab a snack at the Farm Shop located in the North Wing of the house.

Evening:

  • Explore the Grounds: Visit the Contemplative Site and Jefferson’s Gravesite for a reflective experience.
  • Shopping: Conclude your visit by browsing The Shop at the visitor center for unique souvenirs and educational materials.

Half-Day Itinerary

Recommended Tour: Highlights Tour

  • Start at the Visitor Center: Briefly explore the exhibits to gain an introduction to Jefferson and Monticello.
  • Guided House Tour: The Highlights Tour provides insight into the main aspects of the house and Jefferson’s life.
  • Outdoor Exploration: Participate in one or more outdoor programs, such as the Slavery at Monticello Tour, Gardens and Grounds Tour, or Meet Thomas Jefferson reenactments.
  • Quick Bite: Enjoy a light snack at the Farm Shop or the Café at the visitor center.
  • Historic Sites: Take a short walk to the Contemplative Site and Jefferson’s Gravesite.

Family-Friendly Half-Day Itinerary

Recommended Tours: Family Friendly Tour or Highlights Tour

  • Interactive Exhibits: Begin with hands-on activities in the Griffin Discovery Room at the visitor center, designed to engage children with Jefferson’s world.
  • Guided House Tour: The Family Friendly Tour is tailored for children aged 5 to 11, offering an engaging exploration of the main house.

Outdoor Activities:

  • Meet Thomas Jefferson: Attend a session where a reenactor portrays Jefferson, answering questions and sharing stories.
  • Mountaintop Activity Center: Seasonally open, this center provides additional interactive experiences for children.
  • Gardens and Trails: Stroll through the Vegetable Garden or along Mulberry Row to Jefferson’s Gravesite, offering both educational and recreational opportunities.
  • Dining: Enjoy family-friendly options at the Café or grab snacks at the Farm Shop.
  • Souvenirs: Visit The Shop at the visitor center for children’s books, educational games, and keepsakes to remember your vis

Things To Do Near Monticello

Beyond touring Jefferson’s estate, the surrounding area offers plenty to explore! Maximize your time near Monticello with these must-visit attractions and experiences:

1. Carter Mountain Orchard

Just a short drive from Monticello, Carter Mountain Orchard is a must-visit for breathtaking views of Charlottesville and the Blue Ridge Mountains. Depending on the season, you can pick your own apples, peaches, or pumpkins, enjoy freshly baked apple cider donuts, and sip on Bold Rock Hard Cider or Prince Michel wines while taking in the scenery. The orchard is a perfect spot to relax after a morning of history and exploration.

2. James Monroe’s Highland

A visit to James Monroe’s Highland, the former home of the fifth U.S. president, offers a fascinating glimpse into early American history. Located just a few minutes from Monticello, Highland provides guided tours, interactive exhibits, and peaceful walking trails through the estate’s picturesque grounds. It’s a great addition to your historical tour of the region, offering insights into Monroe’s life and legacy.

3. Michie Tavern

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Michie Tavern

After exploring Monticello or Highland, head to Michie Tavern, located just ½ mile from Monticello. This historic tavern has been family-owned for 55 years and offers authentic 18th-century Southern dining in a beautifully preserved setting. Enjoy a hearty meal featuring fried chicken, stewed tomatoes, cornbread, and other colonial-inspired dishes.

For a more casual experience, stop by the 1784 Pub, a cozy colonial-style tavern serving local wines, craft beers, and hard ciders. In the winter, warm up by the wood-burning fireplaces, and in the warmer months, relax on the porch while soaking in the mountain views. Before leaving, explore Michie Tavern’s two charming gift shops for unique souvenirs and Virginia-made goods.

4. Jefferson Vineyards

No trip to Charlottesville is complete without experiencing its vibrant wine scene, and Jefferson Vineyards is one of the best places to do just that. This historic winery, located on land once owned by Thomas Jefferson and Philip Mazzei, offers tastings of award-winning Virginia wines in a scenic countryside setting. Enjoy a glass of Viognier or Cabernet Franc while taking in the rolling vineyard views.

5. Monticello Farm Table Café

Located at the David M. Rubenstein Visitor Center at Monticello, the Farm Table Café is a fantastic spot for a fresh, locally sourced meal before or after your tour. The café serves seasonal salads, sandwiches, and baked goods, often using ingredients grown right in Monticello’s gardens. Pair your meal with a cup of locally roasted coffee and take a moment to relax on the scenic patio.

6. Saunders-Monticello Trail & Gardens

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Saunders-Monticello Trail

For those who love the outdoors, the Saunders-Monticello Trail is a must. This beautifully maintained trail offers an easy yet scenic hike leading up to Monticello. Along the way, you’ll pass through wooded landscapes, rolling hills, and boardwalk paths, making it a perfect place for a peaceful walk or jog.

Don’t forget to explore Monticello’s gardens, which Jefferson meticulously designed and cultivated. These historic gardens showcase heirloom vegetables, flowers, and fruit trees, reflecting Jefferson’s deep passion for botany and agriculture.

Where to Stay Near Monticello

  • The Clifton – A stunning boutique hotel just minutes from Monticello, The Clifton offers an elegant retreat with gorgeous gardens, a farm-to-table restaurant, and stylish rooms blending historic charm with modern amenities.
  • Stay Charlottesville’s Vacation Home Collection – If you’re looking for a private and exclusive stay, this collection of historic estates offers a variety of beautifully restored homes, perfect for a romantic getaway or group retreat near Monticello. The property Colle is within the collection and land was granted from Thomas Jefferson in 1773 to an Italian viticulturist from Tuscany. It is located directly across the street from Jefferson Vineyards.
  • Oakhurst Inn – A charming boutique hotel near the University of Virginia, Oakhurst Inn combines historic character with modern comfort. The on-site café serves a fantastic locally sourced breakfast and coffee.
  • The Draftsman – A sophisticated, modern hotel with a boutique feel, The Draftsman is part of the Autograph Collection and is conveniently located in downtown Charlottesville. Enjoy stylish rooms, great city views, and easy access to dining and entertainment.
  • Holiday Inn Express & Suites Charlottesville – A great value option offering comfortable rooms, complimentary breakfast, and a convenient location just a short drive from Monticello. Perfect for families and travelers looking for a budget-friendly stay.
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