Monticello

Day Trips

Make the most of your day with our curated plans, packed with Monticello's hidden gems and unique experiences!

day 1
Exploring Monticello
morning
:

Start your day with a tour of Thomas Jefferson's iconic Monticello estate. Learn about Jefferson's life and the architectural innovations he employed.

afternoon
:

Visit the Monticello Museum Shop for unique gifts and souvenirs. Afterward, enjoy a picnic on the estate grounds surrounded by beautiful gardens.

evening
:

Dine at a local restaurant, savoring Southern cuisine. Take a leisurely stroll under the stars in the surrounding area.

day 2
Nature Walk Day
morning
:

Begin with a hike at the nearby Shenandoah National Park. Enjoy the fresh air and stunning views along the trails.

afternoon
:

After your hike, have lunch at a local café featuring farm-to-table options. Explore the scenic drive or participate in a ranger program.

evening
:

Return to Monticello for a sunset view from the mountaintop. Capture the scenery with photographs and enjoy the cool evening breeze.

day 3
Art and History
morning
:

Visit the Virginia Museum of History & Culture to appreciate regional art and history. Participate in a guided tour to maximize your experience.

afternoon
:

Explore local art galleries for contemporary works inspired by Virginia's history. Meet local artists and learn about their inspirations.

evening
:

Attend a local theater performance to experience Virginia's vibrant arts scene. Enjoy a relaxed dinner and discuss the day's highlights.

day 4
Wine and Dine
morning
:

Begin your day with coffee at a local café followed by a visit to nearby vineyards for a tour and tasting. Learn about the wine-making process.

afternoon
:

Enjoy a leisurely lunch at a vineyard's restaurant with paired wine specials. Spend the afternoon strolling among the grapevines.

evening
:

Attend a wine-pairing dinner at a restaurant in Monticello. Relish various courses paired with exquisite local wines.

day 5
Historical Discoveries
morning
:

Visit the Monticello Visitor Center for an overview of Jefferson's life and contributions. Engage with interactive exhibits to deepen your understanding.

afternoon
:

Take a guided tour of the gardens, exploring Jefferson's botanical interests. Experience the diversity of plants he cultivated.

evening
:

Enjoy a themed dinner inspired by Jefferson's culinary favorites. Reflect on the day's educational experiences over a nightcap.

day 6
Outdoor Adventures
morning
:

Rent a bike and cycle around the beautiful grounds of Monticello. Enjoy the tranquility and picturesque landscape.

afternoon
:

Continue your bike ride to nearby historical sites. Stop for lunch at a local café with outdoor seating.

evening
:

Return your bike and unwind at a park while enjoying a picnic. Watch the sunset and enjoy the peaceful surroundings.

day 7
Literary Journey
morning
:

Visit the local library or cultural center for a presentation on historical figures related to Jefferson. Engage in discussions about their impacts.

afternoon
:

Spend time at Blossom's Bookstore, browsing through a collection of literature. Attend a book signing if possible.

evening
:

Join a book club meeting or reading event at a local café. Share insights and reflections on literature with fellow enthusiasts.

day 8
Scenic Drives
morning
:

Start your day by driving along the Blue Ridge Parkway. Stop at scenic overlooks to witness breathtaking mountain views.

afternoon
:

Have lunch at one of the various scenic picnic spots along the drive. Enjoy the natural beauty and take photos.

evening
:

Return to Monticello and relax at a local tavern. Share stories of your day's adventures over dinner.

day 9
Family Fun Day
morning
:

Kick off the day with a visit to the local zoo or children's museum. Encourage your kids to explore and learn through play.

afternoon
:

Enjoy lunch at a family-friendly restaurant nearby. Afterward, head to a park for games and relaxation.

evening
:

Wrap up the day with a movie night at a local cinema. Enjoy popcorn and share your favorite moments of the day.

day 10
Musical Evening
morning
:

Take a local music class to learn about Virginia's musical heritage. Engage with instruments common in the region.

afternoon
:

Attend a music workshop or enjoy a jam session with local musicians. Experience the joy of collaborative music-making.

evening
:

Spend the evening at a local venue featuring live music. Enjoy the vibrant atmosphere and maybe even join in.

Discover Monticello

Read more in our Monticello 2024 Travel Guide.

Monticello Travel Guide