Road Trip through Virginia

Day 1: Explore Richmond

Richmond, Virginia

8:00AM

Breakfast at Early Bird Biscuit Co.

Start your day with delicious homemade biscuits at Early Bird Biscuit Co., a local favorite in Richmond.
Drive to Early Bird Biscuit Co. using GPS or maps app.
$10, 1 hour

10:00AM

Visit the Virginia Museum of Fine Arts

Immerse yourself in art and culture at the Virginia Museum of Fine Arts, featuring a diverse collection of exhibits.
Drive to the museum for a 10:00AM entry.
$15, 2 hours

1:00PM

Lunch at L'Opossum

Indulge in a unique and eclectic dining experience at L'Opossum, known for its creative dishes and vibrant ambiance.
Drive to L'Opossum for lunch.
$30, 1.5 hours

3:00PM

Explore Maymont Park

Spend the afternoon strolling through the beautiful gardens, wildlife exhibits, and historic mansion at Maymont Park.
Drive to Maymont Park for a leisurely walk.
Free, 2 hours

6:00PM

Dinner at The Roosevelt

Enjoy a farm-to-table dining experience at The Roosevelt, known for its seasonal menu and cozy atmosphere.
Drive to The Roosevelt for dinner.
$40, 2 hours
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Day 2: Historic Williamsburg

Williamsburg, Virginia

8:00AM

Breakfast at Aromas World

Start your day with a hearty breakfast at Aromas World, a local cafe known for its delicious coffee and pastries.
Drive to Aromas World for breakfast.
$12, 1 hour

10:00AM

Visit Colonial Williamsburg

Step back in time at Colonial Williamsburg, a living history museum where you can experience life in 18th-century America.
Drive to Colonial Williamsburg for a 10:00AM tour.
$25, 3 hours

1:00PM

Lunch at The Trellis Restaurant

Enjoy a delicious meal at The Trellis Restaurant, known for its innovative American cuisine and charming ambiance.
Drive to The Trellis Restaurant for lunch.
$35, 1.5 hours

3:00PM

Explore Merchants Square

Take a leisurely stroll through Merchants Square, a historic shopping district with charming boutiques and cafes.
Walk to Merchants Square from The Trellis Restaurant.
Free, 2 hours

6:00PM

Dinner at King's Arms Tavern

Dine in colonial style at King's Arms Tavern, where you can enjoy traditional fare in a historic setting.
Walk to King's Arms Tavern for dinner.
$45, 2 hours
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Day 3: Beach Day in Virginia Beach

Virginia Beach, Virginia

8:00AM

Breakfast at Citrus

Start your day with a beachfront breakfast at Citrus, known for its fresh and vibrant dishes overlooking the ocean.
Drive to Citrus for breakfast.
$20, 1 hour

10:00AM

Relax on the Beach

Spend the morning relaxing on the sandy shores of Virginia Beach, soaking up the sun and the ocean breeze.
Drive to Virginia Beach and find a spot on the beach.
Free, 3 hours

1:00PM

Lunch at Waterman's Surfside Grille

Enjoy a seafood lunch at Waterman's Surfside Grille, a beachfront restaurant known for its fresh catches and laid-back atmosphere.
Drive to Waterman's Surfside Grille for lunch.
$30, 1.5 hours

3:00PM

Explore the Boardwalk

Take a leisurely stroll along the Virginia Beach Boardwalk, lined with shops, cafes, and entertainment venues.
Walk to the Boardwalk from Waterman's Surfside Grille.
Free, 2 hours

6:00PM

Dinner at Catch 31

Indulge in coastal cuisine at Catch 31, a popular restaurant offering fresh seafood dishes and breathtaking ocean views.
Walk to Catch 31 for dinner.
$40, 2 hours
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Day 4: Discover Norfolk's Charm

Norfolk, Virginia

8:00AM

Breakfast at Handsome Biscuit

Start your day with a delightful biscuit sandwich at Handsome Biscuit, a local hotspot known for its creative flavors.
Drive to Handsome Biscuit for breakfast.
$10, 1 hour

10:00AM

Visit the Chrysler Museum of Art

Explore the impressive art collection at the Chrysler Museum of Art, showcasing a wide range of artistic styles and time periods.
Drive to the museum for a 10:00AM visit.
$15, 2 hours

1:00PM

Lunch at Freemason Abbey Restaurant

Dine in a historic church setting at Freemason Abbey Restaurant, serving up classic American dishes in a unique atmosphere.
Drive to Freemason Abbey Restaurant for lunch.
$25, 1.5 hours

3:00PM

Explore the Waterside District

Spend the afternoon at the Waterside District, a lively waterfront area with restaurants, shops, and entertainment options.
Walk to the Waterside District from Freemason Abbey Restaurant.
Free, 2 hours

6:00PM

Dinner at Saltine

Enjoy a seafood dinner at Saltine, a chic restaurant known for its fresh oysters and innovative coastal cuisine.
Walk to Saltine for dinner.
$35, 2 hours
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Day 5: Experience Charlottesville's Charm

Charlottesville, Virginia

8:00AM

Breakfast at Bodo's Bagels

Start your day with a delicious bagel and coffee at Bodo's Bagels, a local favorite known for its fresh and tasty offerings.
Drive to Bodo's Bagels for breakfast.
$8, 1 hour

10:00AM

Tour Monticello

Explore the historic home of Thomas Jefferson at Monticello, learning about the life and legacy of the former president.
Drive to Monticello for a tour at 10:00AM.
$25, 2.5 hours

1:00PM

Lunch at The Local

Enjoy a farm-to-table lunch at The Local, a restaurant focusing on fresh, locally sourced ingredients and Southern-inspired cuisine.
Drive to The Local for lunch.
$20, 1.5 hours

3:00PM

Explore Downtown Mall

Take a leisurely stroll along the pedestrian mall at Downtown Mall, lined with shops, restaurants, and entertainment venues.
Walk to Downtown Mall from The Local.
Free, 2 hours

6:00PM

Dinner at Lampo Neapolitan Pizzeria

Savor authentic Neapolitan pizzas at Lampo, a popular pizzeria known for its traditional wood-fired pies and cozy atmosphere.
Walk to Lampo Neapolitan Pizzeria for dinner.
$30, 2 hours
View Hotel Availability

Day 6: Explore Shenandoah National Park

Shenandoah National Park, Virginia

8:00AM

Breakfast at Skyland Dining Room

Start your day with a hearty breakfast at Skyland Dining Room, offering stunning views of the Shenandoah Valley from the park.
Drive to Skyland Dining Room for breakfast.
$15, 1 hour

10:00AM

Hike a Trail

Embark on a scenic hike along one of the many trails in Shenandoah National Park, immersing yourself in nature and breathtaking views.
Drive to the trailhead for your chosen hike.
Free, 3 hours

1:00PM

Picnic Lunch at Big Meadows

Enjoy a picnic lunch amidst the picturesque meadows at Big Meadows, a perfect spot to relax and refuel before more exploring.
Drive to Big Meadows for a relaxing lunch.
$10, 1.5 hours

3:00PM

Scenic Drive on Skyline Drive

Take a leisurely drive along Skyline Drive, a stunning scenic road winding through the heart of Shenandoah National Park.
Hop in your car and start driving along Skyline Drive.
$20 (entrance fee), 2 hours

6:00PM

Dinner at Skyland Resort

End your day with a delicious dinner at Skyland Resort, offering a range of dining options amidst the natural beauty of the park.
Drive to Skyland Resort for dinner.
$40, 2 hours
View Hotel Availability

Day 7: Discover Roanoke's Charm

Roanoke, Virginia

8:00AM

Breakfast at Bread Craft

Start your day with freshly baked pastries and coffee at Bread Craft, a cozy bakery known for its artisanal treats.
Drive to Bread Craft for breakfast.
$12, 1 hour

10:00AM

Visit the Roanoke Star

Head to Mill Mountain Park to see the iconic Roanoke Star, a landmark offering panoramic views of the city and surrounding mountains.
Drive to Mill Mountain Park for a visit to the Roanoke Star.
Free, 1.5 hours

12:00PM

Lunch at Local Roots

Enjoy a farm-to-table lunch at Local Roots, a restaurant highlighting the flavors of the region with seasonal and sustainable dishes.
Drive to Local Roots for lunch.
$25, 1.5 hours

2:00PM

Explore Taubman Museum of Art

Discover contemporary art at the Taubman Museum of Art, showcasing a diverse collection of works from regional and national artists.
Drive to the museum for a 2:00PM visit.
$10, 2 hours

5:00PM

Dinner at River and Rail

Indulge in a fine dining experience at River and Rail, a restaurant known for its elevated Southern cuisine and welcoming atmosphere.
Drive to River and Rail for dinner.
$50, 2 hours
View Hotel Availability