Ultimate Virginia Road Trip

Day 1: Historic Richmond

Richmond, Virginia

8:00AM

Breakfast at Perly's

Start your day with delicious Jewish deli classics at Perly's in Richmond.
Perly's is located in downtown Richmond, a 10-minute drive from most hotels.
$$, 1 hour

10:00AM

Visit Virginia State Capitol

Explore the historic Virginia State Capitol and learn about the state's rich history.
A 5-minute drive from Perly's, with parking available nearby.
$, 2 hours

12:30PM

Lunch at L'Opossum

Indulge in eclectic French-influenced Southern cuisine at L'Opossum.
A 15-minute drive from the Capitol, in the Oregon Hill neighborhood.
$$$, 1.5 hours

2:30PM

Visit Maymont Park

Spend the afternoon exploring the beautiful gardens and wildlife at Maymont Park.
Maymont Park is a 20-minute drive from L'Opossum.
Free, 2 hours

5:00PM

Check-in at Quirk Hotel

Relax and refresh at the stylish Quirk Hotel in downtown Richmond.
Quirk Hotel is centrally located for easy access to dining and nightlife.
$$$, N/A

7:00PM

Dinner at The Roosevelt

Enjoy a farm-to-table dining experience at The Roosevelt for dinner.
The Roosevelt is a short walk or drive from Quirk Hotel.
$$$, 2 hours
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Day 2: Charming Charlottesville

Charlottesville, Virginia

8:00AM

Breakfast at MarieBette Café

Start your day with delicious pastries and coffee at MarieBette Café in Charlottesville.
MarieBette Café is located in the downtown area, a 10-minute drive from most hotels.
$$, 1 hour

10:00AM

Explore Monticello

Visit Thomas Jefferson's historic Monticello estate and gardens for a glimpse into American history.
Monticello is a 15-minute drive from MarieBette Café.
$$, 2 hours

12:30PM

Lunch at The Local

Savor locally-sourced, seasonal dishes for lunch at The Local restaurant.
The Local is a short drive from Monticello, in the Belmont neighborhood.
$$, 1.5 hours

2:30PM

Stroll the Historic Downtown Mall

Explore the charming shops, restaurants, and galleries along Charlottesville's Historic Downtown Mall.
The Mall is within walking distance from The Local.
Free, 2 hours

5:00PM

Check-in at The Clifton

Unwind at the luxurious Clifton Inn, nestled in the countryside outside Charlottesville.
The Clifton is a short drive from downtown Charlottesville, offering a peaceful retreat.
$$$, N/A

7:00PM

Dinner at The Ivy Inn

Enjoy a fine dining experience at The Ivy Inn, known for its elegant cuisine and cozy ambiance.
The Ivy Inn is a scenic drive from The Clifton, offering a taste of Virginia's culinary delights.
$$$, 2 hours
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Day 3: Relaxing Virginia Beach

Virginia Beach, Virginia

8:00AM

Breakfast at Citrus

Start your day with a refreshing breakfast overlooking the ocean at Citrus in Virginia Beach.
Citrus is located along the boardwalk, a short walk from many beachfront hotels.
$$, 1 hour

10:00AM

Visit First Landing State Park

Explore the natural beauty of First Landing State Park with hiking trails and beach access.
First Landing State Park is a 20-minute drive from Citrus, offering a peaceful retreat.
$, 2 hours

12:30PM

Lunch at Waterman's Surfside Grille

Enjoy fresh seafood and beach vibes for lunch at Waterman's Surfside Grille.
Waterman's is located on the beachfront, a short walk from First Landing State Park.
$$, 1.5 hours

2:30PM

Relax on the Beach

Spend the afternoon soaking up the sun and enjoying the waves on the sandy shores of Virginia Beach.
Virginia Beach's boardwalk offers easy access to the beach from Waterman's.
Free, 2 hours

5:00PM

Check-in at The Cavalier Hotel

Experience luxury and history at The Cavalier Hotel, a landmark in Virginia Beach.
The Cavalier Hotel is located on the oceanfront for stunning views and upscale amenities.
$$$, N/A

7:00PM

Dinner at Terrapin Restaurant

Indulge in coastal cuisine and creative dishes at Terrapin Restaurant for dinner.
Terrapin is a short drive from The Cavalier Hotel, offering a culinary delight to end your road trip.
$$$, 2 hours
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