Weekend Getaways from Virginia Beach: An Unforgettable Itinerary
Embark on a journey of discovery with these ten incredible weekend getaways from Virginia Beach, each offering its own unique charm and attractions. Start your adventure with the living history town of Williamsburg, where colonial reenactments and vibrant shops evoke America’s past. Continue to the Outer Banks, NC, where pristine beaches and wild horses await. Explore Richmond for its dynamic arts, food, and historic sites, or head to Chincoteague Island to witness wild ponies and serene wildlife refuges.
Travel to Shenandoah National Park for breathtaking mountains, scenic drives, and abundant trails, or immerse yourself in national history at Washington, DC’s iconic monuments and museums. Discover Charlottesville’s lush vineyards, Jefferson’s Monticello, and a lively college town vibe. Visit Assateague Island National Seashore for unspoiled beaches and free-roaming wild horses. Relax in Cape Charles, a charming bayside town with beautiful sunsets and friendly faces, and finish your adventure in Norfolk, a vibrant waterfront city with world-class museums and botanical gardens. Each destination promises refreshing experiences and memorable moments, perfect for a rejuvenating escape from Virginia Beach.
Recommended Activities
- 1
Williamsburg, VA
Experience living history at Colonial Williamsburg, enjoy unique shops and traditional taverns, and explore nearby attractions like Busch Gardens amusement park and Jamestown Settlement. - 2
Outer Banks, NC
Relax on beautiful, uncrowded beaches, discover charming coastal towns, see the Wright Brothers National Memorial, and enjoy outdoor activities like kite flying, lighthouse tours, and wild horse watching. - 3
Richmond, VA
Explore a vibrant arts and food scene, tour Civil War-era historic sites, stroll through scenic parks and gardens along the James River, and visit renowned museums like the Virginia Museum of Fine Arts. - 4
Chincoteague Island, VA
Visit for its charming small-town atmosphere, unique wild ponies, beautiful beaches, and the chance to explore Chincoteague National Wildlife Refuge with its diverse wildlife and scenic trails. - 5
Shenandoah National Park
Ideal for hiking, breathtaking mountain vistas, scenic Skyline Drive, cascading waterfalls, and abundant wildlife—all within a tranquil and picturesque natural setting. - 6
Washington, DC
Explore world-class museums and monuments on the National Mall, vibrant neighborhoods with diverse dining, the historic Capitol, and free entry to many renowned attractions. - 7
Charlottesville, VA
Visit for its blend of history, culture, and natural beauty, including Thomas Jefferson's Monticello, scenic vineyards, the University of Virginia campus, and a lively downtown area. - 8
Assateague Island National Seashore
Experience pristine beaches, swim in the Atlantic, see wild horses roaming free, and enjoy outdoor adventures like kayaking, hiking, and bird watching in a unique coastal ecosystem. - 9
Cape Charles, VA
Enjoy the laid-back charm of this bayside town with its lovely beaches, historic downtown, fresh seafood, golf courses, and beautiful sunsets over the Chesapeake Bay. - 10
Norfolk, VA
Discover a vibrant waterfront city with attractions like the USS Wisconsin battleship, engaging museums, beautiful botanical gardens, lively arts and dining scenes, and easy access to beaches.
Restaurants
Food For Thought
Located in Williamsburg, this restaurant features thought-provoking quotes on the walls and a diverse menu with creative twists on classic American dishes.$$$$The White Dog Bistro
Set in an 1840s mansion in Mathews, this bistro offers inventive cuisine and an eclectic, dog-themed decor for a whimsical dining experience.The Shack on 8th
In Virginia Beach, The Shack is an open-air spot with tropical vibes, games, and local seafood served in a lively, beachy atmosphere.$$$$Leaping Lizard Cafe
A quirky, farm-to-table cafe in Virginia Beach, this spot is in a charming cottage filled with antiques and offers locally sourced, seasonal cuisine.$$$$The Grilled Cheese Bistro
Located in Norfolk, this eatery specializes in creative, gourmet grilled cheese sandwiches in a hip, eclectic setting.$$$$
Hotels
Local Events & Happenings

2026 WHELEN MODIFIED TOUR GENERAL ADM
The event will take place at Richmond Raceway in Richmond.
2026 WHELEN MODIFIED TOUR GENERAL ADM
The event will take place at Richmond Raceway in Richmond.

2026 Modified Suite View
The event will take place at Richmond Raceway in Richmond.
2026 NCTS SEAT CUSHIONS
The event will take place at Richmond Raceway in Richmond.
2026 Richmond NASCAR CRAFTSMAN TRUCK SERIES Admiss
The event will take place at Richmond Raceway in Richmond.
2026 Truck Series Suite View
The event will take place at Richmond Raceway in Richmond.
2026 CRAFTSMAN TRUCK SERIES TORQUE CLUB
The event will take place at Richmond Raceway in Richmond.
2026 CRAFTSMAN TRUCK SERIES VICTORY LANE CLUB
The event will take place at Richmond Raceway in Richmond.
2026 NASCAR One fueled by Elevate
The event will take place at Richmond Raceway in Richmond.
2026 CRAFTSMAN TRUCK SERIES ADMISSION
The event will take place at Richmond Raceway in Richmond.
2026 CRAFTSMAN TRUCK SERIES INFIELD FANGROUNDS
The event will take place at Richmond Raceway in Richmond.
Travel Gems from Reddit
Weekend trip recommendations?
10 votes, 23 comments. Anyone have any recommendations for good weekend trips? The only criteria is that its within a 5-6ish hour drive maximum, and
Weekend Getaway
A place for all residents and visitors of Virginia Beach to discuss the area, ask questions, make announcements, and etc. ... I'm looking for a couple of good weekend getaway ...
Fun weekend trip from Virginia Beach?
Hi everyone! I live in New York and will be visiting friends from Virginia Beach, and while I'm there we're interested in spending a few days in
What's the best weekend vacation spot in Virginia that's not Virginia Beach?
Hey guys, so me and 5 others (3 couples) have decided to visit Virginia in July for vacation, and I was just wanting some suggestions on where to
Looking for suggestions for a weekend trip to Virginia
Hi hi! I'm planning a weekend trip for two to Virginia. I'd appreciate any recommendations you can share. These are the Virginia cities I'm