Virginia is the perfect vacation spot for lovers of wine, lavish scenery, quaint small towns, and historic sites. When you choose to visit Virginia for your romantic weekend getaway, you’re in for an unforgettable time. From charming historic homes to cozy cabins beside a creek, there are numerous Virginia vacation rentals to choose from. Here are the eight best cities and towns in Virginia to enjoy a romantic weekend trip.
Take a leisurely drive along Skyline Drive or the Blue Ridge Parkway, and feel the warm breezes that welcome you to the Shenandoah Valley, a centrally located Virginia vacation destination. Waynesboro is a designated Appalachian Trail Community, so if you love to hike, 682 miles of trails and over 100 overlooks afford you sweeping vistas of the valley. Wander through the Plumb House to experience the history of the Civil War era in one of the city’s oldest dwellings. Don’t miss a trip to one of the wineries or breweries, and enjoy a romantic evening meal at the EBF Smokehouse or tasty crab legs at Ming Garden.
This southwest Virginia getaway is an outdoor lover’s paradise with spectacular Appalachian mountain views. Relax on the outdoor deck of your cabin and fall asleep next to your sweetheart lulled by the quiet waterfall symphony outside your door. Take a hike along the Appalachian trail, or stroll through the Bunker Hill Civil War cemetery. The north-flowing New River has a renovated boat landing and fishing pier. Wind up your day enjoying a fabulous farm-to-table meal at the Harvest in nearby Pembroke.
This small town was visited by Civil War generals Robert E. Lee and Stonewall Jackson. You can stroll through the lovely James Madison Montpelier home, explore the historic buildings, and follow the forest trails on the property. Rent a cozy studio on Lake Anna, and set out on an adventure from the privacy of your own boat slip. Take a Civil War driving tour through six battlefields, or wander through the countryside on a Wine Trail adventure. Snuggle over steak and seafood in the splendor of an antique-filled, 1920s mill at the Silk Mill Grille.
4. Virginia Beach
Spend a romantic weekend wandering along the 3-mile boardwalk in this southeastern coastal city where the Chesapeake Bay shakes hands with the Atlantic Ocean. Enjoy a picnic lunch in the First Landing State Park that marks the 1607 arrival of the Jamestown colonists from England. The Virginia Aquarium is a wonderful place to learn about local ocean life, and the False Cape State Park is a maritime forest preserve with numerous trails. Enjoy a romantic dinner at the upscale farm-to-table Terrapin restaurant, or eat Italian next to the charming piano bar at Aldo’s Ristorante.
Take a leisurely hike along the Appalachian Trail in this beautiful, centrally located town that is nestled in the Shenandoah Valley. Fly fishing and horseback riding are popular pastimes, and the Virginia Museum of Fine Arts offers a variety of cultural activities. Located on the Virginia Military Institute’s campus, the Stonewall Jackson Museum is a fun place to learn more about this Civil War general’s life as a professor and church leader. Partake in iconic Southern fare in an intimate ambiance at the Bistro on Main, a historic storefront building.
6. Chincoteague Island
Coastal Living Magazine named this charming town “America’s Happiest Coastal Seaside Town.” The island is off the eastern shore of Virginia and wildlife viewing tops the bucket list of not-to-be-missed activities. Climb aboard Captain Dan’s boat, and head out for an informative and fun around-the-island tour. Pods of frisky dolphin glide alongside the boat, while ponies graze in the meadows, and eagle’s fly overhead. For a very romantic, upscale dinner that includes seafood and Italian fare, head over to AJ’s on the Creek.
This quiet village sits on the tranquil banks of Carter’s Creek less than 60 miles from Williamsburg and Jamestown. It’s easy to find a cozy rental along the creek. You can lounge on the cabin’s deck and view osprey, eagles, and herons nest and hunt along the water’s edge. Take a stroll through the lovely creekside neighborhoods at sunset, and be sure to stop and smell the flowers in the well-tended gardens. Indulge in fresh fish, oysters, and blue crabs and sample award-winning wines in the village vineyard. Play a round of golf at one of the local courses, or book a boat cruise on the beautiful Chesapeake Bay and let the wind blow through your hair. Cap off your day with a lovely meal at Nate’s Trick Dog Cafe, a warm and cozy little restaurant with extraordinary food.
Charlottesville is a charming combination of rich vineyards, forests, and a sophisticated downtown mall called The Corner. Take a drive along the 105-mile stretch that runs the entire length of the Shenandoah National Park, which is especially gorgeous when the Blue Ridge mountain leaves change color during the fall. Monticello, the home of Thomas Jefferson, has a wonderful museum and cafe where you can relax. Recently named one of the most romantic restaurants in town, the Fleurie lives up to storied French romance with caviar, lobster bisque, pan-seared scallops, and to-die-for chocolate brulee.
Ready to go? Check out these amazing Virginia vacation rentals on Tripping.com.