August 7, 2021
Middleburg, VA
Sara & Cory
Things To Do
Greenhill Winery & Vineyards
23595 Winery Lane, Middleburg, VA 20117, (540) 687-6968
Grab a glass of wine on the covered front porch with a great view of the mountains. You may want to make reservations for larger groups.
Cana Vineyards and Winery of Middleburg
38600 John Mosby Highway, Middleburg, VA 20117, (703) 348-2458
Don't miss the wine slushies! Beautiful open air pavilion and view.
King Street Oyster Bar
1 East Washington Street, Middleburg, VA 20117, (540) 883-3156
This is a great spot to grab lunch or dinner. Located right across from the Red Fox. Indoor and outdoor seating.
Middleburg Common Grounds
114 West Washington Street, Middleburg, VA 20117, (540) 687-7065
Cute coffee spot with plenty of outdoor seating.
Greenheart Juice Shop
19 East Washington Street, Middleburg, VA 20117, (540) 687-5044
Bowls, smoothies and juices. Delicious.
Shop in downtown Middleburg
Antiques, clothing boutiques and more. There are lots of great shops along Washington and the surrounding streets.
Boxwood Estate Winery
2042 Burrland Lane, Middleburg, VA 20117, (540) 687-8778
Located minutes from downtown Middleburg.
The Red Fox Inn & Tavern
2 East Washington Street, Middleburg, VA 20117, (540) 687-6301
Delicious food. Reservations recommended.
Red Bar Sushi
16 East Washington Street, Middleburg, VA 20117, (540) 326-8900
Cute sushi spot perfect for a more casual lunch or dinner.
Lost Barrel Brewing
36138 John Mosby Highway, Middleburg, VA 20117, (540) 326-4631
Large brewery with lots of outdoor space and food.
Mt. Defiance Cider Barn
495 East Washington Street, Middleburg, VA 20117, (540) 883-3176
Chrysalis Vineyards
39025 John Mosby Highway, Middleburg, VA 20117, (540) 687-8222
For all the days along the way