Middleburg on foot
The National Sporting Library & Museum, the bookshop and candy shop on Madison Street, the Red Fox Inn and the cider barn.
Middleburg’s downtown is Washington Street and the blocks around it. This plan starts at the west end and walks east.
The town’s information center, the Pink Box, is staffed weekdays 11 a.m. to 3 p.m. and weekends 10 a.m. to 4 p.m. In winter it closes Monday through Wednesday.
Morning · Museums and the arts
Stop 1: National Sporting Library & Museum
On The Plains Road at the west end of downtown. The town describes its collection of field sport art and history.
About 0.3 mile from the last stop, in a straight line
Late morning · Shops
Stop 2: Middleburg Books
A bookshop on South Madison Street.
Next door, or nearly
Late morning · Shops
Stop 3: Raymer’s Homemade Candies
A candy shop at 19 S. Madison Street.
Next door, or nearly
Lunch · Restaurants and bars
Stop 4: The Red Fox Inn & Tavern
The town notes the Red Fox Inn is billed as the oldest continuously operating inn in America, open since 1728.
About 0.3 mile from the last stop, in a straight line
Afternoon · Breweries, cideries and distilleries
Stop 5: Mount Defiance Cider Barn
A cider barn at the east end of Washington Street.
Numbers match the stops. The dashed line shows the order, not a route.
Parking
Free public parking at Town Hall, 10 W. Marshall St. (three hours during business hours, no limit evenings and weekends) and the Liberty Street lot, 12 S. Liberty St. (eight hours).
Sources
Stops come from the directory, where each listing shows its own sources. Other facts on this page, read on Oct. 7, 2026:
- Town of Middleburg, Make Your Escape: Visit Us
- Town of Middleburg, Shop, Dine & Stay
- Town of Middleburg, Parking
Hours change. Check each place’s own site before you go.