🏛️ CulturalWeekend · from Washington, DC

Historic Taverns & Riverside Stone

Step back in time through centuries-old taverns and riverside charm where American history whispers from cobblestone streets and historic landmarks.

Day 1 — LeesburgDay 2 — Shepherdstown
Day 1 — Leesburg

Day 1 — Leesburg

🚗 58 min driving📍 3 stops
🌅
Morning
🚗
Drive
Washington, DC → Leesburg
57 min8:00 AM → 8:57 AM
Leesburg
Leesburg
Colonial courthouse town with tree-lined Main Street, art galleries in restored historic buildings, and farm-to-table restaurants anchored by the Loudoun Museum and thriving wine bar scene
8:57 AM📍 See location
🌙
Evening
🚗
Drive
Leesburg → Goosecup
1 min5:00 PM → 5:01 PM
Goosecup
Goosecup
★ 4.5
5:01 PM📍 See location
🛏️
Find lodging near Leesburg
Book somewhere to sleep before Day 2 — search hotels or Airbnb in the Leesburg area.
Day 2 — Shepherdstown

Day 2 — Shepherdstown

🚗 2 hr 52 min driving📍 3 stops
🌅
Morning
🚗
Drive
Leesburg → Shepherdstown
45 min8:00 AM → 8:45 AM
Shepherdstown
Shepherdstown
Appalachian college town on the Potomac with bohemian bookshops and galleries, the historic Shepherdstown Presbyterian Church and Opera House, and independent restaurants serving the Shepherd University crowd
8:45 AM📍 See location
☀️
Afternoon
🚗
Drive
Shepherdstown → Harpers Ferry National Historical Park
14 min12:00 PM → 12:14 PM
Harpers Ferry National Historical Park
Harpers Ferry National Historical Park
12:14 PM📍 See location
🌙
Evening
🚗
Drive
Harpers Ferry National Historical Park → Rumsey Tavern
14 min5:00 PM → 5:14 PM
Rumsey Tavern
Rumsey Tavern
★ 4.1
5:14 PM📍 See location
🚗
Drive
Rumsey Tavern → Washington, DC
1 hr 39 min6:14 PM → 7:53 PM
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