things to do in Charles Town, WV

Explore the haunted side of West Virginia's oldest town

Float 4.75 miles of the Shenandoah with a guide rowing and snacks on board

Explore local brews and spirits without taking a turn behind the wheel

Experience the best of Sonoma's wine country with our Private Winery Tour Service. Travel in style with up to 6 passengers, as our expert guides whisk you away on a bespoke 6-hour tour of three hand-picked wineries.

Reach rarely fished water with Captain Bryan

Taste every spirit McClintock makes in one flight

Cruise the Washington & Old Dominion Trail with a half- or full-day e-bike rental

Share a candlelit evening of gothic mystery, rock music, and Poe-inspired food and drink

Unwind with soothing sounds carried through air and water

Paddle the Shenandoah River for 4 hours with your choice of kayak, canoe, or paddleboard

See Virginia's countryside from a new perspective

Explore centuries of history with a local's perspective

Explore an award-winning distillery and try spirits fresh from the still

Ride the Washington & Old Dominion Trail to brunch in Purcellville

Sip your way along the Loudoun Heights Wine Trail with reserved winery seating

Ride the W&OD Trail to local craft brewery tastings

Ride country roads between three Loudoun County wineries

Relax on a 5-mile Shenandoah River float with beginner-friendly Class I–II water

Gentle rapids and relaxed floats near Shenandoah National Park

Celebrate the season with a rolling Christmas party

Taste farm-raised Wagyu with a guided cattle-farm tour and optional local wine pairings

Discover holiday movie locations and the Christmas stories behind Dahlonega

Farm pizza, changing menus, and time to wander

Relaxing 3-mile float with easy Class I water—ideal for learning to paddle