Top Five Weekend Motorcycle Trips from Washington, DC

1. Canaan Valley, WV – Appalachian Escape

Twisty roads, mountain vistas, and the cool air of the Canaan Valley make this 440-mile round trip unforgettable. Start with breakfast at Busboys and Poets in DC, wind through Route 50’s scenic towns, and carve the curves of Skyline Drive before overnighting in Davis, WV. Don’t miss Blackwater Falls State Park—one of West Virginia’s most photogenic spots—and keep your eyes peeled for deer at dusk.

Ride Tip: Pack rain gear—summer showers are common in the mountains.

2. Deep Creek Lake, MD – Lakeside Adventure

At 400 miles round trip, this two-day journey combines tight mountain curves with relaxing lakeside stops. Roll out via Route 9 to historic Harper’s Ferry, then press on through the Appalachians to Deep Creek Lake. Break for local brews and wood-fired pizza at Mountain State Brewing Co. before looping back through Savage River and Swallow Falls.

Ride Tip: Early mornings beat peak tourist traffic at Deep Creek.

3. St. Michaels, MD – Eastern Shore Serenity

Swap pavement for coastal calm on this 170-mile round trip to Maryland’s Eastern Shore. Cross the Chesapeake Bay Bridge early to dodge traffic and winds, then explore maritime heritage in St. Michaels. Fresh crab at The Crab Claw, a stroll on the Nature Trail, and a sip at St. Michaels Winery round out day one. Take the scenic route home through Blackwater National Wildlife Refuge.

Ride Tip: Pack light rain gear—summer squalls sneak up fast.

4. Gettysburg & South Mountain Loop – Historic Twisties

History buffs and twisty-road fans unite on this 180-mile loop. Ride Route 15 through Frederick to Gettysburg’s battlefield, then pay respects at Eisenhower’s farm and Devil’s Den. Overnight near the battlefield before heading back through the winding roads of South Mountain and Catoctin Mountain Park.

Ride Tip: Avoid peak Sunday traffic returning to DC.

5. Skyline Drive to Luray/Waynesboro – Shenandoah Splendor

This 420-mile circuit is a true Skyline classic. Enter Shenandoah National Park at Front Royal and let Skyline Drive’s overlooks do the talking. Pause for lunch at Big Meadows Lodge, tour the magical Luray Caverns, then overnight in Waynesboro. Return via Charlottesville and Monticello, with a final stretch back to the National Mall.

Ride Tip: Fuel up before Skyline—gas is scarce once you’re in.

Ready to Roll?

Your next perfect weekend is waiting just beyond the city limits. Pick your direction—mountains, lakes, coast, or history—and let these routes remind you why you ride. Adventure, after all, is only a throttle twist away.