Goosecup Coffee Shop

This easy 21.4-mile (34.5 km) road cycling loop on the W&OD Trail offers a delightful journey through Virginia's rolling farmland, often canopied by trees and providing distant views of the Blue Ridge Mountains. You'll ride on a mostly level, well-paved asphalt path, experiencing a gradual climb over Catoctin Mountain through Clark's Gap, where you can spot a historic stone arch, before a relaxed downhill return. With only 776 feet (237 metres) of elevation gain and an estimated duration of 1 hour and 25 minutes, it's a perfect, accessible ride for nearly any fitness level.

Starting conveniently near the Goosecup Coffee Shop in Leesburg, this route is known for being quieter and less congested than other W&OD sections, offering a more serene cycling experience. Both Leesburg and Purcellville, the towns connected by the loop, provide ample amenities like restaurants and bike shops, making it easy to plan your stops. The consistently smooth surface is ideal for road bikes, ensuring a comfortable and enjoyable ride.

The W&OD Trail itself follows an old railroad route, with historical markers and features like the 1867/1868 stone arch at Clark's Gap adding character to the ride. Beyond the paved path, a parallel crushed-stone trail often runs alongside, offering glimpses of local wildlife and horses grazing in cornfields, enhancing the rural charm. This particular section stands out for its scenic beauty and relaxed atmosphere, making it a local favorite.