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Virginia Capital Trail

The Virginia Capital Trail is a dedicated cycling and pedestrian trail that links the colony of Virginia’s first capital, Jamestown, with the state’s current capital, Richmond. It was constructed between 2006 and 2015, with the 52-mile-long route highlighting the region’s fascinating history and natural wonders, as well as its picturesque wineries.  We offer  2-day self-guided bike tours and a 3-day self-guided bike tour on this trail.

It follows the Route 5 Virginia Byway, which is not only the corridor of America's first westward expansion but also the oldest inland transportation route in North America. Interpretive signage along the way helps to bring this heritage to life while there are plenty of cycling and pedestrian amenities (fix-it stations, restrooms, and shelters) that make it a leisurely adventure.

From Williamsburg, the trail follows the Colonial Parkway to Jamestown Island where the first English settlement was established in the New World. It then crosses the Chickahominy River before passing several original plantations and the former homes of presidents John Tyler and William Henry Harrison. Cycle past numerous battlefields from the Civil and Revolutionary Wars before returning to the banks of the James River where the trail ends at the downtown flood gates of Richmond’s Great Shiplock Park.

Virginia Capital Trail Bike Tours