Virginia Capital Trail to Extend Into Colonial Williamsburg — A Major Win for Cyclists, Residents, and Regional Connectivity
As an avid cyclist and longtime Williamsburg local, I’m thrilled to share some exciting news that promises to transform our region’s trail network and strengthen Williamsburg’s connection to the broader cycling community: the Virginia Capital Trail is officially coming to Colonial Williamsburg.
This week, the Virginia Capital Trail Foundation (VCTF) and the Tidewater Trails Alliance (TTA) announced a groundbreaking partnership to extend the Capital Trail approximately 7.5 miles from Jamestown High School all the way to South England Street, bringing it directly into the heart of Colonial Williamsburg.

This extension—estimated to cost between $25 million and $33 million—will officially be branded as part of the Virginia Capital Trail and serve as a vital link between the existing trail and the proposed TRAIL757, a long-envisioned multi-use trail network spanning the Peninsula and beyond.
“Expanding the Trail to Colonial Williamsburg has long been a priority,” said Cat Anthony, Executive Director of the VCTF. “This partnership brings that vision within reach.”
We couldn’t agree more.
Having ridden nearly every mile of the current Virginia Capital Trail—from Jamestown to Richmond—this news is incredibly meaningful, both personally and professionally. Not only does this create safer and more scenic options for cyclists and pedestrians, but it also strengthens Williamsburg’s identity as a healthy, active, and connected community.
Why This Matters
Enhanced Connectivity: The new trail segment will bridge the existing Capital Trail with the proposed TRAIL757, moving us closer to a fully connected regional trail system linking Richmond to Hampton Roads. Community Investment: VCTF will fund a full-time project lead to coordinate with state and local stakeholders, while TTA continues its critical advocacy for the Peninsula and South Hampton Roads. Support Is Strong: The project already has backing from the Hampton Roads Planning District Commission, James City County, and the City of Williamsburg. Funding will come from a combination of public and private sources.
“This agreement amplifies our collective efforts and marks the next step toward a safe, accessible, and connected trail system,” added Reed Nester, Chair of the Tidewater Trails Alliance.
Current status

As a local Realtor and someone who regularly works with newcomers relocating to our area, I’ve seen firsthand how access to high-quality trails can influence home-buying decisions. People want to live in communities that prioritize wellness, recreation, and green space—and this expansion checks all those boxes.
What’s Next?
The route is still in the early planning stages, but you can view the preliminary path and learn more about the project at virginiacapitaltrail.org/CapTrailExtension.
We’ll be following the progress closely and will continue to share updates as the project advances. If you’re as excited about this as we are, consider supporting the work of the Virginia Capital Trail Foundation and Tidewater Trails Alliance—they’re doing the heavy lifting to make these visions a reality.
Until then, I’ll see you out on the trail!
Meet Your Local Guide: Mr. Williamsburg
Pssst! I’m going to let you in on a little secret… While I am a real estate agent, I’m not your average one.
I’ve built my reputation on being a local ambassador first and a Realtor second. Known throughout the region as Mr. Williamsburg, I’ve made it my mission to help people fall in love not just with a house, but with the lifestyle of Greater Williamsburg, Richmond, and Hampton Roads. Whether you’re buying, selling, or just daydreaming for now, I bring a blend of deep community insight, honest advice, and creative marketing that helps buyers and sellers get exactly where they want to go.
Curious about neighborhoods near the Virginia Capital Trail? Want to know which communities offer easy trail access, bike-friendly streets, or walkability to Colonial Williamsburg? I’d love to help.
You can call or text me anytime at 757-254-8136 or email me at John@MrWilliamsburg.com.
Warmly,
John Womeldorf
A.K.A. Mr. Williamsburg