26th Anniversary Tour de Chesapeake 2025

Mathews, VA

May 17, 2025

Located in Mathews, VA, on the beautiful Chesapeake Bay, the Tour de Chesapeake cycling event, now in its 26th year, offers rural, flat roads that all lead to water.  There are 4 concise routes, each around 25 miles, which take cyclists from our own Gwynn's Island to Bethel Beach to the New Point Lighthouse.  Each route has fully stocked rest stops, SAG support and lovely views galore! You may ride any route as many times as you like to add up the miles! 

We are the only ride that offers a WATER TAXI on an authentic Chesapeake Bay Deadrise within one of the routes!  Our ride culminates on Saturday evening with a Seafood Feast and Party at the Wharf, at the Riverfront Pavilion at historic Williams Wharf Landing.

More info here.

34th Annual Wilderness Road Ride

Bisset Park - 49 Berkley Williams Dr, Radford, VA - Shelter #2

Saturday, May 24, 2025

The Wilderness Road Ride is a scenic and historical adventure that follows part of Daniel Boone’s Wilderness Road. This is a recreational ride on paved roads for all cycling levels to enjoy, with something for everyone - 5 routes to choose from ranging from a 26 mile relaxed journey for novices and e-bikes to a century challenge for the fittest cyclist. This is a great ride for cyclists of all ages and athletic abilities. The Wilderness Road Ride gran fondo is Saturday, May 24, 2025.

All routes will start and finish at Bisset Park, shelter #2, right, alongside the New River. Non-riders can enjoy beautiful Bisset Park, the New River, and downtown Radford, while their families and friends are out riding. Fully supported aid stations will be positioned at regular intervals along the course and the start/finish location. Aid stations will be supplied with Heed Hammer Nutrition fuel, as well as water and plenty of other snacks. SAG vehicles will be on the course for emergencies.

All pre-registered riders are guaranteed a technical t-shirt and other goodies. Detailed maps and cue sheets will be available at the start of the ride. You can also upload the routes to your device from the Course Maps tab.

More info at https://wildernessroadride.org/