Talbot County roads offer classic Eastern Shore scenery. From the ever changing seasonal views of farmland to the ever present sights of the Chesapeake Bay, and the wildlife it supports, you’ll always find something new to discover on your ride. Here is our guide on where to ride, when to ride, and other hints to get you on your way!
Where to Ride
Truth be told, all roads in Talbot County lead to beautiful forested areas, vast water views, and farm landscapes. But, we’ve created special journeys where you’ll find quaint towns with beautiful old churches and ancient cemeteries, and learn a little history about our region and the nation’s origins.
Our bicycle map details six routes ranging from 26.7 miles to 38.2 miles, each with a different theme including Chesapeake Views, Cemetery Quest, and even a trail that highlights jousting (Maryland’s state sport).
Chesapeake Country All-American Road
The Chesapeake Country All-American Road, a 400-mile scenic byway that ambles through the Eastern Shore, showcases Talbot County’s miles of tidal shoreline, verdant fields and forests, and vibrant small towns. The spine of the byway follows U.S. Route 50 through much of the county, but sidetracks will take you right to the water’s edge for spectacular Chesapeake views.
Meet New Friends at These Cycling Events
These popular spring rides give you a view of Talbot County you might not otherwise experience by car.
Each May, the C3-Chesapeake Cycling Club produces the C3 Tri-County Classic with 39.2 and 65.7 mile rides traversing the scenic roads of Talbot, Queen Anne’s, and Caroline Counties. Highlights include a stint through Tuckahoe State Park, ride on the Oxford-Bellevue Ferry, and a finish line party full of fabulous food, beer, music, and ice cream!
Produced by Talbot Thrive, the Tour de Talbot is held in early June and takes you through the scenic roads and byways of Talbot County. A choice of three distances, 30, 40 or 62.5 miles, wind through flat farmland, offer water views, and take you across wooden bridges. The 40 and 62.5 mile routes take you on the Oxford-Bellevue Ferry.
Where to Rent or Purchase Equipment
Whether here for a professional-level ride or visiting for leisure, there are places to purchase a new bicycle or equipment, or to rent a bike to pedal around the local area.
In Easton and Oxford
Easton Cycle and Sport
In St. Michaels
Shore Pedal & Paddle
On Tilghman Island
Tilghman Island Marina
Where to Stay and Where to Refuel
There are so many roads to travel in Talbot County, why not stay for a few days and get a full experience. To refuel, plan your ride around visiting any of these local restaurants!
