Watershed Ride Weekend

Make A Weekend of “The Prettiest Ride in New England!” 

The Watershed Ride takes you along beautiful coastal scenes, cranberry bogs, farms, streams and forestsat the best time of the year on Cape Cod and the South Coast. With 100-, 41- and 20- mile routes, there is a route for you. Everyone converges at an epic finish line party in Woods Hole.

Where to Stay

100-, 41- & 20 Mile Riders

Stay in the charming village of Woods Hole. We’ll transport you and your bike to the starting lines in the morning. When registering for the Ride, choose the morning shuttle option to your chosen start line. 

The Woods Hole Inn and the Treehouse Lodge will be giving our Riders 10% off bookings the weekend of the Ride. Code: watershedride

41 Mile Riders

Stay in vibrant downtown New Bedford with its cobblestones, history and bustling art scene. The start of the 41-mile route is just 7 miles away. When registering, choose the afternoon shuttle option back to Red Brick Farm. If you mention the Buzzards Bay Watershed Ride when making reservations at the New Bedford Harbor Hotel, you’ll get a reduced nightly room rate of $179. 

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Photos: Maggie by the Millimeter

What to Do

New Bedford Experiences

Join a local food tour or explore on your own! If you don’t know where to start, we recommend checking out this list of locally-owned restaurants on the South Coast. If you’re interested in finding additional cultural events during your stay, check out the New Bedford events calendar!

Woods Hole Experiences

Check out the free Falmouth Jazz stroll taking place on October 4 or book yourself a Woods Hole Island Tour! Discover local restaurants, experiences, and more here.

More Outdoor Exploration

We have several website resources so you can explore the best of the region. For more events, check out our “Bay Adventures”calendar
for more trails and things to do, check out our “Places to Discover” page.