Few places capture the spirit of coastal New England like Martha’s Vineyard—and there’s no better way to experience its beauty than on two wheels. Whether you’re a seasoned cyclist or a casual rider looking to explore, the Vineyard’s scenic trails, charming towns, and ocean views make it a true biking paradise.
The Joy of Vineyard Cycling
Cycling around Martha’s Vineyard offers something for everyone. The island’s rolling hills, quiet roads, and dedicated bike paths connect beaches, harbors, and historic villages with ease. You can start your morning with a seaside ride through Oak Bluffs, stop for a coffee in Edgartown, and finish your day with sunset views at Menemsha Beach—all without ever getting behind the wheel.
Best Routes and Trails
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State Forest Loop (10 miles): A smooth, car-free trail that winds through lush woodlands, perfect for families and beginner riders.
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Edgartown to Katama Beach (3 miles): Ride past beautiful salt marshes and end with a dip in the Atlantic.
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Vineyard Haven to Oak Bluffs (6 miles): A classic coastal route that hugs the shoreline, offering sweeping ocean views and plenty of photo ops.
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Up-Island Adventure (20+ miles): For experienced riders, the hilly terrain of Chilmark and Aquinnah rewards you with breathtaking vistas and quiet country roads.
Off-Road Adventures: Mountain Biking the Vineyard
For those who crave a little more adrenaline, Martha’s Vineyard also offers hidden gems for mountain biking. While the island is best known for its gentle paved paths, there are plenty of off-road trails that take riders deep into nature.
One of the most rewarding spots is Cedar Tree Neck Sanctuary in West Tisbury. Its network of forest trails winds through ancient oaks, mossy ridges, and quiet ponds before opening up to dramatic views of Vineyard Sound. The terrain varies from smooth dirt paths to rocky climbs and root-filled singletracks—perfect for intermediate to advanced riders looking for a challenge.
Other off-road highlights include:
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Waskosim’s Rock Reservation: A rugged, scenic preserve with rolling hills, granite boulders, and technical terrain.
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Manuel F. Correllus State Forest: Beyond the paved loop, the interior woods hide narrow dirt paths ideal for mountain biking exploration.
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Tisbury Meadow Preserve: Gentle unpaved trails that are great for a relaxed off-road ride surrounded by open fields and forest.
These trails offer a wilder side of the Vineyard—quiet, untamed, and far from the bustle of summer crowds.
Gear Up Locally: Brickyard Bicycles
Before hitting the trails, be sure to stop by Brickyard Bicycles in Vineyard Haven. Locally owned and deeply connected to the island’s cycling community, Brickyard offers rentals, repairs, and expert advice for riders of all skill levels. Whether you need a high-performance mountain bike for Cedar Tree Neck or a comfortable cruiser for the State Forest loop, their friendly team will help you find the perfect ride—and share insider tips on the best local routes.
Supporting local shops like Brickyard Bicycles not only ensures your bike is road-ready, but also helps sustain the island’s vibrant outdoor community.
Where to Stop and Explore
Cycling gives you the freedom to discover the Vineyard’s hidden gems. Park your bike at Morning Glory Farm for fresh produce and pastries, explore the galleries of West Tisbury, or visit the Gay Head Cliffs for panoramic ocean views. With so many local attractions within easy reach, every ride feels like its own adventure.
Tips for Your Ride
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Rent or service locally: Shops like Brickyard Bicycles make it easy to stay road-ready.
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Plan ahead: Summer can be busy—start early to enjoy quieter roads.
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Stay safe: Wear helmets, bring water, and use lights if riding at dusk.
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Respect nature: Stick to designated trails and leave no trace.
Living the Vineyard Lifestyle
For many residents, cycling isn’t just recreation—it’s part of island life. With easy access to shops, beaches, and restaurants, it’s an eco-friendly way to get around and truly connect with the Vineyard’s laid-back rhythm.
