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Deerfield Dirt Road Randonnée (D2R2) 2026

Deerfield Dirt Road Randonnée (D2R2) 2026

Presented by Franklin Land Trust · Updated July 2026
Gravel Mixed Surface
Deerfield, Massachusetts
Aug 19, 2026
Solo Timed Ride Ultra Rolling Gravel Dirt Road Mixed Surface

Family Ride

Distance
12 miles
Terrain
dirt-road
Short

180K

Distance
180km
Terrain
gravel
Long

About This Event

For gravel cycling enthusiasts, the Deerfield Dirt Road Randonnée (D2R2) 2026 stands as a beacon of adventure, camaraderie, and breathtaking scenery. Held annually in western Massachusetts, D2R2 has become a mecca for cyclists seeking a true gravel cycling challenge, enveloped in the mesmerizing beauty of the region’s remote countryside. Strambecco rates the event as one of New England’s best gravel cycling events.

The Deerfield Dirt Road Randonnee (D2R2) offers an array of route options that cater to all levels of cyclists. Ranging from a 12-mile Family Ride to the legendary 180K, each course presents participants with a mix of dirt roads, gravel trails, and panoramic vistas that showcase the natural beauty of western Massachusetts.

The 180K, the event’s signature route, is legendary for its challenging terrain and captivating beauty. With significant climbs and thrilling descents, riders traverse the narrowest, twistiest, and quietest roads, making this an unforgettable experience. Though not a traditional race, riders often find themselves mesmerized by the grand tour of Franklin County’s secret back roads, ensuring they embark on a full-day adventure like no other.

D2R2 is a randonnée-style event, allowing riders to set their own pace, soak in the breathtaking scenery, and connect with fellow cyclists in a non-competitive atmosphere. Maintaining its grassroots feel, D2R2 remains true to its original character, emphasizing a self-sufficient journey for riders to navigate their routes.

Beyond the pursuit of gravel cycling excellence, D2R2 carries a deeper purpose. The event organizers are committed to supporting local conservation efforts, making it a key fundraiser for the Franklin Land Trust’s land preservation endeavors in the region.

The Franklin Land Trust (FLT) is a non-profit organization dedicated to the preservation and protection of the rural landscapes, agricultural lands, and natural resources of western Massachusetts. With a mission to conserve land that contributes to the ecological and cultural vitality of the region, FLT works closely with landowners and communities to ensure that cherished forests, farmland, and open spaces remain intact for future generations.

One of the signature events organized by the Franklin Land Trust is the Deerfield Dirt Road Randonnée (D2R2), a challenging and picturesque cycling event on the rural roads and dirt trails of Franklin County. D2R2, known for its rugged beauty, demanding terrain, and minimalistic approach, offers a variety of routes ranging from 20 miles to 180 kilometers, providing options for cyclists of varying skill levels. The event has earned a reputation for being one of the country’s most scenic and rewarding gravel rides, with routes that wind through unpaved roads, covered bridges, and rolling farmlands.

Proceeds from D2R2 support the Franklin Land Trust’s ongoing conservation efforts, making the event a physical challenge for participants and a meaningful contribution to land preservation. Through events like D2R2, FLT raises awareness of the importance of maintaining the region’s natural beauty and environmental health.

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