Ride for the Land

The original gravel grinder returns August 17, 2024

Ride for the Land

The original gravel grinder returns August 17, 2024

The Deerfield Dirt-Road Randonnee was conceived in the 1990's as just a favorite dirt-road loop in the hilltowns of Franklin County, Massachusetts.

Since its birth as an organized event in 2005, many have hailed D2R2 as the hardest, most beautiful, most fun, most traffic-free, most unique, and overall best ride that they have ever done.

It's a community, not a competition.

The narrowest, oldest, twistiest, quietest, and most-scenic roads available.

Wide range of courses for novices to the world's strongest riders.

Self-sufficient riding, without motorized crew vehicles.

No prizes for anything, other than gags. No finish results.

The food (and drink, and music, and bonfire) matter just as much as the routes.

The route up the hill was dirt in some stretches and asphalt in others. We slogged upward through one ageless, panoramic view after another, until eventually we took a left onto an asphalt road lined with open fields, and this road climbed to the top. We could see it.

The whole way was lined with riders slowly straining upward. Maybe 100 riders were strung across this next mile, maybe 200, with not a cloud in the sky and not a puff of wind to push us back and nothing but green fields stretching in all directions.

In all the years I had been riding bicycles, I had never seen such a sight as breathtakingly beautiful.

Mike Magnussen, Bicycling Magazine, 2014

More than just a ride

D2R2 is a community campout and celebration with incredible food, drink, and music: everything you need to gear up and wind down.

We ride for the land

Over the years D2R2 has evolved into a cherished tradition, offering not only an exhilarating ride but also a unique connection with the natural splendor of our region.

Aerial view of cyclists on a road next to farmland running alongside a river

As cyclists, you've encountered firsthand the lush landscapes, meandering dirt paths, and tranquil wilderness that make this ride exceptional.

Landscapes like these are more than just views, more than just adjectives like “scenic” and “breathtaking.” They support ecosystems, and agrarian ways of life, that are quickly disappearing due to climate change, the relentless pressure to develop open spaces, and escalating demands on our natural resources.

To persevere, we need your support more than ever.

Crossing the Massachusetts boundary at the village of State Line, I find the roads excellent; and, thinking that the highways of the "Old Bay State" will be good enough anywhere, I grow careless about the minute directions given me by Albany wheelmen, and, ere long, am laboriously toiling over the heavy roads and steep grades of the Berkshire Hills, endeavoring to get what consolation I can, in return for unrideable roads, out of the charming scenery, and the many interesting features of the Berkshire-Hill country.

Thomas Stevens, "Around the World on a Bicycle," 1887

Route Choices


The original, the legend, the ride that started it all.


Back by popular demand, the original 160K (with a new lunch site!).


Only here is this thought of as "the short course!"
THREE route options for 2023.

Mystery Ride

Between 150K- 200K.
No hints!  It's a Mystery.

Green River Tour

Enjoy the mystique of D2R2 without having to climb mountains!

Family Ride

The hills are minimal, totally doable pulling a trailer.

Rain or Shine Event - Sorry, No Refunds

If WE have to cancel the event prior to May 1st, a 100% refund will be offered. Between May 1-31, a 50% refund will be offered. After May 31st, we will be unable to offer a refund.


Registration & Franklin Land Trust questions: email Mary -mlsabourin@franklinlandtrust.org

Volunteering: Linda – lalvord@franklinlandtrust.org

All other questions: email Sandy - saundersw03@yahoo.com