D2R2 – The Deerfield Dirt Road Randonnée

Saturday, August 19, 2023

We celebrate the landscape, the history, and the rural culture of western Massachusetts, and work to ensure, through a program of land protection, that the historic pattern of field, woodland and village will endure for the benefit of generations to come.

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. However, D2R2 will continue to maintain its original character as just a bike ride –

  • The courses will use the narrowest, oldest, twistiest, quietest, and most-scenic roads available.
  • A range of courses will provide access to novices as well as challenge the world's strongest riders.
  • D2R2 will never offer prizes for anything other than gags, nor will finish results ever be presented like it was a race.
  • Riders shall cover the course in a self-sufficient manner, without motorized crew vehicles.
  • The organization will put as much effort into its food offerings as the routes
  • The event is a key fundraiser for the Franklin Land Trust's efforts to preserve land in the region.

At the Deerfield Dirt Road Randonnée, or D2R2, you start whenever you want and navigate your own route, you won't get a prize for finishing first, or grief for finishing last—and, by the way, you will fall under the spell of the most beautiful hard roads you've ever ridden.

MIKE MAGNUSON for Bicycling Magazine

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.

COVID 19 Safety Measures

For the safety of all - participants, volunteers, and guests must be fully vaccinated to attend.

Please bring a mask as some local stores require a mask for access.

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@verizon.net

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


Visit us on Facebook and Instagram for up-to-date information about D2R2

Use #D2R2 across social media to join the conversation and share photos!