“D2R2 is one of the hardest century rides in the world….  We designed it by placing pins in the map where the covered bridges and coolest sights were, then connected the dots with dirt roads.  The flat valley roads of this region are mostly paved; the dirt roads access the remoter areas, and it is steep terrain.  Our intent was to make the most beautiful ride we could …all we really want is for people to finish D2R2 saying, ‘Wow, that was really challenging, but totally worth it because it’s such a great bike ride.’…Please come planning to spend a full day out there, forgetting about your cylcometer, stay within your comfort zone and have a really great time on some of the most beautiful roads you’ll ever ride.”

 Everything about this ride is extraordinary; over 12 years of planning by Sandy went into this event.  Riders will enjoy a fabulous network of secret back roads and horse-cart lanes through some of the most scenic and historic areas of western Massachusetts and southern Vermont.  The constantly twisting route is often only one lane wide.  Rest stops with refreshments will be staffed by area volunteers and we are continually upgrading the quality of the refreshments based upon rider’s suggestions.

Stone walls line the roads far more than double-yellow lines.  There are dozens of maple-tree “allies” over 20 miles of rushing streams, four covered bridges and countless farms, fields, and forests.  Riders may expect hours of cycling without a single car passing.  The lunch-break checkpoint is a little park with a National-Historic covered bridge, timber-crib dam, and a swimming hole that has been called one of the most scenic spots in New England.

Bicycles should be equipped with triple gearing and slightly wider tires (i.e. 25c-32c).  Road conditions range from smooth clay to stony washout and puddles.