[Berkshire Weekend] Self-Contained to the Berkshires
Submitted by CWaaser on Wed, 01/23/2019 - 17:08Option 1.) Day 1: Pleasantville > N County Rail Trail > Putnam Rail Trail > Brewster > Wingdale. Day 2: Wingdale > Sharon > Millerton > Salisbury > Sheffield > Great Barrington
Option 2.) Day 1: Bronx > S & N County Rail Trails > Putnam Rail Trail > Brewster. Day 2: Brewster > Pawling > Wingdale > Dover Plains > Wassaic > Rail Trail > Millerton > Salisbury > Sheffield > Great Barrington
Option 3.) Day 1: Bronx > back roads to Bedford > back roads thru Salem > Brewster. Day 2: Brewster > Sherman > Kent > Sharon > Salisbury > Sheffield > Great Barrington
Memorial Day Weekend in the Bershires is a club favorite, but why not take an extra day off and make it a real adventure. Leave on Thursday and go half-way, staying in a motel or B & B overnight. Then ride the rest of the way on Friday and meet up with everyone else in Sheffield or Great Barrington. I've put together several options so that any level of rider can do this.