Labor Day Cycling Weekend in the Berkshires

Trip dates: Friday, August 30, 2019 5:00 PM to Monday, September 2, 2019 3:00 PM

Join us for 25-50+ mile led road rides over scenic, hilly country roads on both sides of the scenic Taconic Range along NY-Mass border (10-13 mph easy pace, but intermediate hilly terrain). Previous group cycling experience in hilly terrain highly recommended, though not necessary for strong flatland cyclists. $238-$288 per person includes 3 nights lodging in a relaxing country home, 3 breakfasts, 2 happy hours & dinners Saturday & Sunday (meals fit for a foodie!). See "Cost" section below for more information. For more trip details or to register, contact Aldo.

This is a very popular trip that can fill many months in advance. Cancellations do occur, wait listing advised.

This trip also takes place on the Memorial Day and Columbus Day weekends (posted as "Spring Cycling in the Berkshires" and "Fall Cycling in the Berkshires"). If this weekend does not work in your schedule, please check out these other dates.

(Note: Location shown on map is the general location of the town of Hancock; it is not the location of the lodging site. The lodging location will be sent only to registered participants.)


  • "You feel so strong while you are riding these hills. And the countryside is gorgeous, fields, farms, forests, mountains, streams! The fellow riders are great fun! The food is delicious and the talk just flows. And it is so nice to slide into a comfy bed
  • "This trip is such a great value, all meals, comfortable lodging like a B&B, well-led rides in such pretty country -- the price can't be beat."

Trip details

Trip region: 
Massachusetts, Berkshires
Trip state: 
Aldo Ghirin

Aldo has been a bicycling leader with the AMC Boston Chapter Bicycling Committee for several years. He also enjoys skiing, paddling, and hiking. He is the most recent past chair of the AMC Boston Chapter Ski Committee.

Susan Feist

She hikes! She skis! She cycles! She lives large! She loves nature!

Trip location: 
Berkshires Bicycling Cycling Taconic Taconics Hilly Hancock MA Labor Day Massachusetts
Wait Listed
Trip country: 
Trip difficulty: 
Easy Pace (10-13 mph minimum)/Intermediate Terrain


Adults (18+)


Registration required: 


Fee includes: 
3 nights lodging (private [$275-288pp] & semi-private accommodations [$238pp]), 3 breakfasts, 2 happy hours & dinners Saturday & Sunday, 3 lunches

Special types

First timers: 
New members: 
Advance notice: 
Creation date: 
2019-03-04 14:15:47.0
Last updated: 
2019-08-26 13:12:47.9