Fall Cycling in the Berkshires

AMC offers COVID conscious opportunities to enjoy the outdoors locally, visit many of our lodges and campgrounds, and join virtual events and activities. Participants of all in-person events should bring and wear face coverings, expect social distancing, and changes to our usual practices. To support contact tracing and hands-free signing of the AMC liability waiver, online registration is required for all in person AMC events.

Trip dates: Friday, October 11, 2019 5:00 PM to Monday, October 14, 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). Enjoy the beauty and color of New England's showiest season! 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 information or to register contact Aldo.

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

This trip also takes place on Memorial Day and Labor Day weekends (posted as "Spring Cycling in the Berkshires" and Labor Day Cycling Weekend in the Berkshires"). If this trip does not fit with your schedule, please check out these other weekends.

(Location shown on map below is a place holder; the actual lodging location will be given to registered participants before the trip start date.)


  • "The hills are challenging, but it helps you build up your strength and stamina. The scenery is beautiful, with one gorgeous view after another. It is peak foliage season at this time of year in the Berkshires, so the timing is great!"
  • "Well-planned and led rides through great scenery. The lodging is comfy, the company is fun, and the food is so delicious! What a great weekend! Highly recommended."

Trip details

Trip region: 
Massachusetts, Berkshires
Trip state: 
Aldo Ghirin

Aldo has been an AMC Boston Chapter bicycling trip leader since 2010. He is also a hiking and skiing leader, and a recent past chair of the AMC Boston Chapter ski committee.

Glenn Barnes

Glenn is an AMC NY-NJ Chapter cycling and flatwater paddling leader, and also leads cycling trips for the Bicycle Touring Club of North Jersey (BTCNJ).

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


Adults (18+)


Registration required: 


Fee includes: 
Happy hour Sat & Sun; dinner Sat & Sun; lunch fixings Sat, Sun, Mon; breakfasts Sat, Sun, Mon; accommodations Fri, Sat, and Sun (private $288 per person or $275 per person (contact Aldo for details); semi-private, $238 per person [all fees includes food p

Special types

First timers: 
New members: 
Advance notice: 
Creation date: 
2019-03-04 14:38:09.0
Last updated: 
2019-08-26 13:13:01.98