1 cycling event in Lanesborough, Massachusetts
From big races to Saturday morning group runs—find cycling events and connect with the local endurance sports community.
Lanesborough
1 event in Lanesborough-
Fri, Aug 07, 2026 at 9:00 AMSee full details
Hoopla 2026 dates just announced!
Join us for a weekend of bringing folks together to enjoy cycling, camping, outdoor adventure and fun! Make new friends, ride awesome trails and try out new bikes. We have planned a family friendly event and are ready to inspire new riders as well as to challenge trail and road warriors alike. Enjoy guided rides for all levels in the beauty of the Berkshire Hills: road ride, single track, gravel, kids, enduro, double track and family friendly trails. Bonfires, food trucks, live music, BBQ and maybe even a disco tent! This is not a mountain bike specific event, it’s open to all disciplines of cycling whether you are on a road, gravel, kids, fat or mountain bike. Just c’mon out and play!
Camping and event activities are located at Ponderosa Pines Campground at 50 Potter Mountain Rd, in Lanesborough. It is best accessed from the east or south(Pecks Rd, Bull Hill Rd or Churchill St and beware of your GPS advising you to come in from NY to the west via Potter Mtn Rd, you won’t make it over! The campground is nestled in-between Balance Rock State Park and Pittsfield State Forest(https://www.mass.gov/locations/pittsfield-state-forest), the 3rd and 4th largest public lands in the state of Massachusetts. Being on a dirt road it is the perfect location to start a gravel ride, with direct access to single track out the back of the campground is doesn’t get much better for the mountain bikers and the Mount Greylock Visitor Center(https://www.mass.gov/locations/mount-greylock-state-reservation) on Rockwell Rd is a short 7 miles away so you won’t use up to much energy before pedaling to the highest point in Massachusetts on your road bike! We will have a kids loop that stays close to
the event site, but even young teenagers will find that the access to the single track is quite manageable.
Our goal is to create a safe and fun environment to gather like minded people. With your participation, Hoopla is able to support other local cycling events, maintain and improve existing trails, purchase equipment for trail builders and donate to fitness/sporting organizations that need a little help.
Hope to see you there!