New England Youth Cycling Race Series · Dalton, Massachusetts · Sunday, June 7, 2026
The Race 5 : Holiday Brook Farm is a cycling event held on Sunday, June 7, 2026. It is located in Dalton, Massachusetts, hosted by New England Youth Cycling Race Series.
The Jam Fund Grand Fundo is returning for another magical year at the Cummington Fairgrounds in Cummington, Massachusetts. Enjoy amazing riding, camping at the fairgrounds, a DJ, and food provided by the Chesterfield General Store's talented staff!
Our routes are mostly gravel and double track. We suggest you ride 40c tires and a 1:1 gear ratio minimum for the climbing. Bring a bathing suit and take a dip in the sweet rivers and lakes along the route. Join us for a Saturday shake out ride and swim.
Shakeout ride and swim
Saturday 2:00 pm from the fair 10-12 miles out and back very relaxed pace.
Swim if you like or turn around and head home.
Grand Fundo Ride
THIS IS NOT A RACE! (Rider limit is 500)
Date: Sunday, 7/12/2026
Time: 9:00 AM
Location: Cummington Fairgrounds, 97 Fairgrounds Rd., Cummington, Massachusetts
Online Reg.: Price increases on 3/31 +$10, 6/1 +$10, 6/29 +$10, day of +$15
Reg early and save $45, and if you can't make it, we can transfer it to next year.
Day-of-Event Reg.: $110 Mini/ $110 Mini Smooth Operator / $135 Grand Fundo / $145 Adventure
Event held rain or shine
Must wear helmet
No prize list
All proceeds go toward the JAM Fund grant and development team
We need volunteers to help our event run smoothly. Please use the link below to sign up to lend a hand. We appreciate your help!
volunteersignup.org/YFT47
About the Grand Fundo
In the cycling world, a gran fondo is a massive group ride/race, that can attract riders numbering in the thousands, encompassing all ages and ability levels. The Grand Fundo removes all the racing aspects from the ride but keeps all the all the fun. The route will take about four hours for most riders. The route is mostly dirt roads. We will have fully stocked rest stops where you can refuel and hydrate. There will be support riders and follow cars but they cannot access the trails and so please bring proper tools to fix a flat. Immediately after the ride, we hope you’ll stay and hang out with us for music and a delicious post-ride cookout, our prize drawing and more!
About the Mini Fundo
The Mini Fundo features the same challenging beginnings of the Grand Fundo but will get you back home more quickly. If you are looking for 2.5 to 3.5 hours of riding but aren’t sure you can survive the full Fundo, then the 29-mile Mini Fundo is for you. Once you return, snacks will be available until our barbecue. The Mini Fundo is by no means a walk in the park. Over the course of 29 miles, the Mini Fundo will climb over 2400 feet and ride through technical sectors of double track.
About the Adventure Route
This route is 75-80 miles, which means about five or six hours and includes more remote technical roads. 40+c tires are a must, and a 1:1 gear ratio will make the climbs much more enjoyable. This is a challenging route, but is well worth the effort.
About the youth ride
10 miles out and back, leaving at 9 as well. We provide two ride chaperones.
About the JAM Fund
JAM is a registered 501c-3 organization founded by Jeremy Powers, Alec Donahue and Mukunda Feldman, good friends brought together through their passion for cycling. JAM's mission is to help motivated young cyclists reach their potential both on and off the bike, while not being limited by finances. This is reached through close mentoring and involvement in the cycling community. The JAM Fund is proud to award grants to young cyclists in and around Massachusetts who show enthusiasm, determination and desire to be their best. It's also our goal to showcase some of the amazing cycling that the Pioneer Valley offers! Every dollar raised through the Fundo goes directly to the JAM fund. We look forward to seeing everyone there!
Helmets are mandatory!
START / FINISH LOCATION:
Shire Breu-Hous
63 Flansburg Ave
Dalton, MA 01226
The Mount Greylock Century presented by Berkshire Velo 413 features some of the most challenging climbs in western Massachusetts. Riders will be treated to quiet backcountry roads and some of the nicest views in the county. While the north side of Greylock and Kingsley Hill Rd have gained some notoriety, don't discount some of the lesser known climbs such as Monroe Hill, Windsor and East Hoosac. We recommend compact gearing as riders will encounter mid-teens and higher percent grades several times over the course of 12,000 feet of climbing. We believe the route ranks right up there amongst the most challenging centuries in the Northeast.
Event details: Parking and registration are located at the Stationery Factory in Dalton Massachusetts. The Century riders will have a group start at 7:30 AM and Metric Century will start at their own-will at 9:30 AM. We recommend riders budget an additional two hours over their normal century pace. There will be five aid stations located along the route. The ride will be supported until ~4:30 PM.
Post ride: The Shire Tavern will be opening the kitchen for us at 3:30 offering a full menu. Beers will be complimentary using fare tickets. A nice way to recover a bit before that drive home!
Century and Metric Century Routes
Last minute updates will be posted on our Facebook Page http://www.facebook.com/BerkshireVelo/
The will be held, rain or shine!
Warning: This is a difficult ride. Slower riders should opt for the Metric Century. You will be abandoned if you are out on the road past 5pm. Its not fair to volunteers who will be committing 12 hours of their time to support the ride only to have super slow riders still out on the road until dark.
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!