1 cycling event in Cummington, Massachusetts

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!