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  • Endless Mountains Adventure Race [endlessmountainsar.com] [Register at runsignup.com]

    Mon, Jun 22, 2026 at 10:00 AM

    Now in its fourth edition, the 2026 Endless Mountains Adventure Race is returning to its roots as a five-day non-stop expedition race. This year's race will be headquartered out of North Adams, MA,

    and the course will take you on an entirely new journey of southern Vermont. Over those five days, teams will get to explore rolling mountains, lush forests, majestic waterways, iconic gravel, and twisty single track on a course that calls to mind the Untamed New England expeditions of years past and pairs it with the classic Rootstock flair that you have come to expect from Endless.

    Endless Mountains is the setting to challenge veteran adventure racers and offer an accessible entry point to those eager to take on their first expedition race. Teams of 2-4 will journey across some of New England's best adventure-land. Along the way, they will be called upon to work together to meet the challenges that only expedition racing can offer – challenging overland navigation, wild terrain, sleepmonsters, and weather that can tame even the most hardened outdoor enthusiasts. It is in those moments where the best stories are written!

    25 km from Lanesborough
    375 Church St, North Adams, Massachusetts, 01247, United States
    OpenStreetMap Google Maps

    500k Gravel

  • Beebe & Beyond 2026 [beebeandbeyond.com] [Register at bikereg.com]

    Sat, Jun 27, 2026 at 8:30 AM

    41.8 km from Lanesborough
    32 Anthony St, Hillsdale, New York, 12529, United States
    OpenStreetMap Google Maps

    Cycling Gravel Mountain Biking

  • Bike Hub Sunday Epic V3- Southern Discomfort [ourbikehub.org] [Register at bikereg.com]

    Sun, Jun 28, 2026 at 8:00 AM

    18.7 km from Lanesborough
    3 Hoosac St, Adams, Massachusetts, 01220, United States
    OpenStreetMap Google Maps

    Cycling Gravel Mountain Biking

  • NY Capital Region Road Race & NYSBRA Road Race Championship [cbrc.club] [Register at bikereg.com]

    Sun, Jun 28, 2026 at 10:30 AM

    44.5 km from Lanesborough
    2025 Route 9W, Ravena, NY 12143, Albany (Ravena), New York, 12143, United States
    OpenStreetMap Google Maps

    Cycling Road

  • JAM Fund Grand Fundo [jamcycling.org] [Register at bikereg.com]

    Sat, Jul 11, 2026 at 9:00 AM

    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!

    32.4 km from Lanesborough
    97 Fairgrounds Rd, Cummington, Massachusetts, 01026, United States
    OpenStreetMap Google Maps

    Cycling Gran Fondo Gravel Group Ride Trail

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