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6 running, cycling, fun run, and other events in Northampton, Massachusetts

From big races to Saturday morning group runs—find running, cycling, fun run, mountain biking, and walking events and connect with the local endurance sports community.

6 events
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Northampton

6 events in Northampton
  • Sun, Apr 12, 2026 at 10:00 AM

    Run or Walk. Eat Pancakes. Feel Good.

    The Syrup Stampede is an annual fundraiser and community celebration benefiting Empty Arms Bereavement Support. Join us for a professionally timed 5K run or a 2K fun run/walk—then stay for a joyful community gathering and a pancake breakfast to celebrate together. Participants are encouraged to create a fundraising page or team to raise awareness and support for Empty Arms’ work. Thanks to the generosity of individual donors, team fundraisers, and business sponsors, the Stampede raises nearly 50% of the annual budget needed to serve bereaved families across Massachusetts, all year long.

    About Empty Arms

    Empty Arms Bereavement Support serves individuals and families throughout Massachusetts whose babies have died through miscarriage, stillbirth, early infant death, or termination for medical reasons. By cultivating personal connections, building a compassionate community, and fostering professional collaborations, Empty Arms offers grieving parents meaningful resources and validation as they navigate the days, weeks, and lifetime without their baby.

    See full details
    2k5kFun RunRunWalk via RunSignup
  • Sun, May 03, 2026 at 9:00 AM

    Ready for Takeoff? Come Fly With Us!

    Run the runway and change a life. Your participation in the Runway 5K directly supports the Treehouse Foundation, providing a powerful intergenerational community for local foster youth.

    Join us at the Northampton Airport:

    When: Sunday, May 3, 2026 @ 9:00 AM

    Where: Northampton Airport

    What’s New This Year?

    The Vibe: Live music by a local DJ and the Expandable Brass Band.

    The Fuel: A revamped and expanded post-race food spread.

    The Kids’ Zone: New giveaways and the high-flying Balsa Plane Challenge.

    The Stats: Push for a PR on our new USATF-certified course.

    See full details
    3.1 Miles5kRun via RunSignup
  • Sun, Jun 07, 2026 at 9:00 AM

    Celebrate the hills of western mass on an all-terrain, 50ish mile ride with 6000ft of climbing. This is a ride to enjoy some highlights of the hill towns, passing through Tob Road, Indian Hollow, the Chesterfield General Store and DAR single track (refill spots), scenic Chapel Falls, Conway State Forest, Petticoat Hill, and ending at Unquomonk Road.

    A Gravel bike with 40cm min or Hardtail MTB will be perfect. Small hike-a-bike sections plus chunky double and single track along the way. Ride with GPS suggests 4.5 to 6.5 hours. 100% self supported. Ride with GPS will be emailed to all registered riders.

    Your entry fee is to bring a self-made drawing of a bike. It doesn’t matter if you think you’re an artist or not! Non negotiable :)

    See full details
  • Sun, Oct 18, 2026 at 9:00 AM

    The Happy Valley Half Marathon was created to bring you a breath-taking course, designed to showcase some of the most beautiful roads that New England has to offer, during peak Fall foliage. The Happy Valley experience only gets started at the finish line. Your achievement will be celebrated with breweries, food trucks and the enthusiastic support of the local running community.

    5kHalf MarathonRun via RaceRoster
  • Fri, Oct 30, 2026 at 8:00 AM

    Friday Pre-Riding:

    Course will be open to all racers starting at 3 PM on Friday. Please do not ride on the course earlier in the day while train crossings are still being put in place, or during the course inspection clinic.

    Friday Course Inspection Clinic:

    Pre-ride Saturday’s course with Cycle-Smart coach Stephen Hyde. Ride and re-ride sections, get line and technique advice, and dial in the track. All levels are welcome.

    2 PM start, 90-minute clinic.

    Meet at the Cycle-Smart tent in the expo area.

    Number pick-up and registration notes

    There will be Friday night number pick-up and social hour for all categories from 6:30 to 8:30 PM at Northampton Bicycle. The bar at Northampton Bicycle, the Barb and Olive, will be open!

    Northampton Bicycle, 319 Pleasant St, Northampton, MA 01060

    All amateur categories will use the same number both days. Numbers are on the right Saturday, and on the left Sunday. Riders who lose their number will be issued new numbers on Sunday, but risk losing their call-up spot. UCI riders will get new numbers each day.

    $25 discount for a second race on the same race day.

    Registration opens at 7 am each day. Please be ready to show an active USAC license.

    Notes for Masters, Juniors and U23s

    U23s in the Elite fields will be recognized with an additional podium for the top 3 riders.

    U11s in the U13 field will be recognized with an additional podium for the top 3 riders.

    Fast U15 riders are welcome to race up and register for the U17 field.

    U15 and U13 boys and girls junior fields are staged and race separately for separate results with a 15-second gap.

    Fields in the UCI Junior waves are staged and race separately for separate results with a 15-second gap.

    40+ and 55+ Master Men/Open fields are staged and race separately for separate results with a 1-minute gap.

    U15s will race a shortened course that skips the traditional steep run-up and drop-off both days.

    Masters Women 40+/55+ are staged and race together for separate results. 4/Novice Women and Non-Binary/Open will start at 30-second gaps.

    Directions and Parking:

    Look Park, 300 N Main St, Florence, MA 01062

    Look Park parking fee is $10 for a weekend pass. Cash or check accepted.

    Interested in volunteering with the event for for setup, breakdown, course repair, or pedestrian crossings? We donate $10/hour to volunteers for all shifts: volunteersignup.org/JXCXT

    For more info, contact Cycle-Smart at [email protected].

    Lodging:

    For local hotel information: Visit Hampshire County

    Quality Inn and Suites Northampton-Amherst has a discounted rate for the race. Call (413) 586-1500 and mention the Cycle-Smart Cyclocross rate.

    Quality Inn & Suites Northampton- Amherst

    117 Conz Street Northampton MA 01060

    See full details
    via BikeReg
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