Skip to main content

More races nearby

  • Distance: 46 km from Chester
    Sun, Sep 27, 2026
    Half MarathonMarathonRun via World's Marathons
  • Distance: 24.6 km from Chester
    Sun, Sep 27, 2026 at 6:00 AM

    33 Years of Supporting Vermont Adaptive

    The Vermont 50 is an annual race held during the last weekend of September at Ascutney Outdoors in West Windsor, Vermont. All benefits go to Vermont Adaptive Ski and Sports. A wonderful place where youth and adults with disabilities gain a measure of self confidence and independence by participating in adaptive sports programs and activities year-round.

    Since 1993 the Vermont 50 has been a destination for mountain bikers and ultra runners to enjoy a challenging and scenic Vermont landscape course that is like no other. There is something for everyone. We offer the Vermont 50 mile Mountain Bike Race, Womens 2-person Bike Relay, Over 60 2-person Bike Relay, 50 mile Ultra Run, 50K Endurance Run, 2-3 Person 50 mile Run Team Relay and the Kids Fun Runs and Bike Rides.

    NOTE-This race does NOT allow E-Bikes.

    We are a family friendly event offering lots of kid centered activities such as the Hay Bale Treasure Hunt, The Fun Runs and Rides, clowns, face painting and more! Join us and find out why the Vermont 50 has become so popular. (Subject to change as COVID-19 rules and regulations apply.)

    Spots fill-up quickly so early registration is a must!

    See full details
    50k50 MilesFun RunRunUltra via RunSignup
  • Distance: 41.5 km from Chester
    Sun, Oct 04, 2026 at 9:00 AM

    The Keene Family YMCA’s Fall Foliage Trail Races offer runners a great opportunity to explore some of Keene’s best trails, while supporting the charitable work of the Y.

    This unique race starts and ends at the Keene YMCA, where spectators and your fellow runners will be cheering you on. This year we’re excited to bring you an even better race experience, with options for those new to the sport and for the seasoned trail runner.

    Our 5K course is a great introduction to trail running, with a good mix of terrain that will give you a taste of what it’s like to run trails. This is a fast course, offering a great experience for beginners, and a potential PR opportunity for those with a bit more experience.

    The 10K course is a bit more challenging, though still very runnable with lots of smooth singletrack and plenty of elevation gain to get your heart pumping.

    All participants who register by or before September 1sr will get a race t-shirt. We should have some extras for late entries, but we can’t guarantee we’ll have your size so make sure to register early!

    Prizes will be awarded to the top male and female finishers in each age group. Age groups will be as follows:

    60 and over

    50-59

    40-49

    30-39

    20-29

    15-19

    11-15

    Under 10

    Chip timing is being provided by Tri-State Racing.

    Funds raised from this event help to make YMCA programs and services more accessible to everyone in our community. We strive to ensure that no one is turned away due to lack of funds and events such as this help us ensure that everyone who chooses to has access to the Y and all of our life-changing programs.

    See full details
    5k10kRunTrail via RunSignup
  • Distance: 44.3 km from Chester
    Sun, Oct 25, 2026 at 9:00 AM

    Sunday 25 October at 9am

    Yo-Yo-Yo!! This is a race for all of you Yo-Yo's out there! Why Yo-Yo? Because that's exactly what you're going to feel like after going up and down the mountain 4 times. There isn't another mountain race out there like this one. New to mountain running or not, come test yourself on this exciting course in a beautiful setting. The course is run mostly on ski trails with some single-track mixed in. The race amounts to 4.9 miles and 1650' of up and down fun!

    • Prize money for the first 3 male and female finishers.

    • unique age group awards in 7 different categories.

    • Various raffle prizes for lucky enough entrants that are present to win!

    • This race is for the Benefit of the Keene Community Kitchen. We encourage you to donate non-perishable food items in addition to the registration fee. Thank You!

    • Early Registration $35. (includes T-Shirt) Ends on 4 October. Late Registration $40., from 5 October - noon on 23 October (N0 Shirt).

    • Day of race Registration available $45. (No Shirt)

    See full details
    4.9 MilesRunTrail via RunSignup
More races nearby →
Like Wikipedia, anyone can contribute. Sign up to add your local events.