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  • Joseph Ennesser 5K Run/Walk [runsignup.com]

    Sat, Apr 11, 2026 at 8:00 AM

    Description

    We are inviting you to join us in supporting veteran causes by running or walking in a live, in-person race at 8:00AM.

    Benefiting Wappinger Hometown Heroes Projects

    Registrants will receive a custom t-shirt (t-shirts not guaranteed for registrations after 4/3/2026)!
    47.5 km from Pittsfield
    Van Wyck Trail Parking, Columbia County, New York, 12590, United States
    OpenStreetMap Google Maps

    5k Run Walk

  • Syrup Stampede [syrupstampede.com] [Register at runsignup.com]

    Sun, Apr 12, 2026 at 10:00 AM

    Description

    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...

    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.
    48.8 km from Pittsfield
    Northampton, Massachusetts, 01062, United States
    OpenStreetMap Google Maps

    2k 5k Fun Run Run Walk

  • Westfield River Wildwater Races 2026 [westfieldriver.org] [Register at raceroster.com]

    Sat, Apr 18, 2026 at 9:30 AM

    Description

    71st Westfield River Wildwater Races

    One of the country's oldest whitewater canoe, kayak and SUP races are taking place on the Westfield River once again on Saturday, April 18th. Participants...

    71st Westfield River Wildwater Races

    One of the country's oldest whitewater canoe, kayak and SUP races are taking place on the Westfield River once again on Saturday, April 18th. Participants challenge spring whitewater rapids and portage their boats around two dams for a fun and exciting paddling race that is filled with lifelong memories. The race takes place on a river that was given a “Wild & Scenic” designation by an act of Congress 31 years ago. Join us and make your own racing history!

    CLASSIC RACE: 8 mile race starting in the center of Huntington with a mix of flat water, class 2 rapids, one class 3 rapid and two portages. All ability levels welcome.

    EXPERT RACE: 5 mile race starting at Knightville Dam with challenging conditions including a mix of exciting class 2 and class 3 rapids. Expert paddlers only!!!

    MEISTER RACE: Expert Race competitors can choose to enter both events by registering in the Expert Race and then checking off the same class in the Classic Race. The two race times are combined to determine the 1st place finishers. Racers must use the same canoe, kayak or SUP, and the same partner if racing OC-2.
    38.5 km from Pittsfield
    Worthington Road, Hampshire County, Massachusetts, 01050, United States
    OpenStreetMap Google Maps

    Run

  • Veterans in Motion 5K [facebook.com] [Register at raceroster.com]

    Sat, Apr 25, 2026 at 10:00 AM

    Description

    The 3rd Annual Veterans in Motion 5K

    hosted by American Legion post 236

    Taking place on Saturday, April 25, 2026, at 5 Bridge St, Haydenville, MA. The event begins at 0900 and supports local veterans...

    The 3rd Annual Veterans in Motion 5K

    hosted by American Legion post 236

    Taking place on Saturday, April 25, 2026, at 5 Bridge St, Haydenville, MA. The event begins at 0900 and supports local veterans through registration. It features a 5K run/walk to raise funds for community veteran services.

    Join us and run to help support Veterans and our local community by running a 5K or take part in our fun run/walk! We also accept donations!

    Please note: Only the first 100 registrants will receive an official race T-shirt. All proceeds will go to helping and supporting veterans and our local community
    45.4 km from Pittsfield
    5 Bridge Street, Hampshire County, Massachusetts, 01039, United States
    OpenStreetMap Google Maps

    5k Fun Run Run Walk

  • Healthy Kids Running Series Spring 2026 - Bennington, VT [healthykidsrunningseries.org] [Register at runsignup.com]

    Sun, Apr 26, 2026 at 2:00 PM

    Description

    Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers age-appropriate...

    Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers age-appropriate running events including the 50 & 75 yard dashes, the 1/4 mile, the 1/2 mile and the 1 mile run. Kids will earn points for each race they complete based on their finish.

    Pricing: The registration fee covers the entire five (5) weeks of the Series which includes race bibs for each week, a runner shirt, a finisher medal and any sponsor giveaways. Registration is non-refundable and non-transferable. Online Early Bird registration increases three weeks prior to the first race event.

    Challenger: This Series offers a Challenger Division which is an adaptive 75 yard race for children with disabilities and/or special needs. This allows for parents, siblings, and friends to be on the course with runners to provide support as well as bringing their own supportive devices such as crutches, braces, wheelchairs, etc. to be used by runners.

    Makeup Date Information: 6/14/2026

    Single Day Racing: Single day race registration opens one hour prior to the start of each race. The registration fee covers one single race to be run on the day of registration. ALL single day registrations should be completed onsite at the race location. Single day racers will have the option to upgrade to the full series (see tab on the left side of the page for instructions). There is a strict no-refund and no-transfer policy.

    Awards: All participants receive a medal on Week 5! Trophies will be awarded to the overall top finishers in each of the divisions listed below (broken out by boys and girls respectively):

    Kindergarten & 1st Grade

    2nd & 3rd Grade

    4th & 5th Grade

    6th to 8th Grade

    Challenger

    Share your running photos with our community! Find us on Facebook @HealthyKidsRunning or Instagram @healthykidsrs!

    #GetUpandGo
    49.3 km from Pittsfield
    Bennington, Vermont, 05201, United States
    OpenStreetMap Google Maps

    Kids Run Wheelchair

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