5 running, walking, and fun run events in Westfield, Massachusetts

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

• Boys and Girls Club of Greater Westfield Half Marathon [bgcwestfield.org] [Register at runsignup.com]
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  Sat, Apr 11, 2026 at 11:00 AM

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  Our Half Marathon is still happening—just taking a quick jog to a new date.

  New Race Day: Saturday, April 11

  (Originally March 28)

  Boys & Girls Club of Greater Westfield Half Marathon/5K/10K/Kids Fun...

  Our Half Marathon is still happening—just taking a quick jog to a new date.

  New Race Day: Saturday, April 11

  (Originally March 28)

  Boys & Girls Club of Greater Westfield Half Marathon/5K/10K/Kids Fun Run will start at 11:00 a.m. on April 11.

  All runners will receive a unique medal and this year's half-marathon t-shirt!

  Everyone will have access to the post-race party in our gym, where results will also be posted.

  The Westfield Half started in 1994 when a group of runners from the Empire One Running Club approached the Boys & Girls Club of Greater Westfield with the idea of a half-marathon fundraiser. Since then, we have seen the Westfield Half grow from 142 runners to well over 600. In 2011, there were nearly 1,000 participants! We have also added a 10K, 5K run/walk, and a children’s race. Since that first race 30 years ago, this event has raised ~$300,000 for the Boys & Girls Club of Greater Westfield. Race maps and info are available on the Westfield Half website https://www.bgcwestfield.org/westfieldhalf

  Westfield Staff and Race Committee

  3.1 Miles 6.2 Miles 13.12 Miles Fun Run Half Marathon Run Walk

  28 West Silver Street, Westfield, Massachusetts, 01085, United States
  OpenStreetMap Google Maps
• Miles for Mary Run/Walk [runsignup.com]
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  Sun, May 17, 2026 at 10:00 AM

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  Third annual Miles for Mary Run/Walk

  To benefit The Mary Malone Regan Memorial Scholarship

  Date: May 17, 2026

  Time: 10AM - Registration starts at 9am

  Stanley Park, at the Westfield Bank Pavilion...

  Third annual Miles for Mary Run/Walk

  To benefit The Mary Malone Regan Memorial Scholarship

  Date: May 17, 2026

  Time: 10AM - Registration starts at 9am

  Stanley Park, at the Westfield Bank Pavilion (near the children’s playscape)

  Cost: $30 (increases to $35 on May 15) Children 12 and under free when accompanied by adult

  The proceeds from this event will fund a scholarship in the name of Mary Malone Regan to benefit parents in the STCC Nursing Program. Mary graduated with honors from this program in 2021. Her kind and generous spirit made her a perfect fit for her profession.

  In the fall of 2022 Mary was eagerly anticipating the birth of her first child. Her daughter was born in late October but tragically Mary suffered a fatal stroke days later.

  This scholarship is a way for family and friends of Mary to find purpose and meaning in this horrible tragedy. She would be proud to know that efforts are being made in her name to support parents attempting to improve life for their children.

  1 Miles 3.1 Miles Run Walk

  Westfield, Massachusetts, 01086, United States
  OpenStreetMap Google Maps
• BECCA'S SOLDIERS PRESENT THE 7th ANNUAL FAMILY FUN DAY AND AWARENESS STROLL IN MEMORY OF REBECCA PENNINGTON [runsignup.com]
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  Sun, Sep 06, 2026 at 9:00 AM

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  This annual fundraiser helps to fund our mission of providing support to local patients and their families, fund critical research, and provide education and awareness about this disease.

  Be part of...

  This annual fundraiser helps to fund our mission of providing support to local patients and their families, fund critical research, and provide education and awareness about this disease.

  Be part of the movement to raise awareness and funds against this silent killer because together we CAN make a difference!!

  Directions to register yourself and/or team:

  RunSignUp.com

  1. Click to sign up

  2. Enter your registration information

  3. At this point, you can add additional registrations

  4. Click Yes or No to Create and/or Join a Team

  5. Review Waiver and Click

  6. Pick option – 1. No Team, Join Existing Team, Create New Team

  7. You can skip the set password option

  8. Click Become A Fundraiser to create your page OR scroll down to TEAM FUNDRAISER and join your team from the drop down menu OR simply click continue

  9. If you become a Fundraiser, this is where you add images and share your story and create your own url (https://runsignup.com/teamnamehere)

  1k Run

  Westfield, Massachusetts, 01085, United States
  OpenStreetMap Google Maps
• Run Stanley [stanleypark.org] [Register at runsignup.com]
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  Sun, Oct 04, 2026 at 10:00 AM

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  Come Run, Stroll & Roll! Stanley Park will be hosting the 14th Run Stanley. Run Stanley has grown into a fun yearly tradition for the whole family, whether they like to run, walk, roll, or bark. Join...

  Come Run, Stroll & Roll! Stanley Park will be hosting the 14th Run Stanley. Run Stanley has grown into a fun yearly tradition for the whole family, whether they like to run, walk, roll, or bark. Join us for this all-inclusive event on Sunday, October 4, 2026 at 10:00 am at Stanley Park. This event includes the 5K trail run/walk, a 5K K9 trail run/walk, the Munchkin Run hosted by Dunkin’ Donuts, and The Stroll & Roll. The Stroll & Roll is a wheel friendly a 1-mile non-competitive walk through Stanley Park’s accessible pathways.

  The school with the most Munchkin Run participants wins the coveted “Stanley Cup School Spirit Trophy,” which will be displayed at their school for the entire school year!

  The race will help to raise funds to benefit the care and upkeep of the Frank Stanley Beveridge Wildlife Sanctuary, Stanley Park and its accessible pathways. Please join the community of runners, walkers, hikers, dog owner and nature lovers who love Stanley Park.

  Register by September 18, 2026 to be guaranteed a T-shirt.

  Run Stanley Race Day Schedule:

  Late Registration: 9:00am - 10:00am at Children’s Pavilion

  T-Shirt & Bib Pickup: 9:00am -10:00am at Children’s Pavilion

  Vendor Village 9:00 am - 12:00pm

  Kids' Munchkin Warmup: 9:30am

  Kids’ Munchkin Run: 10:00am

  K9 5K Run/Walk : 10:20am

  The Stroll & Roll (1-mile accessible stroll): 10:20am

  5K Run/Walk: 10:25am

  If you are interested in volunteering please use this link: https://docs.google.com/forms/u/0/d/e/1FAIpQLSennZ3hM8TJO4yhvKixTReyrAHMdx-8FxWkBz97NcEQiH2etw/formResponse

  Prizes will be awarded for the following categories and mailed to the winners:

  1st Place Male and Female 5k Student Run/Walk

  1st Place Male and Female 5k Run/Walk

  1st Place Male and Female K9 5k Run/Walk

  Oldest and Youngest Finisher of 5k Run/Walk

  1 Miles 3.1 Miles Run Trail Walk

  Westfield, Massachusetts, 01085, United States
  OpenStreetMap Google Maps
• Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield [bgcwestfield.org] [Register at runsignup.com]
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  Fri, Jan 01, 2027 at 11:00 AM

  Description

  The Boys & Girls Club, along with the volunteer organizers of the Westfield Half & 5k, host Gordy's First Race, a 5k and 10k race on New Years Day each year, in memory of long time runner and Boys & Girls Club supporter, Gordon Bates.

  5k 10k Run

  28 West Silver Street, Westfield, Massachusetts, 01085, United States
  OpenStreetMap Google Maps