8 running, cycling, and walking events in Westfield, Massachusetts
From big races to Saturday morning group runs—find running, cycling, and walking events and connect with the local endurance sports community.
Westfield
8 events in Westfield-
Sat, Apr 11, 2026 at 11:00 AMSee full details
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
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Sun, May 17, 2026 at 10:00 AMSee full details
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.
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Sat, Jun 06, 2026 at 7:00 AM
Our September events will test your endurance. Both routes provide great scenery and perhaps a touch of fall color.
The Riverton 100k has just over 4600 ft of climbing.
For the Southfield 200k 7600 feet of climbing.
The 100k is RUSA Popular and the 200k is ACP
Controls are unsupported at convivence stores.
Active RUSA membership is required.
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Sat, Aug 01, 2026 at 6:00 AMSee full details
The Berkshire Brevet series are randonneur cycling events sponsored by New Horizons Bikes of Westfield, MA and sanctioned by Randonneurs USA.
Membership in Randonneurs USA is required to participate in the Berkshire Brevets. You can join Randonneurs USA here.
A Brevet is a timed long distance event conducted under the rules of the Adaux Club Parisien and its American counterpart, Randonneurs USA. Like a Gran Fondo pace line riding is permitted and there is an upper time limit for finishing.
The Petersburg 300K is RUSA/ACP sanctioned. A 300K loop through Southern Vermont, Eastern New York, and Western Massachusetts. Very Hilly, 12,000 ft. of climbing. Lights and reflective wear required.
The Readsboro 200K is RUSA/ACP sanctioned. A 200K loop through Southern Vermont and Western Massachusetts. Very Hilly, 8,500 ft. of climbing. Lights and reflective wear suggested.
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Sun, Sep 06, 2026 at 9:00 AMSee full details
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
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Click to sign up
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Enter your registration information
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At this point, you can add additional registrations
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Click Yes or No to Create and/or Join a Team
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Review Waiver and Click
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Pick option – 1. No Team, Join Existing Team, Create New Team
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You can skip the set password option
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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
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If you become a Fundraiser, this is where you add images and share your story and create your own url (https://runsignup.com/teamnamehere)
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Sun, Oct 04, 2026 at 10:00 AMSee full details
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
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Sun, Oct 11, 2026 at 6:00 AM
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Fri, Jan 01, 2027 at 11:00 AM
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.