Smile Like Jack 5k/10k/Fun Run

More races nearby

• Boys and Girls Club of Greater Westfield Half Marathon [bgcwestfield.org] [Register at runsignup.com]

  Sat, Apr 11, 2026 at 11:00 AM

  Description

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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

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

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

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

  Sat, Apr 18, 2026 at 9:30 AM

  Description

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  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.

  14.4 km
  Worthington Road, Hampshire County, Massachusetts, 01050, United States
  OpenStreetMap Google Maps

  Run

• Miles for Mary Run/Walk [runsignup.com]

  Sun, May 17, 2026 at 10:00 AM

  Description

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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.

  20.3 km
  Westfield, Massachusetts, 01086, United States
  OpenStreetMap Google Maps

  1 Miles 3.1 Miles Run Walk

• Peaks, Pedals, and Pints [google.com] [Register at runsignup.com]

  Sun, Jun 07, 2026 at 9:30 AM

  Description

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  Peaks, Pedals, and Pints

  Get Off the Couch Adventure Day

  June 7, 2026 | Norbrook Farm Brewery | Colebrook, CT

  Join us for the Get Off the Couch Foundation’s Annual Adventure Day at Norbrook Farm...

  Peaks, Pedals, and Pints

  Get Off the Couch Adventure Day

  June 7, 2026 | Norbrook Farm Brewery | Colebrook, CT

  Join us for the Get Off the Couch Foundation’s Annual Adventure Day at Norbrook Farm Brewery — a day of outdoor activity, community, and impact.

  Inspired by the adventurous spirit of Chris Del Sole, the Get Off the Couch Foundation helps children experience the confidence, joy, and lifelong benefits that come from getting outside and getting active.

  Participants can choose their own adventure before gathering for a relaxed afternoon celebration at the brewery.

  Activities may include*:

  • Mountain biking

  • Trail running

  • Hiking or walking

  • Kids outdoor activities

  Afterward, everyone comes together for great food, drinks, music, and community while celebrating the difference we’re making together.

  Funds raised support programs that help children access outdoor opportunities such as mountain bike camps, learn-to-ride programs, learn-to-ski and snowboard packages, and adaptive outdoor experiences.

  Come ride, hike, run, walk — or simply join us to support the mission.

  Let’s get off the couch and make a difference.

  *additional activities may be added

  22.1 km
  204 Stillman Hill Rd., Northwest Hills Planning Region, Connecticut, 06021, United States
  OpenStreetMap Google Maps

  Mountain Biking Run Trail Walk

• Hogsback Half Marathon [runsignup.com]

  Sat, Sep 26, 2026 at 8:30 AM

  Description

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  2026 Hogsback Half Marathon Information:

  Start Time: 8:30 a.m. on September 26, 2025.

  Amenities:

  • Rural course on lightly travelled country roads along the Farmington River;

  • Amazing race shirts;

  *...

  2026 Hogsback Half Marathon Information:

  Start Time: 8:30 a.m. on September 26, 2025.

  Amenities:

  • Rural course on lightly travelled country roads along the Farmington River;

  • Amazing race shirts;

  • 6 aid stations -- all stations have fluids two will also be stocked with gels;

  • Great post-race food;

  • Custom finisher medals;

  • Electronic bib tag timing;

  • Awards for overall and 5-year age groups.

  • Fun raffle prizes.

  Course: Fast USATF certified course with a 100 foot net elevation decrease. You'll run on country roads through the towns of Riverton, Pleasant Valley, Hartland and Colebrook, Connecticut.

  Awards: Top 3 overall male and female runners and 3 deep in 5 year age divisions (18 and under, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69 and 70 +) for male, female and non-binary.

  Proceeds: All proceeds from the race benefit Running for Rescues. Running for Rescues is a 501(c)(3) non-profit organization dedicated to saving the lives of shelter animals. Running for Rescues supports small, grassroots organizations on the front lines - people pulling animals out of shelters before they are put to sleep. The cost associated with their efforts can be staggering! Running for Rescues funds shots, spay/neuter, transport, boarding, or food while the animal is being fostered and gives animals the opportunity to find a forever home.

  Event details and schedule

  Packet pickup begins at 7 a.m. on race day (September 26, 2026).

  General Start at 8:30 a.m.

  Post-Race Celebration Begins at 10:00 a.m.

  Awards Ceremony & Raffles at 11:00 a.m.

  No race day registration.

  18.2 km
  Northwest Hills Planning Region, Connecticut, 06021, United States
  OpenStreetMap Google Maps

  13.1 Miles Half Marathon Run