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10 running, road, and wheelchair events in Gloucester, Massachusetts

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

10 events
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Gloucester

10 events in Gloucester
  • Thu, Jan 01, 2026 at 9:00 AM

    Take on the Six Pack Half Marathon Challenge!

    The schedule includes six races that travel some of the most scenic courses in all of New England.

    Put your fitness to the test as you accept the challenge!

    3/28/26 Fools Dual Half Marathon

    5/9/26 Barns & Blooms Half Marathon

    9/13/26 Half Marathon-by-the-Sea

    10/18/26 Around Cape Ann Half Marathon

    11/1/26 Ocean View Half Marathon

    12/6/26 Happy Holidays Half MerryThon

    YuKan is celebrating our 15th Anniversary in 2026! Register for the 6 Pack Challenge and Save 15% on all six half marathons!

    In addition to receiving all of the awesome swag for each of the individual half marathons, participants in the Six Pack Challenge will also earn a custom Six Pack Challenge Finisher Medal! Plus, with one easy entry you'll be guaranteed the best value of the year and guaranteed entry into all races - even when it sells out!

    Six Pack Challenge medals will be given out at the Happy Holidays Half MerryThon.

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    78.6 Miles via RunSignup
  • Sat, Mar 28, 2026 at 9:00 AM

    5K & Half Marathon!

    Jump into spring with beautiful ocean views as you run along the scenic coastline on Cape Ann.

    Kids 5K only $10.00! (12 & under)

    YuKan is celebrating our 15th Anniversary in 2026! Register for the Six Pack Challenge and Save 15% on six half marathons!

  • Sun, May 03, 2026 at 8:00 AM

    The Twin Lights Half Marathon offers a spectacular course with the seashore visible for much of the race's 13.1-mile route.

    YuKan is celebrating our 15th Anniversary in 2026! Run the twins and Save 15% on all both half marathons!

  • Sun, Jun 07, 2026 at 8:00 AM

    Enjoy beautiful ocean views along the coastline and run past the historic Fisherman's Memorial Statue.

    Run a scenic half marathon as you race along the spectacular back shore!

  • Thu, Jun 25, 2026 at 6:30 PM

    St. Peter's Fiesta 5K Road Race --- Thursday June 25, 2026 Race Starts 6:30 PM --- Run for a Reason: Your Support Makes the Difference Run for a reason. The Y is dedicated to ensuring everyone has access to our programming and services, from life-saving swim safety to youth development and childcare. Your registration supports this essential mission, ensuring we can continue to help those in our community who need the Y most. This year, your impact goes even further. We’re so excited you’ll be joining us for the 2026 Glen T. MacLeod Cape Ann YMCA St. Peter's Fiesta 5K Road Race. By participating, you’re not just running a race—you’re strengthening the foundation of Gloucester. Your commitment ensures that vital programs remain accessible to every neighbor, family, and child in our community. Get your running shoes ready! Looking for the ultimate way to participate in Gloucester’s annual St. Peter’s Festival celebration? This family-friendly course runs from Stage Fort Park right into the

    heart of the celebration. With fans lining the streets to cheer you on and a finish line right at the Fiesta Carnival, it’s more than a race—it’s a chance to celebrate our community and run for a life-changing mission. We can’t wait to see you at the starting line! --- Race Map --- Go the Extra Mile: Our Fundraising Levels Join our mission to provide financial assistance by reaching one of our meaningful fundraising levels! Every dollar you raise supports vital Y programs in our community. The Starting Line: Simply signing up supports our cause and starts the transformation! First Wave: Raise a total of $50.00. Harbor Bound: Raise a total of $100.00. Fiesta Champion: Raise a total of $250.00 or more to become one of our top champions! --- Race Day Details Race Start Time: 6:30 PM Location: Stage Fort Park, Hough Avenue, Gloucester, MA, USA Course Details: This course is stroller and dog friendly (well-behaved, leashed dogs only). Due to safety concerns, dogs and strollers must start at the

    back. Children will NOT be allowed in the first 5 rows of runners. The race will not start until safety issues have been followed. Refund Policy: All sales are final, no refunds will be offered. Timing: Timing Provided by Bay State Race Services Swag: Due to availability, all shirts will be crew neck style. Tee Shirt first come first served while supplies last. Shirts must be picked up by the start of the race. Parking: Free parking is available at Stage Fort Park. Pre-Race Pick-up: Glen T. MacLeod Cape Ann YMCA. Tuesday 12:00–7:00 PM and Wednesday 8:00 AM–1:00 PM. Race Day Pick-up: Begins at 5:00 PM at Stage Fort Park. --- Results, Awards & Celebration * Results: Posted at the finish line and emailed to participants post-race. * Overall Winners: Medals for 1st Place Male & Female. * Age Groups: Medals for Top 3 Male & Female: 13 & under, 14–19, 20–29, 30–39, 40–49, 50–59, 60–69, 70+. * Open Categories: Medals for Top 3 Non-binary and Top 3 Wheelchair finishers. * Local Honors: Special

    prizes for the 1st Place Male & Female Gloucester residents. --- Quick Links & Resources Discover Cape Ann: Your guide to the local business community; find the best places to shop, dine, and stay in the region. Cape Ann Chamber of Commerce Discover Gloucester YMCA Member Resources: Our Y welcomes ALL. We strengthen communities, educate and nurture children, and promote healthy living in spirit, mind, and body. YMCA of the Northshore Upcoming YMCA Races and Community Events: Join us for Road Races, Golf Tournaments, Galas, and other Special Events! Fundraising and Community Events

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    5kRoadRunWheelchair via RaceRoster
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