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  • Hamden Fest Half Marathon & 5k [teammossman.com] [Register at runsignup.com]

    Sat, Jun 06, 2026 at 8:30 AM

    The Hamden Fest Half Marathon & 5K will be held at Town Center Park on Saturday June 6th. The event includes a Half Marathon and 5K. The road races will offer runners and walkers some grass and paved

    trail running.

    The Hamden Road race will kick off Hamden Fest. Hamden Fest will kick off at 11:00 am, with an extravaganza of events and activities in Town Center Park. The Hamden Regional Chamber of Commerce has partnered with the Town of Hamden to present this exciting event which will feature the Chamber's Annual Business & Community Expo; the Hamden Library Book Sale; Food Trucks and vendors; an Arts & Crafts & Antiques Fair; a Kids’ Zone by Hamden Youth Service Bureau; Entertainment by local musicians and more. Hamden Fest will run until 4:00 pm.

    Come enjoy this lively festival that brings together Hamden’s best – business, arts, cultural and educational communities.

    For more info about Hamden Fest, go to https://hamdenregionalchamber.com/promote/hamden-fest/.

    4.8 km from Hamden
    Hamden, Connecticut, 06518, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k 13.1 Miles Half Marathon Run Trail Walk

  • Ansonia Six Hour Trail Run [liveloudrunning.com] [Register at ultrasignup.com]

    Sat, Jun 13, 2026 at 8:00 AM

    16.4 km from Hamden
    10 Deerfield Lane, Ansonia, Connecticut, 06401, United States
    OpenStreetMap Google Maps

    Run Trail Ultra

  • Gaylord Gauntlet [runsignup.com]

    Sat, Jun 13, 2026 at 8:00 AM

    The Gaylord Gauntlet 5K Trail and Obstacle Run is an annual event held on the 400-acre campus of Gaylord Specialty Healthcare in Wallingford, CT—a 137-bed long-term acute care hospital serving

    individuals recovering from life-changing injuries or illnesses. As a cornerstone fundraiser for the hospital, the event supports the Gaylord Sports Association, which is dedicated to enhancing the lives of people with physical disabilities through adaptive sports and recreation.

    The Gauntlet course features a mix of wooded trails and open fields, with 24 natural and manmade obstacles designed to challenge participants of all levels. The event is entirely planned, built, and run by Gaylord staff and volunteers, and includes a lively Festival Area with local vendors, live music, and food trucks.

    Open to runners of all abilities, the Gaylord Gauntlet is a true community celebration that brings together participants, families, and supporters for a day of fun, fitness, and purpose.

    Race Results can be found here: https://my.racewire.com/results/37904

    5.7 km from Hamden
    50 Gaylord Farm Road, Wallingford, Connecticut, 06492, United States
    OpenStreetMap Google Maps

    5k Run Trail

  • Milford Rotary Run in the Park 5K [runsignup.com]

    Sun, Jun 14, 2026 at 9:00 AM

    Welcome to the Milford Rotary, Run in the Park, 5K - a Trail Run/Walk/Hike.

    Enjoy this adventure, with the whole family (including your dog), or a team, in Milford's beautiful Eisenhower Park and

    help support the Milford Rotary and Beth-El Center for the homeless!

    The Milford Rotary raises money for the local community, people in need and college scholarships.

    The course is a High School Cross Country course and is for all abilities of runners, walkers and hikers. Mostly flat, some rolling hills and scenic! The course starts and finishes in Eisenhower Park. You can run fast, or slow or walk, comfortably, at any pace. Enjoy!

    T-Shirts are guaranteed to the first 100 adults.

    24.7 km from Hamden
    780 North Street, Milford, Connecticut, 06461, United States
    OpenStreetMap Google Maps

    5k Run Trail Walk

  • Tom Centinaro Memorial "Dam" Race [runsignup.com]

    Sat, Oct 17, 2026 at 10:00 AM

    LOCATION: WOODTICK RECREATION

    201 NICHOLS ROAD WOLCOTT, CT

    3.5 MILE TRAIL RUN/WALK

    ON THE SCENIC & FLAT MILL POND TRAIL

    SATURDAY - OCTOBER 17, 2026

    RACE TIME - 10:00 am

    Race day Packet Pick Up -

    8:00am – 9:30 am

    Sign up online at www.FastTrackTiming.com

    $25 Online Registration until September 18, 2026

    $30 Online Registration between September 19, 2026 - October 16, 2026

    Raceday Regisration is allowed

    Running Tee for Preregistered Runners by 10/7/2026

    This year – Chef Paul Mynahan will be

    serving Award Winning Clam Chowder Which is

    Included with your Race Registration

    Hosted by The Wolcott Lions Club to Benefit Local Charities & Tom

    Centinaro Lions scholarship

    15.1 km from Hamden
    201 Nichols Rd., Wolcott, Connecticut, 06716, United States
    OpenStreetMap Google Maps

    3.5 Miles Run Trail Walk

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