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Organized by Westport Island Shore Run Association Event Organizer

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  • 38 Diamond Street, Portland, Maine, 04101, United States
    OpenStreetMap Google Maps
    Distance: 49.4 km from Westport Island
    Sun, Jun 28, 2026 at 8:00 AM

    Get active on the trails that make Portland so awesome.

    On Saturday, June 28th, join us for the second annual Kennebec Savings Bank East Bayside Trail Fest! Be part of this community-wide event that brings hundreds of runners, bikers, and walkers together on the trails. Then celebrate with one another at a party featuring music, food trucks, local beer, and more!

    This one-of-a-kind event in the heart of Portland's East Bayside neighborhood has three activities you can choose from to celebrate and support your local trails:

    • Trail to Ale 10K

    • Bayside Ride

    • Trail Mix Two-Miler

    The events will be staggered throughout the morning, and then we'll put the "fest" in Trail Fest!

    All registration fees and donations from the Kennebec Savings Bank East Bayside Trail Fest will support the work of two local nonprofits, Portland Trails and the Bicycle Coalition of Maine. Portland Trails creates connections between neighbors, communities, and the natural world through a 100-mile trail network. The Bicycle Coalition of Maine makes Maine a better and safer place to bike, walk, and roll. This is Portland Trails' largest fundraising event of the year!

    Thank you to our title sponsor, Kennebec Savings Bank, for making this community event possible!

    Interested in volunteering? We need great people to join our crew! Email us at [email protected]

    See full details
    2 Miles10kCyclingRunTrailWalk via RunSignup
  • Distance: 31.5 km from Westport Island
    Sat, Jul 04, 2026 at 7:25 AM

    Celebrate Independence Day by participating in the 49th annual L.L.Bean 4th of July 10K and 1-Mile Family Fun Run/Walk supporting the YMCA of Southern Maine Casco Bay Branch. Together, L.L.Bean and the YMCA are committed to building healthy, confident and secure communities for everyone to enjoy.

    1 Miles10kFun RunRunWalk via RunSignup
  • Distance: 32.5 km from Westport Island
    Sat, Jul 11, 2026 at 7:00 AM

    The Moxie Day 5K, now in its 27th year (minus covid 2020), has attracted some amazing runners around New England including Olympic Champion Joan Benoit Samuelson. A nice run to start a summer day in Maine! Moxie Performance T-shirts for all who preregister by July 7th. Race day registration starts at 6:00 am. at Lisbon High School.

    5kRun via RunSignup
  • Distance: 38.5 km from Westport Island
    Sat, Jul 18, 2026 at 7:15 AM

    Location: Memorial Green, Main Street, Yarmouth ME

    Race Date: Saturday, July 18th, 2026

    Start Times: 7:15 AM (1/2 Mile) | 7:30 AM (1 Mile)

    Online Registration will end on Thursday, July 16th.

    In-person registration will be accepted on Friday, July 17th at Memorial Green from 10:00 AM to 3:00 PM.

    Race Day registration is available from 6:00 AM to 7:10 AM.

    First 300 registered runners receive a T-shirt.

    Each child must have their own registration.

    Proceeds from the Fun Run support Yarmouth Cross Country Boosters!

    2026 Kids’ Race Options

    1/2 Mile Fun Run

    Ages 3 to 6

    Jog strollers welcome

    Medal for all finishers

    Starts at 7:15 AM SHARP

    · Early Registration: $15

    · Day-of Registration: $20

    1 Mile Fun Run

    Ages 7 to 12

    Chip-timed race

    Medal for all finishers

    Starts at 7:30 AM SHARP

    · Early Registration: $20

    · Day-of Registration: $25

    Entry Fee(s) & Registration Information

    Early Registration:

    Online through Thursday, July 18th

    · 1/2 Mile: $15

    · 1 Mile: $20

    Race Day Registration:

    · 1/2 Mile: $20

    · 1 Mile: $25

    Packet Pick-up

    Friday, July 18th at Memorial Green from 10:00 AM to 3:00 PM

    Race day pick-up from 6:00 AM to 7:10 AM under the bridge on Main Street

    Race will be held rain or shine. No refunds.

    See full details
    Fun RunKidsRun via RunSignup
  • Distance: 47.2 km from Westport Island
    Sun, Jul 19, 2026 at 11:59 PM

    Run with the Sturgeons who migrate in the Kennebec River through Hallowell

    each year in late Spring & early Summer, sometimes called “living dinosaurs.”

    July 18 th , 2026

    Vaughn Field Way

    Hallowell, Maine

    OHD 5K Road Race

    Race start: 7:30 AM

    Registration Guidelines

    *Pre-registration is required to participate in this event.

    Registration must be made prior to midnight on Tuesday, July 14.

    $30.00 registration fee prior to Friday, July 3 rd . $40.00 July 4 th through July 15 th .

    Registration closes at midnight on Tuesday July 14 th . Walk in registration will not be

    available.

    *This is a running race event only, walking the course is prohibited.

    Following the start of the 5K will be a Fun Kids race and activities also at Vaughn Field

    OHD Fun Kids Race (Ages 10 and under) 1000 meter run around Vaughn Field.

    Start time: 8:15 AM

    $7.00 registration fee (accepted through 7/14/26 until 11:59 PM Eastern Time)

    Fun awards will be given to children in the following age brackets: 3-5, 6-8 and 9-10.

    Can’t run this year but would like to participate in some way?

    Would you like to show support for family members and friends that may be participating?

    Donations are being accepted until July 14th on the race registration site.

     The 5K starts & finishes at Vaughn Field, a short walk from the OHD parade and

    all downtown activities and celebrations. You may even spot a Sturgeon in action!

     T-Shirts will only be available to those who register by July 3 rd .

     Prizes will be awarded for Overall winners and age group winners in Female,

    Male and Non-Binary Divisions.

    Please join us by registering to run, to join the Kids Race donate in support of friends &

    family participating or just to help support the OHD 5K future success.

    See full details
    5kKidsRoadRun via RaceRoster
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