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  • Distance: 22 km from Oak Bluffs
    Sat, Jul 11, 2026 at 6:00 AM

    The Paul White Road Race course is 4.81 miles. The race begins and ends at 6 Chester Street, North Falmouth MA, between North Falmouth Library and Megansett Park on the site of the former Paul White's Market. The course has three moderate hills, the last one being the longest and right before the finish line.

    This race was created to commemorate local legend Paul White and to serve as the main fundraiser for the North Falmouth Village Association. The monies raised will be used to fund NFVA operating costs and 4 college scholarships for North Falmouth graduating seniors.

    T-shirts will be available for purchase for $20 at all Bib pick-up locations and on Race Day.

    Immediately following the race refreshments will be available for participants and awards will be awarded to Top 3 male and female finishers in each age category.

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    4.81 MilesRun via RunSignup
  • Distance: 10.9 km from Oak Bluffs
    Sun, Jul 12, 2026 at 7:00 AM

    It’s a rite of summer on Cape Cod: an event that attracts not only local triathletes but also visitors from across the nation and the world, (28 U.S. states, 7 nations represented last year!) Join a very festive yet competitive atmosphere at the 2026 Falmouth Sprint Triathlon.

    This “short” sprint race is unique for its warm salt-water swim, a scenic bike ride that climbs to the majestic Nobska Point Light, and a flat 5k run entirely alongside one of New England’s most beautiful beaches.

    The Falmouth Triathlon has been voted one of the top 5 races for beginners worldwide by the Triathletes Choice Awards, so “casual” athletes and newcomers know they are very welcome to join the tri-geeks. It’s a wonderful day for everyone!

    Event details and schedule

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    RunSprintTriathlon via Active.com
  • Distance: 18.8 km from Oak Bluffs
    Sat, Jul 18, 2026 at 9:45 AM

    Annual 5K Poppy Road Race

    Munchkin Run 7 and under (9:45am)

    Kid's Run 8-12 (9:50am)

    5K Road Race 10:00am

    There is limited to no parking available at the Community House. On street parking is not allowed. We recommend that people walk or ride their bikes to the race.

    5kRunWalk via RunSignup
  • Distance: 11.7 km from Oak Bluffs
    Sat, Aug 01, 2026 at 9:00 AM

    About this event

    5th Annual Great Harbors 5kish and 2.5kish fun run. Races/walks are for Great Harbor residents and their guests. Races to take place rain or shine.

    Race/walk is $23 for adults and $14 for kids 14 and under. Price increases 7/28 to $30 ($20 for 14 and under). Online registration closes 8/1 at midnight.

    5kish Fun run/walk

    The course is two full laps around the outside of the neighborhood. Starting and ending at the ball field. Runners and walkers, all ages welcome.

    2.5kish Fun run/walk

    The course is one full lap around the outside of the neighborhood. Starting and ending at the ball field. Runners and walkers, all ages welcome.

    Awards

    Awards to the top male and top female finishers in each event

    Youth Discount

    Ages 14 and under are $14.00 and will receive the discount automatically at checkout.

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    2k5kFun RunRunWalk via RaceRoster
  • Distance: 20.1 km from Oak Bluffs
    Sat, Aug 08, 2026 at 8:30 AM

    Registration Opens at 8:00am July 1st.

    August 8, 10:30am. Middle Road, Chilmark

    Registration:

    REGISTRATION WILL CLOSE AT 10PM, THURSDAY, AUGUST 6th, (SUBJECT TO OVERALL LIMIT OF 1,600 RUNNERS). participants will be able to register themselves and their families for this year’s race. During the registration process, participants will:

    • Sign up for the race

    • Pick race shirt size

    • Have the opportunity to purchase additional race gear (hats, sweatshirts, speciality tees and tanks, etc.)

    • Make an additional, optional, donations to the Chilmark Community Center

    All pre- ordered merchandise will be available for pick up at the Center along with your race shirts, numbers and information. NO SHIPPING!!!

    Fees:

    $35 ages 12 and older, $25 ages 11 and under. Entry fee includes a race t-shirt and personalized bib (for entries prior to July 20).

    Race Store Only:

    STORE ONLY CLOSES AT 8:00pm, AUGUST 3rd. Shop for race gear if not registering for race.....Starting at 8am on July 1st and continuing to 8pm on August 3rd. All items must be picked up at the Center at check-in. NO SHIPPING!!! Have a friend pick-up if you can't get to check-in.

    Check-in:

    Check-in will be 5:00-7:00pm Friday, August 7th and 8:30-9:30am Saturday, the 8th.

    Awards:

    Prizes will be awarded to men and women by age groups: 8 years and under, 9-11, 12-16, 17-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80-89, 90 and over.

    Bus:

    A bus will provide transport from Vineyard Haven to Chilmark for runners taking the 8:15 am ferry from Woods Hole arriving in Vineyard Haven at 9:00 am.

    Miscellaneous:

    Net proceeds benefit the Chilmark Community Center. (Fees do not include processing & service charges.) No refunds. No exchanges or transfers, without express permission of the race director.

    Contact:

    E-mail address: [email protected] or call Chilmark Community Center weekday mornings 9:00-noon at 508-560-2622

    Previous Results:

    Previous Results from 2000 are available under the "Results" tab. Overall and Age Group.

    See full details
    5kRun via RunSignup
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