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Date:
Sun, Sep 13, 2026 at 8:00 AM – 11:00 AM
Location:
Farm Street
Dover, Massachusetts
02030
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
Swim Triathlon

The 19th Dover Sherborn Boosters Triathlon is back for 2026! The organizers of this race are honored to be your beloved September sprint distance triathlon and looking forward to seeing everyone on Sunday, September 13th, 2026 @ 8am.

2026 Course Map: For a detailed course map click here

2026 Run Route: Map My Run Run Route here

2026 Bike Route: Map My Run Bike Route here

2026 Athletes Guide: Click here

Want to volunteer? Student and adult volunteer sign ups below!

• Student volunteer sign up here

• Adult volunteer sign up here

The Dover Sherborn Boosters Triathlon offers:

  1. Swim: .25 mile swim at Farm Pond, an immaculate and crystal clear kettle pond.

  2. Bike: 14.3 mile bike through the hills and backcountry, sought after by cyclists from all over the state.

  3. Run: 3.4 mile run through the challenging yet welcoming backroads of Sherborn and Dover.

For those new to the race and for our valued alumni please see below on what makes this Triathlon so special:

  1. The cleanest fresh water, rolling swim start within 20 miles of downtown Boston

  2. A well designed, double transition style course that winds through the scenic roads and farms of Dover and Sherborn and finishes Olympic stadium style at Dover-Sherborn High School

  3. The best post race Breakfast Brunch Buffet this side of the Rocky Mountains - sponsored by a huge outpouring of support from local merchants

  4. A community organized, volunteer driven event developed to benefit the Dover-Sherborn Boosters - a non-profit focused on providing quality athletic experiences for our children while promoting health and exercise

DS Boosters Triathlon past years photos: Click here

DS Boosters Triathlon results: Click here

More swim events nearby

  • 2026 Natick Farm Fun Run [natickfarm.org] [Register at raceroster.com]

    Sun, Jun 14, 2026 at 8:30 AM

    Description

    Online tickets will close at 5pm on Saturday! Walk ups on Sunday morning are welcome. Please arrive between 8-8.15am to register on the day.

    SUNDAY, JUNE 14th at 8:30 AM

    We invite you to run, walk,...

    Online tickets will close at 5pm on Saturday! Walk ups on Sunday morning are welcome. Please arrive between 8-8.15am to register on the day.

    SUNDAY, JUNE 14th at 8:30 AM

    We invite you to run, walk, saunter or mosey through the beautiful Natick Community Organic Farm and surrounding conservation land. Our scenic course is a 3 x 1 mile loop that includes road, gravel, grass, and trail. If you have a farm or animal themed costume you would like to wear for the run, this would be very welcome!

    This event is for runners and walkers of all ages. Kids have the option of completing the full three laps (approximately 5k) or just one lap. All participants will receive a commemorative chicken medal!

    Proceeds will support NCOF's work including our scholarship fund, which provides financial assistance to students who would not otherwise be able to participate in the farm's extensive educational programs and to the farm's Teen Programs which offer paid work experience opportunities to local young people year-round.

    RACE DAY DETAILS:

    Check In / Registration

    Online registration is open until 5PM the day before the race. Walk ups are welcome day-of, but please take a note of registration timings below.

    Runners are expected to check in and pick up bibs by 8:15AM. To register on the day please arrive by 8AM. A list of registered runners with your bib numbers will be posted online and at registration table on Race Day.

    Parking

    Enter the shared driveway at 117 Eliot St and head toward Memorial Elementary School. Parking is available in the teardrop, by the tennis courts, and behind the school.

    The Race

    Runners will start at 8:30AM. We will start everyone at the same time. However, we will ask those wanting to run to start at the front and those wanting to walk or just do one loop of the course to start at the back of the group. This will allow faster runners to make it through the course without too much congestion in some of the tighter trail areas and allow walkers to enjoy the route. Runners can record their times by “gun time”. The Farm will not record individual times but will track the top 3 'three-loop' runners in the Adult (11yrs +) and Kid (10 and under) categories.

    The Course

    The NCOF Course is a three loop course which is approximately 5k. The loop begins at the NCOF driveway, runs past the farmhouse, some of our garden beds and into the Forest Gnome Trail. You will then bear right onto the Aqueduct Trail, and then exit at the Memorial School. The course runs behind the Memorial School, into the Athletic Fields, skirting the outside of the soccer field, before taking a hard right onto the sidewalk and heading back to the Farm driveway. After your third lap, you will head down the driveway, pass the barn, and finish by the rabbits and chickens.

    The course is about 40% Trail, 40% Field and 20% Road / Gravel. If you are new to running trails, the course is not very technical, but you still need to be aware of your footing while running. Please be sure to follow the directions of volunteers and course markings (there will be signs and flags to follow) to ensure you run the full course.

    *Kids in strollers can join the race.

    *No dogs allowed.

    Refund Policy

    We will issue full refunds up to and including June 7. From June 8th no refunds will be made.

    Post-Race & Awards

    There will be refreshments post-race for runners and walkers. Awards will be presented to the top finishers. After the race, we welcome you to enjoy exploring the Farm with your friends and families.

    If you have questions, or would like to volunteer email us.

    5.5 km from Dover
    125 Eliot Street, Natick, Massachusetts, 01500, United States
    OpenStreetMap Google Maps

    5k Fun Run Gravel Run Trail

  • Voices Against Violence 5K Run/Walk [runsignup.com]

    Sat, Sep 26, 2026 at 8:00 AM

    Description

    Join us Saturday, September 26, 2026 for our 15th Annual Voices Against Violence 5k walk/run! Packet pick-up and day-of registration starts at 7 am. We will kick off the event together at 7:30 AM...

    Join us Saturday, September 26, 2026 for our 15th Annual Voices Against Violence 5k walk/run! Packet pick-up and day-of registration starts at 7 am. We will kick off the event together at 7:30 AM with words from local leaders devoted to ending sexual and domestic violence. The race starts at 8 am sharp, followed by medals and raffle drawing at 9:00. The race will have chip timing and results will be available after the race on racewire.com.

    Our largest fundraiser of the year, the Voices Against Violence 5k raises the necessary funds to support survivors in the MetroWest community with free, confidential services. Please consider sharing your personal fundraising page or your team's fundraising page with your family, friends and colleagues. With your help, we can provide survivors and their loved ones with the support and services they need.

    Sponsoring the Voices Against Violence 5K Run/Walk is a GREAT way to support a critically important cause in your community, while raising awareness of your organization. Contact [email protected] for more information about sponsorship opportunities or to contribute a raffle prize.

    Medals will be awarded for the top overall male, female and nonbinary/all gender/agender finisher as well as the top finishers in the age groups.

    Online registration will close at 11:00 am on Thursday, September 24th - but race day registration will be available!

    We love volunteers! To volunteer at VAV 5k (or with Voices on an ongoing basis), please contact us at [email protected].

    Parking: There's plenty of free parking behind 7 Bishop Street. Watch for the SMOC signs and turn southeast at the intersection of Bishop St & Clark St.

    2025 RESULTS CAN BE FOUND HERE: https://my.racewire.com/results/37138

    9.8 km from Dover
    7 Bishop Street, Framingham, Massachusetts, 01702, United States
    OpenStreetMap Google Maps

    5k Run Walk

  • Millis Boosters Run Back to School [runsignup.com]

    Sun, Sep 27, 2026 at 9:00 AM

    Description

    Millis Boosters Run Back to School 5k and 1 mile Fun Run

    The Boosters are excited to be hosting our fun, community "Run Back to School" event for our 8th year!! Join us for a 5k course of rolling...

    Millis Boosters Run Back to School 5k and 1 mile Fun Run

    The Boosters are excited to be hosting our fun, community "Run Back to School" event for our 8th year!! Join us for a 5k course of rolling hills through Millis or a 1 mile fun run on the school grounds. All proceeds go to the athletes and teams of Millis Middle/High School as well as projects that support the entire Athletic Department. We look forward to having kids, parents, families, and community members join us for a morning of fun, fitness, music, and celebration. We welcome runners, walkers, and strollers! Our 5k is chip-timed by Second Wind Timing and an immediate print out of your results will be available. Check-in and race day registration will begin at 7:30am and we encourage you to arrive at least 30 minutes ahead of your race starting.

    Awards

    5K

    Prizes for top overall winners and age-group medals will be awarded.

    Fun Run

    Our 1 mile fun run is for kids, adults, families, teams, or anyone. The 1 mile will not be chip-timed but a large timing clock will be at the finish to show you how you did and prizes/medals will be awarded to the top 3 male and female finishers (12 and under)!

    Registration

    There are no price increases this year and we incentivize early registration and participation from students with discounts! Early bird registration ends on August 1. Don't wait! Prices increase by $5 until online registration closes September 27. Race day registration begins at 7:30am and all prices increase by an additional $5. There is special pricing for high school aged and younger athletes participating in the 5k!

    Donate

    Can't participate? Please consider making a donation at this link.

    T-Shirts

    To get your free t-shirt, you MUST be registered by Fri. 9/4/25.

    We look forward to seeing you for a day of fun, music, and movement!! All proceeds support the Millis Middle and High School athletes and athletic programs.

    6.9 km from Dover
    245 Plain St, Millis, Massachusetts, 02054, United States
    OpenStreetMap Google Maps

    1 Miles 5k Fun Run Run Walk

  • 2026 Jog Your Memory 5K Run and 1.5 Mile Walk for Alzheimer's [jogyourmemory5k.org] [Register at runsignup.com]

    Fri, Oct 16, 2026 at 5:00 PM

    Description

    Jog Your Memory 5K, Inc. was founded in 2014 by Jess Rice and her husband Bob. Since then, the Jog Your Memory Board has grown to eight, dedicated members, who are all-in to help fight Alzheimer's....

    Jog Your Memory 5K, Inc. was founded in 2014 by Jess Rice and her husband Bob. Since then, the Jog Your Memory Board has grown to eight, dedicated members, who are all-in to help fight Alzheimer's. The non-profit hosts a 5K race and walk every year out of Needham in an effort to raise funds and awareness for Alzheimer's research and caregiver reprieve. To date, they have raised over $2.35 million; for the past twelve years, 80% has gone to research, and 20% has been set aside for a Caregiver Grant - a reserve used for those caring for loved ones who might need a little extra incentive to get the help they need.

    The 2026 5K run and 1.5-Mile walk for Alzheimer's will offer flexible options. Our 13th Annual race will be held in-person in Needham on Sunday, October 18th and a virtual option will be available for those who are unable to make our in-person event.

    Find more information on our story here.

    9.7 km from Dover
    Needham, Massachusetts, 02492, United States
    OpenStreetMap Google Maps

    1.5 Miles 5k Run Virtual Walk

  • Powisset Farm Trail Run - Fall [barntorun.com] [Register at runsignup.com]

    Sun, Oct 25, 2026 at 8:00 AM

    Description

    The Powisset (pronounced “po-wiss-it”) Farm Trail Run is part of the Barn to Run Trail Race Series and the fall edition of this event takes place Sunday, October 25, 2026 at Powisset Farm in Dover,...

    The Powisset (pronounced “po-wiss-it”) Farm Trail Run is part of the Barn to Run Trail Race Series and the fall edition of this event takes place Sunday, October 25, 2026 at Powisset Farm in Dover, MA. The event includes running the trails of Powisset Farm and neighboring Noanet Woodlands and offers 4 race distances to choose from — 8.6, 5.6, 3.1 and 1.5 miles. This is a popular event with experienced and novice trail runners alike.

    Come for the race... stay for the cider donuts! Post-race cider donuts are a staple of the fall races in the Barn to Run series. Bring the kids to see the animals, free pumpkin painting and to see all the farm has to offer!

    Run.com ranked the Powisset Farm Trail Run one of the Top 12 Runs for Fall Color in 2025. Read about it here.

    6 km from Dover
    37 Powisset Street, Dover, Massachusetts, 02030, United States
    OpenStreetMap Google Maps

    1.5 Miles 3.1 Miles 5.6 Miles 8.3 Miles Run Trail

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