4 running, aquabike, cycling, and other events in South Berwick, Maine

From big races to Saturday morning group runs—find running, aquabike, cycling, fun run, swimming, triathlon, and walking events and connect with the local endurance sports community.

• South Berwick Strawberry Run & Walk [cms6.revize.com] [Register at runsignup.com]
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  Sat, Jun 27, 2026 at 8:00 AM

  Description

  The South Berwick Strawberry Run is a 5-mile loop race always held the last Saturday in June in conjunction with the South Berwick Strawberry Festival. Proceeds benefit the South Berwick Recreation Department providing affordable youth programming to the community.

  2.5 Miles 5 Miles Run Walk

  South Berwick, Maine, 03908, United States
  OpenStreetMap Google Maps
• Pumpkinman Triathlon Festival [pumpkinmantriathlon.com] [Register at runsignup.com]
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  Sat, Sep 12, 2026 at 7:00 AM

  Description

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  JOIN US FOR OUR 20TH YEAR!!

  Join us for the 20th anniversary of the Pumpkinman Triathlon and Running Festival in beautiful, scenic Southern Maine!! Located at Spring Hill, 117 Pond Rd., South...

  JOIN US FOR OUR 20TH YEAR!!

  Join us for the 20th anniversary of the Pumpkinman Triathlon and Running Festival in beautiful, scenic Southern Maine!! Located at Spring Hill, 117 Pond Rd., South Berwick, Maine!

  AWARDED MOST SCENIC COURSE, BEST BEGINNERS RACE, BEST SWAG AND BUCKET LIST EVENT!!

  Race the Sprint or Olympic triathlon on Saturday September 12, 2026!

  SPRINT: .3 mile swim, 15 mile bike, 5k run

  OLYMPIC: .9 mile swim, 25 mile bike, 10k run

  OLYMPIC AQUABIKE: .9 mile swim, 25 mile bike...DONE!

  RELAYS FOR BOTH!!

  Running Festival participants receive swag bag, tshirt, post party with Autumn Harvest Brunch, fall games!

  LEARN MORE AND REGISTER FOR THE SUNDAY RUNNING FESTIVAL HERE

  Race in one of the 6 unique running distances on Sunday September 13, 2026. All events EXCEPT THE ONE MILE FUN RUN include a ticket to the ALL NEW HARVEST BRUNCH!! This brunch will be different from the Saturday brunch!

  RUNNING FESTIVAL DISTANCES:

  1- mile fun run

  American Pumpkin Pi 3.14 miler

  Pumpkin Jenni 8.675309 miler

  Pumpkinman Half Marathon

  Pumpkinman 30k

  Race on BOTH Saturday and Sunday! All challenge athletes will receive one of a kind swag you can't get anywhere else as a thank you for registering for both events!!

  Aquabike Cycling Fun Run Run Swim Triathlon

  117 Pond Rd, South Berwick, Maine, 03908, United States
  OpenStreetMap Google Maps
• Pumpkinman Half Marathon and Running Festival! [pumpkinmantriathlon.com] [Register at runsignup.com]
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  Sun, Sep 13, 2026 at 7:45 AM

  Description

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  CELEBRATE 20 YEARS!!

  Join Us for the Ultimate Autumn Adventure: The Pumpkinman Running Festival 2026! 🎃🏃‍♂️

  Dive into the heart of fall with the Pumpkinman Half Marathon and Running Festival on...

  CELEBRATE 20 YEARS!!

  Join Us for the Ultimate Autumn Adventure: The Pumpkinman Running Festival 2026! 🎃🏃‍♂️

  Dive into the heart of fall with the Pumpkinman Half Marathon and Running Festival on Sunday, September 13, 2026, in the picturesque setting of South Berwick, Maine. This isn't just a race; it's a celebration of endurance, community, and the vibrant spirit of autumn. With six unique running distances, there's a challenge suited for every runner, from beginners to seasoned marathoners.

  Exclusive Swag Bag & T-Shirt: Gear up with our specially designed race swag and wear your achievements proudly.

  All events include a swag bag, bib, chip timing, finishers medal and t-shirt and the NEW ENGLAND BRUNCH!! (except for the 1-mile fun run- The 1-mile fun includes bib, swag bag and finishers medal only)

  Cross the finish line and step into a feast! All participants (except the 1-mile fun run) get a ticket to our New England Brunch, offering a tantalizing array of local, seasonal delights. It's a post-race party that promises to be different from any other, complete with music, fall games, and the best of autumn's bounty.

  Diverse Running Distances: Choose your challenge- something for everyone!

  RUNNING FESTIVAL DISTANCES:

  1- mile fun run

  American Pumpkin Pi 3.14 miler

  Pumpkin Jenni 8.675309 miler

  Pumpkinman Half Marathon: we’ve got some hills!

  Pumpkinman 30k: Your Fully Supported Fall Marathon Prep Run!!

  COURSE MAPS ON OFFICIAL WEBSITE HERE: www.pumpkinmantriathlon.com

  Race on BOTH Saturday and Sunday! All challenge athletes will receive one of a kind swag you can't get anywhere else as a thank you for registering for both events!!

  Race the Sprint or Olympic triathlon on Saturday September 12, 2026!

  SPRINT: .3 mile swim, 15 mile bike, 5k run

  OLYMPIC: .9 mile swim, 25 mile bike, 10k run

  OLYMPIC AQUABIKE: .9 mile swim, 25 mile bike, DONE!

  1 Miles 5k 8.67531 Miles 13.1 Miles 30k Aquabike Cycling Fun Run Half Marathon Run Swim Triathlon

  117 Pond Rd, South Berwick, Maine, 03908, United States
  OpenStreetMap Google Maps