Peaks Island Road Race

More races nearby

• Raccoon Run 5K [runsignup.com]

  Sun, Jun 21, 2026 at 9:00 AM

  Raccoon Run 5K

  WALKERS WELCOME

  Packet Pickup and Race Day Registration 7:30 to 8:45am at Fleet Feet Maine Running 309 Marginal Way Portland, Maine

  9AM Start is at 84 Baxter Blvd Portland. SEE

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  DESCRIPTION BELOW

  Wicked Early Bird Pre Registration $26 by January 8th

  Early bird pre-entry fee by April 1st $29 ---

  $34 thereafter-----$39 Race Day

  Race makes donations to: “Animal Refuge League of Greater Portland”

  The Raccoon Run 5K Race is running the old fashioned way -- scenic off road courses -- great competition -- no rock bands -- no squeezable yogurt -- beautiful T-Shirts -- useful awards (pint glasses) -- plain water, not flavored water -- plus bad jokes by the race director before and after the race!!!

  Colorful Raccoon Run T-Shirts to all entered by May 26th as available after

  Cash Prizes to Overall Winners

  Course Records Male Elliot Conrad 17:04 2012 Female Gretchen Speed 18:35 2022

  Raccoon Run Pint Glasses Top Male/Female Overall & Age Groups 14 & Under- 80+

  Team Awards 1st Running Club, Corporate & Open Teams of 4 or more people.

  Dogs welcome so long as they behave and participant gives way in the front of the start.

  For more information E-mail: [email protected] Check payable to “Pine Tree Race Services"

  *Due to recent changes in fee structures in the City of Portland and to keep race entry fee reasonable, packet pickup is 0.4 miles away from the finish and 0.9 miles away from the start. Maps will be provided. Driving time is less than 5 minutes from each location. There will be 15 minutes between closing of packet pickup and race start to allow runners to assemble.

  No Refunds. In the event of catastrophic weather, a public health crisis, or extreme events beyond race managements’ control every effort will be made to hold the race on an alternate date. If this is not possible, the race will be transformed to a virtual event where participants run the course & submit their results on their own.

  5.6 km from Portland
  309 Marginal Way, Portland, Maine, 04101, United States
  OpenStreetMap Google Maps

  5k Run Virtual Walk

• Kennebec Savings Bank East Bayside Trail Fest [runsignup.com]

  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

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  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]

  5 km from Portland
  38 Diamond Street, Portland, Maine, 04101, United States
  OpenStreetMap Google Maps

  2 Miles 10k Cycling Run Trail Walk

• STRIVE for 5 - Foden Road 5K [pslstrive.org] [Register at runsignup.com]

  Sun, Jul 12, 2026 at 12:00 AM

  What: The STRIVE for 5 5K Road Race and Fun Run hosted by the STRIVE Business to Business Networking Group, a collection of business leaders from the Foden Road/Maine Mall district of South Portland

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  (business leaders from surrounding communities also welcome). Foden Road Networking Group members are invested in supporting the local economy and residents through business-to-business fellowship, culminating in the annual STRIVE for 5 5K.

  Proceeds benefit STRIVE, a nonprofit in the heart of the Foden Road district of South Portland. STRIVE engages and empowers 1,400+ young adults with developmental disabilities throughout Southern Maine through educational, social and employment training programs.

  When: Sunday, July 12th, 2026

  Children’s Fun Run begins at 8am, 5K/Walk Begins at 8:30am

  Rain or Shine

  Where: STRIVE, 28 Foden Road, South Portland ME 04106

  Entry Fee: $25 on or before 04/12. $30 on or before 07/10. $35 for participants signing up on 07/11 (day before/packet pick-up) or 07/12 (day-of).

  Participants 12 and under are free with an adult.

  Every participant receives a shirt from STRIVE and free admittance to all elements of the block party.

  Race Info: Children’s Fun Run will start at the STRIVE parking lot and go to the end of Foden Road (will be closed to traffic) before turning around to finish back at the parking lot. During the 5k, runners will line up and walkers will follow. The course runs from STRIVE on Foden Road through Texas Instruments’ Property onto Jet Port Plaza Road then circles back. Spectators can view the race on Foden Road & Jetport Road. Map available: www.pslstrive.org/STRIVEforFive

  Pancake Breakfast: Join us after the STRIVE for 5 for a Pancake Breakfast starting at 9 AM! Breakfast will include pancakes, sausage, fruits, and assorted toppings! $3 for runners/walkers and $6 for anyone else!

  Parking: Parking information available soon!

  Packet Pick Up: Friday. July 10th from 3pm-9pm at 28 Foden Road, South Portland AND Sunday, July 12th (race morning) from 7:00am-8:00am at 28 Foden Road, South Portland

  Awards: Presented to top male & female per age group: 12 and Under, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70+.

  FMI: please contact STRIVE Program Director, Alex Woodhouse at (207)774-6278 or [email protected]

  6.4 km from Portland
  South Portland, Maine, 04106, United States
  OpenStreetMap Google Maps

  5k Fun Run Run Walk

• Portland Kids Duathlon [portlandkidsduathlon.com] [Register at runsignup.com]

  Sun, Jul 19, 2026 at 7:00 AM

  About the Race

  Portland’s first multisport race for children, The Portland Kids Duathlon, is presented by Benchmark Real Estate. The race gives young people ages 3-12 an opportunity to participate in

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  the fast-growing world of multi-sport racing. The run, bike, run format of a duathlon is fun and approachable, a great race for non-swimmers and triathletes alike. A bike only event for our youngest athletes as well as those with special needs makes the event even more accessible. All young athletes will finish the race with a smile on their face, a medal around their neck, and a boost of self-confidence and pride. All profits from this race will be donated to the Foundation for Portland Public Schools. Both in-person and virtual race options available.

  Course

  Transition will be at the triangle in front of Payson Park with separate transition areas for each race. We are on Baxter Boulevard with out-and-back bike courses on the road and out-and-back runs on the trail. Courses will parallel each other to make for easy viewing for spectators. All roads will be traffic free.

  NOTE: All participants will need to purchase an annual membership with the USA Triathlon (USAT) for an additional $10. This is because our race is sanctioned and supported by USAT. See details below. USAT has now made this a one time fee.

  About USAT

  The Portland Kids Duathlon is USA Triathlon (USAT) sanctioned event. This means that not only do you have the confidence to know that the race will be safe, sanctioned, and insured but also that we follow a uniform set of rules with other USAT events. The term “sanction” refers to the compliance of a multisport event to USA Triathlon’s safety requirements. Safety plans, course maps, and event details must be submitted for review by USA Triathlon staff. It further requires our race director undergo an annual background check and maintain a certification from the U.S. Center for SafeSport. As a member, you also have access to discounts from many of USAT's partners including sports related products and travel companies. Those are found once you've created an account and then added and logged in to your child's account at https://member.usatriathlon.org/.

  8.6 km from Portland
  Portland, Maine, 04103, United States
  OpenStreetMap Google Maps

  1 Miles 1.5 Miles 4.5 Miles Cycling Duathlon Kids Run Swim Trail Triathlon Virtual

• 2026 TD Beach to Beacon 10K [beach2beacon.org] [Register at raceroster.com]

  Sat, Aug 01, 2026 at 8:00 AM

  2026 TD Beach to Beacon 10K

  Event date: Saturday, August 1, 2026

  Location: Fort Williams, Cape Elizabeth, Maine

  Return to TD Beach to Beacon website

  6.8 km from Portland
  Cape Elizabeth, Maine, 04107, United States
  OpenStreetMap Google Maps

  10k Fun Run Run