2 cycling, fun run, running, and other events in South Portland, Maine

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 (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]

Join us for the 23rd Annual Maine Lighthouse Ride (MLR) on Saturday, September 19, 2026. True to its name, MLR highlights the breathtaking views of coastal southern Maine, including multiple lighthouses, rolling terrain, and stunning views of the Atlantic Ocean and the iconic Scarborough Marsh. MLR offers four ride lengths to challenge riders of all abilities – 25 miles, 40 miles, 62 miles, and 100 miles!

This ride benefits the Eastern Trail Alliance, a nonprofit organization that builds, maintains, and promotes the Eastern Trail, southern Maine’s premiere multi-use greenway. ETA members use discount code Member2026 to save 10% off registration! Your registration fee includes the ride, well-stocked rest stops with yummy snacks, pickles, PB&Js, and more, and post-ride festivities including a meal and two beers.