Cape Challenge 2026
Cape Challenge 2026
Sunday, May 31, 2026
Sponsored by

EVENTS:
- Kid’s Fun Run: Ages 8 and under – 8:30 a.m.
- 1-Mile Dash: Ages 12 and under – 9:00 a.m.
- 5K Run – 9:30 a.m.
Cape Challenge Co-Chairs: Elly Pepper, Gretchen Cullenberg, Jenn Grymek, Regan St. Pierre
For more information, email capechallenge5k@gmail.com.
The Cape Challenge is a collaborative effort of all three schools’ parent associations: PCPA, MSPA and HSPA. Proceeds from this fundraiser provide critical support to students and teachers of all three Cape schools. In the past, funds have supported teacher grants, technology grants, STEM programs, Pond Cove’s Visiting Artists program, the Middle School Outdoor Experience (Chewonki, Boston Freedom Trail) and Project Graduation.
Follow the Cape Challenge on Facebook and Instagram!

Volunteers Needed!
Would you be interested in a volunteer role in the 2026 Cape Challenge? If so please reach out to this year’s Chairs for further information and also keep your eyes out for our SignUp Genius website. Below is a short description of some volunteer roles:
Pre-Race Sunday morning – Runners or parents of runners can help in these pre-race volunteer roles:
- 5k Course Set-up/Take Down – distribute cones, mile markers, sponsor signs along the 5 K race course.
- Race Day Food Acquisition and Distribution – Food Run in days leading up to Race, set up outside of Middle School
- Race Day General Set-Up – set up tents, create start line, hang sponsor signs
- Race Day Registration – sign up for 5k or 1mile
- Manage T-shirt Table / Sell raffle tickets
- Manage Race Day Number Pick-up
Critical support roles that help make the 5k and Fun Run Happen:
- Staff the volunteer table
- Water Station – pour water, distribute at Wainwright Drive
- 5k Flaggers – Flaggers are placed at turns on the course to help guide runners
- Finish Line – Hand out medals
- Help Organize Awards
- Kids Mile Coordinators – put out cones, organize volunteers, announce rules/race
- 5K Volunteers – start/finish line attendants, flaggers, crowd control
Thank you to our incredible 2026 sponsors!
Naming Sponsor:
Gold Sponsor:
Silver Sponsors:
- AFC Urgent Care South Portland
- AJC Remodeling & Construction
- Boulos Company
- Cape Landscapes
- Good Point Acupuncture
- KR Builders
- Longfellow Hotel
- Portland Foot and Ankle
- Two Lights Dental
- Woodhull
Bronze Sponsors:
- Coast Endurance
- CSalt Gourmet Market
- Dead River
- Eliza Rauscher – Heather Shields Real Estate
- Jordan’s Farm
- Luke’s Lobster
- Maiden Cove Capital
- Martin’s Point Health Care
- Mathnasium
- Monica Dambach of Live in Maine
- NXGen Fitness
- Southern Maine Pediatric Dentistry
- Southern Maine Physical Therapy

Race Results
Results may also be found at Run in a Race.
2012-2013 race results are no longer available.
