The Coastal Challenge is an exciting annual fundraising and squash tournament hosted by Portland Community Squash to support financial aid for families in the community. Established in 2014, the Coastal Challenge brings together players of all ages and skill levels in a day filled with competitive squash, camaraderie, and philanthropy. This year’s event will take place on Saturday, April 5, with matches starting at 10:00 AM. Our goal this year is to raise $75,000.

The competition features four teams: Portland, Foreside, Cape, and Casco Bay. Each team will comprise:

• 12 adult singles players (48 total)

• 6 doubles players (24 total)

• 6 PCS juniors (24 total)

Each team will be competing for three trophies: the Born Cup (winner of the squash tournament), the Coastal Cup (top team fundraising), and the Spaulding Cup (top individual fundraiser). All funds raised will support students and their families - membership and programming - at Portland Community Squash.

2025 HM Payson Coastal Challenge

Team Leaderboard

Team Members