66 Tappan Street, Brookline MA
Sunday, April 12th, 2026
The funnest race all year happens Sunday April 12, 2026 at Brookline High where we will have a 5K, 1K, and Kid Fun Runs!
Join us for a spring morning of running, playing, and celebrating Brookline. Whether you’re chasing a PR, running your first race, or cheering on little runners, this event is designed to be fun, welcoming, and well run.
The day includes a chip timed 5K, a youth 1K, and short distance fun runs for kids on grass at Brookline High School, plus a kids activity zone, vendors, and community partners. This race is in rain or shine.
Race Details
Location: Start and finish will be at Brookline High School
Activity Zone: On the field on Cypress Street we will have a variety of games and activities to keep the day fun. We will move the fun indoors in the event of rain.
Kids Fun Runs: For ages 8 and younger we will have age based races on the grass field at Brookline High
Course Description
We will have a 5K route and a shorter 1K route. Each race will start on Davis Street at Brookline High School. Runners will turn onto Cypress Street and then turn left onto Harvard Ave. At TJ Maxx runners will turnaround to head back down Harvard to the finish line on Davis Street.
Course Map
Suggested Races
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