When are most 5K races held in Portland?
June is the busiest month for 5K races in Portland, with 3 of the 7, followed by May with 2. If you are flexible on the date, that is the quickest way to narrow things down.
Maine · 5K
2026-2027 5K Races in Portland, Maine
Every upcoming 5K around Portland, with start times, entry fees, finish-time stats from past editions, start-line maps, and the local run clubs to train with.
7 upcoming 5K races found · 2 with finish-time stats
By the numbers
The Biggest and Longest-Running
The Portland races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
Sat, Nov 7, 202610th Annual Portland Waterfront 5K Portland, MEFrom $15Details Sun, Mar 14, 2027Irish Road Rover 5K Portland, MERegistration opens Oct 20From $15Details Sat, May 1, 2027Dash for the Derby 5K Portland, MEFrom $32Details Sun, May 9, 2027Portland Sea Dogs Mother's Day 5K Portland, MERegistration opens Nov 1From $27Details Sun, Jun 6, 2027Maine Running Hall of Fame 5K In Memory of Julius Marzul Portland, MEFrom $29Details Sun, Jun 13, 2027Luv 2 Run Portland 5K Portland, MEFrom $26Details Sun, Jun 20, 2027Raccoon Run 5K Portland, MEFrom $26Details
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Oct 17, 2026.
Common Questions About Running a 5K in Portland
Where can I train for a 5K in Portland?
Browse Portland run clubs on RunSesh to find a training group at your pace.
Are there trail 5K races near Portland?
Yes, 2 races around Portland get you off the pavement: 2 are trail races.