When in May are most 5K races held?
The busiest weekend in Massachusetts is May 1 and May 2, with 6 of them, 5 of those on Sunday, May 2. Every one of them is on a Saturday or a Sunday.
Race calendar · May 2027 · Massachusetts
5K Races in Massachusetts in May 2027
Every 5K in Massachusetts in May 2027, all 17 of them, sorted by date. Dates, entry fees, finish-time stats from past results, and start-line maps.
What the field actually runs
May 5K Races, By the Numbers
35:12Median finish time
16:53Median winning time
207Median field size
8May 5K races with published results
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 Nov 12, 2026.
When in May
The May Race Weekends
5K races are not spread evenly across May. Here is how the calendar actually falls, weekend by weekend, which is the part worth knowing before you book a trip or plan a taper around one.
By the numbers
The Biggest and Longest-Running
The May 5K races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
Massachusetts 5K Races by City in May
All 5K Runs in Massachusetts in May
17 total Sat, May 1, 2027Voices Against Violence 5K Run/Walk Framingham, MAFrom $30Details Sun, May 2, 2027STEP UP FOR COLLEEN 5K WALK/RUN Andover, MAFrom $30Details Sun, May 2, 2027Cahill 5k Race and 1 mile Walk Swampscott, MAFrom $30Details Sun, May 2, 2027Runway 5K Northampton, MARegistration opens Jan 1, 2027From $30Details Sun, May 2, 2027Worcester Cinco (5)K Worcester, MAFrom $33Details Sun, May 2, 2027Gator Gallop 5K Wakefield, MAFrom $25Details Sat, May 8, 2027Enjoy Your Life Happy Half Marathon & Friendly 5K Amesbury, MAFrom $35Details Sat, May 8, 2027Annual Grafton Gazebo Road Race Grafton, MARegistration opens Dec 31From $35Details Sun, May 9, 20272027 AAPI 5K Run 'n' Walk Lexington Lexington, MAFrom $40Details Sun, May 9, 202717th Annual Mother's Day 5K Walk & Run New Bedford, MAFrom $25Details Sat, May 15, 20275th Annual Katie's Grace + Grit 5K Milton, MARegistration opens Dec 1From $40Details Sun, May 16, 2027Arlington Education Foundation 5K Arlington, MARegistration opens Feb 10, 2027From $40Details Sun, May 16, 2027Evan's Run Norwell, MAFrom $30Details Sun, May 16, 2027Runnin' for a Cause, Not from the Cops Nantucket, MARegistration opens Jan 1, 2027From $45Details Sun, May 16, 2027Race to Cure Sarcoma Boston Boston, MAFrom $10Details Sun, May 16, 2027Danvers Police D.A.R.E. 5k Road Race Danvers, MARegistration opens Dec 1From $40Details Sun, May 30, 202733rd Annual Martha's Vineyard Memorial Road Race & Fun Run Oak Bluffs, MARegistration opens Mar 30, 2027From $30Details
Common Questions About Running a May 5K in Massachusetts
What is a good 5K time?
Across the 8 of these May 5K races with published results from past editions, the median finisher ran 35:12, and the median winning time was 16:53. So anything under 35:12 puts you in the faster half of a typical field. That is the middle of these RunSignup fields, walkers and charity entrants included, not a national average.
How big is a typical May 5K field?
The median one finished 207 runners, across the 8 of these May 5K races with published results from past editions. Most are far smaller than the big-city events people picture, which means less crowding at the start and a friendlier field, with a last recorded finisher at 1:05:49.