When in May are most 5K races held?
The busiest weekend in Connecticut is May 1 and May 2, with 4 of them, 2 of those on Saturday, May 1. Another 2 fall on a weekday, which is worth knowing if you are traveling for one.
Race calendar · May 2027 · Connecticut
5K Races in Connecticut in May 2027
Every 5K in Connecticut in May 2027, all 14 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
31:50Median finish time
18:01Median winning time
213Median field size
9May 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.
Connecticut 5K Races by City in May
All 5K Runs in Connecticut in May
14 total Sat, May 1, 2027Brew Run New London, CTFrom $30Details Sat, May 1, 20272027 Granby Road Race Granby, CTRegistration opens Dec 1From $40Details Sun, May 2, 2027Miles For Margaritas Stratford, CTRegistration opens Feb 20, 2027From $35Details Sun, May 2, 2027Porter 5K (3.1 mile) Rec Park, Columbia, CT Columbia, CTFrom $25Details Sat, May 8, 2027Charity Cooperative Hartford 5k Hartford, CTFrom $40Details Sun, May 9, 2027Run Like a Mother 5K and Kid's 1-Mile 2027 Ridgefield, CTRegistration opens Dec 30From $35Details Sun, May 9, 2027Charity Cooperative Fairfield County 5k Westport, CTFrom $40Details Thu, May 13, 2027Stamford Boys & Girls Club Corporate 5K Stamford, CTFrom $40Details Sat, May 15, 2027RESERVOIR RUSH Moodus, CTFrom $40Details Sun, May 16, 20272026 Rossiter Run 5K Race and Fun Run/Walk Washington Depot, CTRegistration opens Feb 3, 2027From $5Details Fri, May 21, 2027Moonlight 5K New Milford, CTFrom $35Details Sat, May 22, 2027Quiet Corner Winery First Annual Alzheimer's Fundraiser 5K Hampton, CTRegistration opens Mar 18, 2027From $35Details Sat, May 29, 202733rd Annual Weston, CTFrom $35Details Sun, May 30, 2027Marlborough Lions Club Round The Lake 5K Marlborough, CTFrom $25Details
Common Questions About Running a May 5K in Connecticut
What is a good 5K time?
Across the 9 of these May 5K races with published results from past editions, the median finisher ran 31:50, and the median winning time was 18:01. So anything under 31:50 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 213 runners, across the 9 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 57:18.