When in October are most 5K races held?
The busiest weekend in Connecticut is October 16 and October 17, with 3 of them, 2 of those on Sunday, October 17. Every one of them is on a Saturday or a Sunday.
Race calendar · October 2027 · Connecticut
5K Races in Connecticut in October 2027
Every 5K in Connecticut in October 2027, all 7 of them, sorted by date. Dates, entry fees, finish-time stats from past results, and start-line maps.
What the field actually runs
October 5K Races, By the Numbers
33:43Median finish time
21:11Median winning time
95Median field size
5October 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 October
The October Race Weekends
5K races are not spread evenly across October. 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 October 5K races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
Connecticut 5K Races by City in October
All 5K Runs in Connecticut in October
7 total Sun, Oct 3, 2027Fishbein / YMCA Community Road Race Wallingford, CTFrom $30Details Sat, Oct 16, 2027The Little Guild Annual Run & Wag 5K Cornwall, CTFrom $35Details Sun, Oct 17, 2027The Salisbury Beast 5K Salisbury, CTRegistration opens Mar 3, 2027From $45Details Sun, Oct 17, 202735th Annual Halloween 5K and Kids Fun Run Brookfield, CTFrom $30Details Sat, Oct 23, 2027Andover Norton Commission Trick or Trot 5K Run/Walk and Kids Fun Run Andover, CTRegistration opens Apr 1, 2027From $30Details Sun, Oct 24, 2027Connecticut Law Enforcement Officers Memorial Run Middletown, CTFrom $25Details Sun, Oct 24, 2027Masquerade 5K Marlborough, CTRegistration opens May 30, 2027From $25Details
Common Questions About Running an October 5K in Connecticut
What is a good 5K time?
Across the 5 of these October 5K races with published results from past editions, the median finisher ran 33:43, and the median winning time was 21:11. So anything under 33:43 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 October 5K field?
The median one finished 95 runners, across the 5 of these October 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 1:02:26.