Which Connecticut cities have the most 5K races?
Stratford (4), Hamden (4), Newtown (4), Meriden (4) lead the state for 5K races. Those give you the most dates to choose from if your schedule is tight.
Connecticut · 5K
5K Races in Connecticut
Every upcoming 5K in Connecticut, all 143 of them, sorted by date. Dates, entry fees, finish-time stats from past results, and start-line maps.
143 upcoming 5K races · 91 with finish-time stats
By the numbers
The Biggest and Longest-Running
The Connecticut races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
5K Races by City
Soonest 5K Races in Connecticut
143 total Thu, Jul 16, 20265K Training Program for the Battle of Stonington Mystic, CTFrom $35Details Wed, Jul 29, 2026Worthington Late Summer 5k Running Series Somers, CTFreeRegister Fri, Jul 31, 2026The Trumbull Rotary Sunset 5k Run & Walk Trumbull, CTFrom $30Details Sat, Aug 1, 2026It's All Downhill From Here 5K Wilton, CTFrom $30Details Sun, Aug 2, 2026Boys & Girls Club of Milford Ice Cream Run (5K) Milford, CTFrom $35Details Wed, Aug 5, 2026Stonington Cross Country 5K Pawcatuck, CTFreeDetails Sat, Aug 8, 2026The Perogie Dash Danbury, CTFrom $25Details Sat, Aug 8, 20262026 Natchaug 5K Color Run & Walk Mansfield Center, CTFrom $15Details Sat, Aug 8, 2026Follow Natural Fitness Women's Health 5K Bridgeport, CTFrom $30Details Sat, Aug 8, 2026Woofbridge 5k Run/2 Mile Walk Woodbridge, CTFrom $30Register Sun, Aug 9, 2026Run for Wishes 5K Benefitting MAKE-A-WISH® CONNECTICUT Stratford, CTFrom $27Details Sun, Aug 9, 2026Run the Vineyards - Priam Vineyards 5K Colchester, CTFrom $46Details
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 Jul 27, 2026.
Common Questions About Running a 5K in Connecticut
When are most 5K races held in Connecticut?
September is the busiest month for 5K races in Connecticut, with 42 of the 143, followed by October with 41. If you are flexible on the date, that is the quickest way to narrow things down.
How much do Connecticut 5K races cost?
Entry fees for 5K races here run from free to about $49, depending on the event and how early you register.
How early should I register for a 5K in Connecticut?
77 of the 143 5K races in Connecticut already have a price increase scheduled, so entry gets more expensive the longer you leave it. Race pricing almost always steps up as the date approaches, and signing up early is usually the cheapest option.
Are Connecticut 5K races beginner-friendly?
Yes, for the most part. Across the 89 5K races in Connecticut with published results, the typical median finish is around 31:49, which means half of every one of those fields came in slower than that. Recreational runners and walk-runners are the bulk of these fields, not the exception.
Are there trail 5K races in Connecticut?
Yes, 11 races around Connecticut get you off the pavement: 5 are trail races, and 6 mix road and trail. Surfaces are not always published, so it is worth checking a specific race before you register.