Which Connecticut cities have the most half marathons?
Weston (1), Hebron (1), Litchfield (1), Roxbury (1) lead the state for Half Marathon races. Those give you the most dates to choose from if your schedule is tight.
Connecticut · Half Marathon
2026-2027 Half Marathons in Connecticut
Every upcoming Half Marathon in Connecticut, all 7 of them, sorted by date. Dates, entry fees, finish-time stats from past results, and start-line maps.
7 upcoming half marathons · 3 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.
Connecticut Half Marathons by City
The Next Half Marathons in Connecticut
7 total Sun, Oct 25, 2026Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll WESTON, CTFrom $80Details Sat, Nov 7, 2026Air Line Trail Ghost Run Hebron, CTFrom $50Details Sat, Nov 14, 2026Hillacious Half Marathon Litchfield, CTFrom $60Details Sat, Nov 14, 2026Roxbury Fall Classic Roxbury, CTFrom $75Details Sun, Apr 11, 2027Ion Bank Cheshire Road Races Cheshire, CTFrom $60Details Sun, Jun 6, 2027Athletic Brewing Company Fairfield Road Races Fairfield, CTFrom $55Details Mon, Sep 6, 2027Faxon Law New Haven Road Race New Haven, CTFrom $49Details
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 25, 2026.
Common Questions About Running a Half Marathon in Connecticut
When are most half marathons held in Connecticut?
November is the busiest month for Half Marathon races in Connecticut, with 3 of the 7. If you are flexible on the date, that is the quickest way to narrow things down.
Are Connecticut Half Marathon races beginner-friendly?
Yes, for the most part. Across the 3 Half Marathon races in Connecticut with published results, the typical median finish is around 2:01:18, 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 Half Marathon races in Connecticut?
Yes, one race around Connecticut gets you off the pavement: 1 mixes road and trail.