Upcoming trail races in Connecticut

20 trail races are coming up in Connecticut, out of 141 races on the statewide calendar. Compare dates, distances and locations, then get ready with a personalized training plan.

20 upcoming races

September 2026

Sep 20, 2026Farmington River Run 5K Trail Race📍 Farmington, CT3.1 mi
Sep 20, 2026Where the Pavement Ends📍 Ridgefield, CT4.3 mi · 8.2 mi

October 2026

Oct 1, 2026Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Full (Backyard Ultra Format) - 100+ Miles | 50,400' Elevation | 84-Hour | Run, Hike or Walk📍 Cornwall, CT61 mi
Oct 3, 2026Forbidden Forest 30 Hour Ultra Run📍 Stratford, CT30 h
Oct 3, 2026Rail Trail 10K Race📍 Hamden, CT6.2 mi
Oct 3, 2026Forbidden Forest 30 Hour Ultra📍 Stratford, CT30 h
Oct 3, 2026Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Basic (Backyard Ultra Format)📍 Cornwall, CT61 mi
Oct 3, 2026IronHike Mohawk Mountain📍 Cornwall, CT152 mi · 61 mi · 43 mi · 28 mi
Oct 4, 2026NipMuck Trail Marathon📍 Warrenville, CT26.2 mi
Oct 11, 2026Mohawk Mountain Race📍 Cornwall, CT3.1 mi · 6.2 mi · 13.1 mi · 26.2 mi
Oct 17, 2026Tackle the Trail📍 Watertown, CT6.2 mi · 13.1 mi · 26.2 mi · 26.2 mi
Oct 18, 2026Bimbler's Bluff 50k📍 Guilford, CT31.1 mi
Oct 24, 2026Cheshire Community YMCA Harvest Trail Race and Y Cup Relay📍 Cheshire, CT3.1 mi

November 2026

Nov 1, 20268 Hours at the Farm📍 Brookfield, CT3.1 mi · 4 h · 8 h
Nov 15, 2026Tarrywile Half Marathon📍 Danbury, CT6.2 mi · 13.1 mi · 26.2 mi
Nov 21, 2026Storybook Half Marathon📍 Stratford, CT13.1 mi

December 2026

Dec 19, 2026Frosty Forest 5K📍 Stratford, CT3.1 mi

May 2027

May 15, 2027Forgotten Forest Ultra Run📍 Stratford, CT9 h

June 2027

Jun 5, 2027Woodland Ramble Trail Run📍 Stonington, CT3.1 mi
Jun 24, 2027Centurion Ultra Trail Event - CT📍 Stratford, CT33 h

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