Trail Races in Connecticut

Find upcoming trail races in Connecticut — with dates, locations, and direct registration links.

11 upcoming trail races found in Connecticut

Upcoming Trail Races in Connecticut

Trail Run

Oct 17

Tom Centinaro Memorial "Dam" Race

Sat, October 17, 2026

Wolcott, CT

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Sparkle Sprinter- Trail 5K+7

Oct 10

Gemstone Sparkle Sprint 5k

Sat, October 10, 2026

Wilton, CT

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Color Run+2

May 8

3rd Annual Camp Mountain Laurel - Color Run & Trail Run

Sat, May 8, 2027

Hamden, CT

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Thompson 5K Trail Run+2

Nov 8

Centerville Bank Thompson Turkey Trot

Sun, November 8, 2026

Thompson, CT

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5K Trail Race+2

Oct 24

Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Sat, October 24, 2026

Cheshire, CT

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5K Trail Race+2

Oct 4

Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Sun, October 4, 2026

Norfolk, CT

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Scrooge Scramble 5K 2026 (Rails to Trails)

Dec 25

The Scrooge Scramble 5K - Rails to Trails - Vernon

Fri, December 25, 2026

Vernon Rockville, CT

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5K Trail Run

Jun 5

Woodland Ramble Trail Run

Sat, June 5, 2027

Mystic, CT

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Color Run+2

May 15

3rd Annual Camp Mountain Laurel - Color Run & Trail Run

Sat, May 15, 2027

Hamden, CT

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Answer the Bell - Basic - Individual+16

Jun 3

IronHike Mohawk Mountain Spring Series 2027

Thu, June 3, 2027

Mohawk Mtn Ski Area, Cornwall, CT

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2027 Deer Lake 5 Mile Trail Run+1

Apr 25

2027 Deer Lake 5 Mile Trail Run & Kids 1 Mile Trail Run

Sun, April 25, 2027

Killingworth, CT

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