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Trail Runs Found In Connecticut

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Trail Runs in Connecticut 2025 - 2026

The most comprehensive list of Trail Runs in and near Connecticut in 2025 - 2026. Find your perfect race!

Race Calendar: Trail Runs Found In Connecticut

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Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Full (Backyard Ultra Format) - 100+ Miles | 50,400' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free
🚀Boosted

Iron Hike - Spring Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
Free
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Worthington Fall 5k Trail Running/ Walking Series

Somers, Connecticut
Fri 12 Sep 25 - Fri 10 Oct 25
Free

Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Cheshire, Connecticut
Wed 24 Sep 25 - Wed 22 Oct 25
Free - $38.10

Gemstone Sparkle Sprint 5k

Wilton, Connecticut
Sat 11 Oct 25
Free - $10,000.00

Tom Centinaro Memorial "Dam" Race

Wolcott, Connecticut
Sat 18 Oct 25
$27.50

Air Line Trail Ghost Run

Hebron, Connecticut
Sat 01 Nov 25
$54.00 - $107.00

Woodbridge Trail Run + Woodland Walk

Woodbridge, Connecticut
Sun 02 Nov 25
$27.50 - $38.10

Centerville Bank Thompson Turkey Trot

Thompson, Connecticut
Sun 09 Nov 25
Free - $25.00

Hartford Track Club 8K Cross-Country Challenge

West Hartford, Connecticut
Sun 23 Nov 25
$27.50

IronHike Series - Spring '26

Mohawk Mtn Ski Area, Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
$150.00 - $2,000.00

Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Full (Backyard Ultra Format) - 100+ Miles | 50,400' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Olympus Mons Ultra Trail Marathon - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon Relay - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Olympus Mons Ultra Trail Marathon Relay - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
Free

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, Connecticut
Thu 01 Oct 26 - Sun 04 Oct 26
$150.00 - $2,000.00

Iron Hike - Fall Denali Ultra Trail Marathon Relay - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk

Cornwall, Connecticut
Fri 02 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Denali Ultra Trail Marathon - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk

Cornwall, Connecticut
Fri 02 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 03 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 03 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Double Kuwohi Trail Marathon Plus Relay - 28+ Miles | 13,685' Elevation | 24-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 03 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Basic (Backyard Ultra Format) - 28+ Miles | 14,400'+ Elevation | 24-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 03 Oct 26 - Sun 04 Oct 26
Free

Iron Hike - Fall Double Kuwohi Trail Marathon Plus - 28+ Miles | 13,685' Elevation | 24-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 03 Oct 26 - Sun 04 Oct 26
Free

Hamden Hall X-Country Upper School Races- Oct 11

Hamden, Connecticut
Sat 11 Oct 25
Free

Tackle the Trail (TM)

Northeast, Connecticut
Sat 18 Oct 25
$80.50 - $263.50

Iron Hike - Spring Olympus Mons Ultra Trail Marathon Relay - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Everest / 29029 Everesting Ultra Trail Marathon Relay - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Olympus Mons Ultra Trail Marathon - powered by Skratch Labs ® - 152+ Miles | 72,590' Elevation | 84-Hour | Run, Hike or Walk

Cornwall, Connecticut
Thu 04 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Denali Ultra Trail Marathon - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk

Cornwall, Connecticut
Fri 05 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Denali Ultra Trail Marathon Relay - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or Walk

Cornwall, Connecticut
Fri 05 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Double Kuwohi Trail Marathon Plus Relay - 28+ Miles | 13,685' Elevation | 24-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 06 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 06 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 06 Jun 26 - Sun 07 Jun 26
Free

Iron Hike - Spring Double Kuwohi Trail Marathon Plus - 28+ Miles | 13,685' Elevation | 24-Hour | Run, Hike or Walk

Cornwall, Connecticut
Sat 06 Jun 26 - Sun 07 Jun 26
Free

Run for The Hills

Niantic, Connecticut
Sat 12 Sep 26
$27.50

Moosup Valley 5k and 10K All Trail Race

Moosup, Connecticut
Sun 27 Sep 26
Free - $41.95
Showing 1-36 of 36 results