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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

πŸš€Boosted

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

Cornwall, Connecticut
03 Oct 25 - 05 Oct 25
Free
πŸš€Boosted

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

Cornwall, Connecticut
04 Oct 25 - 05 Oct 25
Free
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Hoppin Hodges Rails to Trails 5K

Andover, Connecticut
20 Apr 25
$32.80

FES PTO "Run Like A Mother" 5K Trail Run

North Franklin, Connecticut
10 May 25
$16.90 - $32.80

16th Annual Farmington River Run 5K Trail Race

Farmington, Connecticut
18 May 25
$38.60

IronHike Endurance Series - Spring 2025 - Mohawk Mtn, CT, USA

Cornwall, Connecticut
05 Jun 25 - 08 Jun 25
$200.00 - $2,000.00

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

Cornwall, Connecticut
05 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
05 Jun 25 - 08 Jun 25
Free

10th Annual Flanders Field & Forest 5K Trail Run/Walk

Woodbury, Connecticut
06 Jun 25
$32.80

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

Cornwall, Connecticut
06 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
06 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
07 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
07 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
07 Jun 25 - 08 Jun 25
Free

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

Cornwall, Connecticut
07 Jun 25 - 08 Jun 25
Free

Run for The Hills

Niantic, Connecticut
13 Sep 25
$27.50

Where the Pavement Ends Single & Double Loop

Ridgefield, Connecticut
14 Sep 25
$45.52 - $54.00

IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA

Cornwall, Connecticut
02 Oct 25 - 05 Oct 25
$200.00 - $2,000.00

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
02 Oct 25 - 05 Oct 25
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
02 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
02 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
02 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
03 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
03 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
04 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
04 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
04 Oct 25 - 05 Oct 25
Free

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

Cornwall, Connecticut
04 Oct 25 - 05 Oct 25
Free

Tackle the Trail (TM)

Northeast, Connecticut
18 Oct 25
$80.50 - $263.50

Tom Centinaro Memorial "Dam" Race

Wolcott, Connecticut
18 Oct 25
$27.50

Camp Challenge

Ashford, Connecticut
17 May 25
Free

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
05 Jun 25 - 08 Jun 25
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
05 Jun 25 - 08 Jun 25
Free

Cockaponsett Trails to a Cure

Chester, Connecticut
21 Sep 25
$22.20 - $27.50
Showing 1-32 of 32 results