Race Discovery

5K races in Connecticut, United States — 2026 trail running calendar

11 events found

Run for The Hills logo
Sep
05

Run for The Hills

Niantic, Connecticut, United States
$35.00
Trail running
5K
17th Annual Farmington River Run 5K Trail Race logo
Sep
20

17th Annual Farmington River Run 5K Trail Race

Farmington, Connecticut, United States
$35.00
Trail running
5K
Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge logo
Oct
04

Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Norfolk, Connecticut, United States
$25.00 - $35.00
Trail running
5K 10K Half-Marathon
Cheshire Community Ymca Harvest Trail Race and Y Cup Relay logo
Oct
24

Cheshire Community Ymca Harvest Trail Race and Y Cup Relay

Cheshire, Connecticut, United States
Free - $38.00
Trail running Running
5K Pumpkin Dash
Hamden Hall CISAC League Race logo
Oct
31

Hamden Hall CISAC League Race

Hamden, Connecticut, United States
Trail running
5K
Centerville Bank Thompson Turkey Trot logo
Nov
08

Centerville Bank Thompson Turkey Trot

Thompson, Connecticut, United States
Free - $25.00
Trail running Walking Running
5K 3K Kids Fun Run- 12 and under
Frosty Forest 5k logo
Dec
19

Frosty Forest 5k

Stratford, Connecticut, United States
Trail running
5K
Woodland Ramble Trail Run logo
Jun
05

Woodland Ramble Trail Run

Mystic, Connecticut, United States
$31.00
Trail running
5K
Summer Solstice Trail Run
Jun
20

Summer Solstice Trail Run

Hebron, Connecticut, United States
Trail running
4.8K 8K 12.9K
11th Annual Flanders Field & Forest 5K Trail Run/Walk logo
Jun
05

11th Annual Flanders Field & Forest 5K Trail Run/Walk

Woodbury, Connecticut, United States
Trail running
5K
Camp Challenge logo
May
16

Camp Challenge

Ashford, Connecticut, United States
Trail running
5K