Trail Runs in Connecticut 2026 | Upcoming Races & Dates | My Next Race

There are 13 trail runs in Connecticut scheduled for 2026. The next is the Enchanted Forest Ultra Run in Stratford on March 21. Connecticut trail runs run primarily March through December.

Enchanted Forest Ultra Run

Sat, Mar 21 · Stratford, CT Stratford

Enchanted 6 Hour Run

Closed

Camp Challenge

Sat, May 16 · Ashford, CT Ashford

6 Hour Trail RunBandit 5k run/walk

From $0 Closed

Forgotten Forest 9 Hour Ultra

Sat, May 16 · Stratford, CT Stratford

Forgotten Forest 9 Hour

Closed

Woodland Ramble Trail Run

Sat, May 30 · Mystic, CT Mystic

5K Trail Run

From $31 Open 100 spots left

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

Fri, Jun 5 · Woodbury, CT Woodbury

Flanders Field & Forest 5K Run/Walk

From $30 Open

Centurion Trail 33 Hour Ultra

Sat, Jun 27 · Stratford, CT Stratford

Centurion Trail 33 Hour Ultra

Closed

Run for The Hills

Sat, Sep 5 · Niantic, CT Niantic

Run for the Hills

From $25 Open

17th Annual Farmington River Run 5K Trail Race

Sun, Sep 20 · Farmington, CT Farmington

5K Trail Run

From $35 Open

Where the Pavement Ends Single & Double Loop

Sun, Sep 20 · Ridgefield, CT Ridgefield

Where the Pavement Ends - Single LoopWhere the Pavement Events - The Double (two loops)

From $42 Open

Forbidden Forest 30 Hour Ultra

Sat, Oct 3 · Stratford, CT Stratford

Forbidden Forest 30 Hour Ultra

Closed

Tackle the Trail (TM)

Sat, Oct 17 · Northeast, CT Northeast

Individual - 10KIndividual - Half MarathonIndividual - Marathon +1

From $45 Open 45 spots left

Storybook Half Marathon

Sat, Nov 21 · Stratford, CT Stratford

Storybrook Half Marathon

Closed

Frosty Forest 5k

Sat, Dec 19 · Stratford, CT Stratford

Frosty Forest 5k

Closed