Running Races in Middlebury, Connecticut 2026 | Browse All Races

There are 3 running races in Middlebury, Connecticut in 2026. The next is the 4th Annual Sail to the Finish 2M Run on May 2. Distances include 5K races, half marathons.

4th Annual Sail to the Finish 2M Run

Sat, May 2 · Middlebury, CT Middlebury

Road 2M

From $30 Open 90 spots left

Pat Griskus Olympic, Du, Sprint Triathlon

Sat, Jun 20 · Middlebury, CT Middlebury

Triathlon Sprint RelaySprint TriOlympic Aquabike +3

Closed

2026 Pies & Pub TaTa Trot 5k

Sat, Sep 26 · Middlebury, CT Middlebury

Road 5k Run/Walk

From $35 Closed

Running Races in Middlebury, Connecticut — 2026

4th Annual Sail to the Finish 2M Run

Pat Griskus Olympic, Du, Sprint Triathlon

2026 Pies & Pub TaTa Trot 5k

All Connecticut Races