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Trail Running Calendar near Bethlehem 2025-2026

Explore the top trail runs near Bethlehem for 2025-2026! We've gathered 84 exciting races in the area. Check out our detailed list below to find your next local race.

May 2026
May
3
Sunday

Edmund Ganem Memorial 5K Run/Walk

5 km
May
3
Sunday

The Blue 2 Blue Challenge

Trail Run 50 km
May
15
Friday

Moonlight 5K - New Milford

5 km
May
16
Saturday

Run Ragged Last One Standing

Backyard Ultra 3 mi
May
17
Sunday

BoFish Triathlon

Triathlon
May
24
Sunday

Mine Hill Half Marathon

Trail Run Half Marathon
May
31
Sunday

TriRidgefield Sprint Triathlon

Triathlon
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 100 mi 152 mi
Jun
13
Saturday

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
Jun
13
Saturday

Gaylord Gauntlet

Obstacle Run 5 km
Jun
14
Sunday

Litchfield Hills Road Race

7 mi
July 2026
Jul
4
Saturday

John Demille Firecracker 8K

8 km
Jul
11
Saturday

Litchfield Hills Triathlon

Triathlon
Jul
26
Sunday

Hilltopper Half Marathon

13 mi
September 2026
Sep
7
Monday

Faxon Law New Haven Road Race

5 km 20 km Half Marathon
Sep
12
Saturday

Gulf Beach Half Marathon

13 mi
Sep
13
Sunday

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
19-20
Sa - Su

Pawling 24 Hour Trail Running Festival

Backyard Ultra 3 hr 6 hr 12 hr 24 hr
Sep
20
Sunday

Murray Lender Bagel Run 5K

2 mi 5 km
Sep
26
Saturday

Pies & Pub TaTa Trot 5k

5 km
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