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Trail Running Calendar near Stratford 2026-2027

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Explore the top trail runs near Stratford for 2026-2027! We've gathered 34 exciting races in the area. Check out our detailed list below to find your next local race.

Trail Running Calendar United States
September 2026
Sep-Oct
16-24
We - Sa

Cheshire Community YMCA 5K Harvest Trail Run

Trail Run 5 km
Sep
20
Su

Where the Pavement Ends Double Loop

Trail Run 4 mi 8 mi
October 2026
Oct
3-4
Sa - Su

Forbidden Forest 30 Hour Ultra Run

Trail Run Backyard Ultra 26 mi 50 km ... 100 km 100 mi
Oct
9-12
Fr - Mo

Tesla Hertz Run

Trail Run 10 mi 50 km ... 100 mi 150 mi
Oct
10
Sa

Gemstone Sparkle Sprint 5k

Trail Run 5 km
Monthly updates for Stratford

Get new running races (and updates) in your inbox every month.
Oct
11
Su

NSRF Great Pumpkin Dash Trail 5K

Trail Run 5 km
Oct
17
Sa

Tom Centinaro Memorial "Dam" Race

Trail Run 4 mi
Oct
18
Su

Bimblers Bluff 50k

Trail Run 50 km
Oct
25
Su

Run The Farm - Katonah

Trail Run 5 mi
November 2026
Nov
1
Su

8 Hours At The Farm

Trail Run 5 km 4 mi
Nov
8
Su

Raven Rocks Run

Trail Run 10 km 100 km
Nov
14-15
Sa - Su

The Witching Hours

Trail Run
Nov
14
Sa

Estella's Memorial 5K Race to Cure Pancreatic Cancer

Trail Run 5 km
Nov
15
Su

Tarrywile Half Marathon

Trail Run 10 km Half Marathon Marathon
Nov
15
Su

Brookhaven Trail Half Marathon

Trail Run 5 mi 13 mi
Nov
21
Sa

Storybook Half Marathon

Trail Run 13 mi
Nov
26
Th

Soul N Body Thanksgiving Trail Run

Trail Run 4 mi
Nov
26
Th

Roxbury Thanksgiving Day Charity Race

Trail Run 5 km
December 2026
Dec
5
Sa

Tower Tag Challenge

Trail Run 3 mi
Dec
12-13
Sa - Su

SRC Presents: a Backyard Ultra

Trail Run 4 mi
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