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Trail Running Calendar near Wallingford 2026-2027

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Explore the top trail runs near Wallingford for 2026-2027! We've gathered 21 exciting races in the area. Check out our detailed list below to find your next local race.

September 2026
Sep-Oct
16-24
We - Sa

Cheshire Community YMCA 5K Harvest Trail Run

Trail Run 5 km
Sep
20
Su

Farmington River Run 5K Trail Race

Trail Run 5 km
Sep
20
Su

Cockaponsett Trails to a Cure

Trail Run 4 mi 9 mi
Sep
26
Sa

Tunxis Trail Ultramarathon

Trail Run 5 km 8 km
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
Monthly updates for Wallingford

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Oct
17
Sa

Tom Centinaro Memorial "Dam" Race

Trail Run 4 mi
Oct
17
Sa

IDS Fearless 5K Run and Walk

Trail Run 5 km
Oct
18
Su

Bimblers Bluff 50k

Trail Run 50 km
November 2026
Nov
1
Su

Kevin Hutt 10k

Trail Run 10 km
Nov
7
Sa

Run for the Riverfront 5K

Trail Run 5 km
Nov
21
Sa

Storybook Half Marathon

Trail Run 13 mi
Nov
21
Sa

Fall Fling

Trail Run 4 mi 400 min
Nov
22
Su

Hartford Track Club 8K Cross-Country Challenge

Trail Run 8 km
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
19
Sa

Frosty Forest 5K

Trail Run 5 km
March 2027
Mar
20
Sa

Enchanted Forest Ultra Run

Trail Run 50 km
April 2027
Apr
4
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
Apr
17
Sa

Traprock 50

Trail Run 17 km 50 km
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