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Upcoming Races Near Stamford, CT - Matching: Trail Races

The Witching Hours 3/6/12H

Manorville, NY

Saturday, November 15th, 2025

Featured

Trail

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NJ Trail Series SOMO Winter 1

South Orange, NJ

Saturday, November 15th, 2025

5K

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 1

BROOKHAVEN TRAIL HALF MARATHON and 5 MILE

Wading River, NY

Sunday, November 16th, 2025

Half

Trail

View details for race BROOKHAVEN TRAIL HALF MARATHON and 5 MILE

Head for the Hilltop 5K + Kids Fun Run

Yorktown Heights, NY

Sunday, November 23rd, 2025

5K

Trail

View details for race Head for the Hilltop 5K + Kids Fun Run

Darien Depot Overstuffed Turkey Trot 5k and 1 M...

Darien, CT

Friday, November 28th, 2025

5K

1 Mile

Trail

View details for race Darien Depot Overstuffed Turkey Trot 5k and 1 Mile Fun Run

ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 30th, 2025

Trail

View details for race ROB'S TRAIL RUN EDITION

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Saturday, December 6th, 2025

Trail

View details for race JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Woodburrr (no Y) 1-Miler

Woodbury, CT

Saturday, December 6th, 2025

1 Mile

Trail

View details for race Woodburrr (no Y) 1-Miler

Tough Cookie 8K Trail Race

Kings Park, NY

Sunday, December 7th, 2025

Trail

Fast

View details for race Tough Cookie 8K Trail Race

NJ Trail Series SOMO Winter 2

South Orange, NJ

Saturday, December 13th, 2025

5K

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 2

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Trail

View details for race SRC Presents: A Backyard Ultra

NJ Trail Series SOMO Winter 3

South Orange, NJ

Saturday, January 10th, 2026

5K

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 3

Febapple Frozen 50M, 50K, 20M, 10M

South Orange, NJ

Saturday, February 21st, 2026

Ultra

10 Miles

Trail

View details for race Febapple Frozen 50M, 50K, 20M, 10M

King of The Hill

Kings Park, NY

Saturday, March 7th, 2026

Trail

View details for race King of The Hill

Spring SOMO Timed Trail Races

South Orange, NJ

Saturday, April 11th, 2026

Trail

View details for race Spring SOMO Timed Trail Races

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

5K

Trail

View details for race John Jay Community Trail Race

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

5K

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

View details for race Spring Run The Farm

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

5K

Trail

Fast

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Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail

View details for race Interstate 17

South Nyack 10-Miler

Nyack, NY

Saturday, September 5th, 2026

10 Miles

Trail

View details for race South Nyack 10-Miler

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

Explore more in Stamford, CT

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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