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Upcoming Races Near Greenwich, CT - Matching: Trail Races

Tough Cookie 8K Trail Race

Kings Park, NY

Sunday, December 7th, 2025

Featured

Trail

Fast

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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

Morris Hot Cocoa 5k + 10k, December 13th, 10 am

Morris Plains, NJ

Saturday, December 13th, 2025

5K

Trail

View details for race Morris Hot Cocoa 5k + 10k, December 13th, 10 am

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

Team Mossman Triathlon Club Winter Running Chal...

Hamden, CT

Sunday, January 11th, 2026

10K

15K

Half

Trail

View details for race Team Mossman Triathlon Club Winter Running Challenge

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 4th, 2026

Trail

View details for race Spring SOMO Timed Trail Races

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

5K

Trail

Fast

View details for race Ion Bank Cheshire Road Races

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

5K

Trail

View details for race John Jay Community Trail Race

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

XC Summer Series

Parsippany, NJ

Tuesday, April 28th, 2026

5K

Trail

View details for race XC Summer Series

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

View details for race Spring Run The Farm

MRCC/Trail Conference 5K

Mahwah, NJ

Sunday, May 17th, 2026

5K

Trail

View details for race MRCC/Trail Conference 5K

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

5K

Trail

Fast

View details for race Oh Boy 5K

Pinky’s Rock n Rolla

Richmond Hill, NY

Saturday, July 11th, 2026

Trail

View details for race Pinky’s Rock n Rolla

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

FallApple

South Orange, NJ

Saturday, September 12th, 2026

5K

10K

Half

Trail

View details for race FallApple

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

View details for race Paine to Pain Trail Half Marathon

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

Run the Woods 5k

Oak Ridge, NJ

Sunday, November 15th, 2026

5K

1 Mile

Trail

View details for race Run the Woods 5k

FEAR Trail Fest 2026

Morristown, NJ

Sunday, November 22nd, 2026

Trail

View details for race FEAR Trail Fest 2026

Explore more in Greenwich, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

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