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Upcoming Races Near Guilford, CT - Matching: Trail Races

Tough Cookie 8K Trail Race

Kings Park, NY

Sunday, December 7th, 2025

Featured

Trail

Fast

View details for race Tough Cookie 8K Trail Race

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SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Trail

View details for race SRC Presents: A Backyard Ultra

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

King of The Hill

Kings Park, NY

Saturday, March 7th, 2026

Trail

View details for race King of The Hill

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

5K

Trail

View details for race Hoppin Hodges Rails to Trails 5K

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

2026 Deer Lake 5M Trail Run

Killingworth, CT

Sunday, April 26th, 2026

Trail

View details for race 2026 Deer Lake 5M Trail Run

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

5K

Trail

Fast

View details for race Mount Archer Trail Race

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

5K

1 Mile

Trail

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

5K

Trail

Fast

View details for race Oh Boy 5K

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

5K

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

Run for The Hills

Niantic, CT

Saturday, September 12th, 2026

5K

Trail

View details for race Run for The Hills

Explore more in Guilford, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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