Upcoming Races Near Wolcott, CT - Matching: Trail Races

Name: Leatherman's Loop
Start: 2026-04-26
End: 2026-04-26
Location: Cross River

Break the Limit 5K

Meriden, CT

Sunday, June 1st, 2025

Trail

View details for race Break the Limit 5K

Bridgewater 1-Miler- Exclusive Town!

Bridgewater, CT

Sunday, June 1st, 2025

1 Mile

Trail

View details for race Bridgewater 1-Miler- Exclusive Town!

Belltown Spring Sprint 5K Run, 2M Walk, Kids Run

East Hampton, CT

Tuesday, June 3rd, 2025

Trail

Fast

View details for race Belltown Spring Sprint 5K Run, 2M Walk, Kids Run

The Big Run 5K/10K - Fleet Feet Poughkeepsie

Poughkeepsie, NY

Wednesday, June 4th, 2025

10K

Trail

Fast

View details for race The Big Run 5K/10K - Fleet Feet Poughkeepsie

IronHike Endurance Series - Spring 2025 - Mohaw...

Cornwall, CT

Thursday, June 5th, 2025

Trail

View details for race IronHike Endurance Series - Spring 2025 - Mohawk Mountain, CT, USA

10th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 6th, 2025

Trail

Fast

View details for race 10th Annual Flanders Field & Forest 5K Trail Run/Walk

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Friday, June 6th, 2025

Trail

View details for race EDRRC - Pawling Moonlight Trail Run 5K

Iron Hike - Spring Kuwohi Trail Half Marathon P...

Cornwall, CT

Saturday, June 7th, 2025

Trail

View details for race Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour

Iron Hike - Spring Kuwohi Trail Half Marathon P...

Cornwall, CT

Saturday, June 7th, 2025

Trail

View details for race Iron Hike - Spring Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour

Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 8th, 2025

Trail

View details for race Celebrate! West Hartford FUNd RUNS

Run in the Park 5K - to benefit the Milford Rotary

Milford, CT

Sunday, June 8th, 2025

Trail

Fast

View details for race Run in the Park 5K - to benefit the Milford Rotary

RattleSnakeRun 2025

Wassaic, NY

Saturday, June 14th, 2025

Half

10K

Trail

View details for race RattleSnakeRun 2025

Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 14th, 2025

Half

Trail

View details for race Hamden Fest Half Marathon & 5k

51st Annual Rooster Run

Newtown, CT

Saturday, June 14th, 2025

10K

Trail

View details for race 51st Annual Rooster Run

RattleSnakeRun 2025

Amenia, NY

Saturday, June 14th, 2025

Half

10K

Trail

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Solstice Sprint 5K

West Hartford, CT

Wednesday, June 18th, 2025

Trail

Fast

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Fork In The Trail 5k Presented By Peace, Love, ...

Bedford, NY

Sunday, June 22nd, 2025

Trail

View details for race Fork In The Trail 5k Presented By Peace, Love, Trails

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 2nd, 2025

Trail

View details for race Bowdoin Bushwhack Presented by Peace, Love, Trails

Pirate's Beer Run! - A 0.5k Run For Cancer

Colchester, CT

Saturday, July 5th, 2025

Trail

View details for race Pirate's Beer Run! - A 0.5k Run For Cancer

EDRRC - Racing to Save Lives 5K/10K

Lagrangeville, NY

Saturday, July 12th, 2025

10K

Trail

View details for race EDRRC - Racing to Save Lives 5K/10K

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 12th, 2025

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 20th, 2025

Trail

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

Pete Hawley People's 7

Barkhamsted, CT

Saturday, August 2nd, 2025

Trail

View details for race Pete Hawley People's 7

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 22nd, 2025

Trail

Fast

View details for race PATH TO THE PARADE 5K

6th Annual Canines Fur Cancer Support WALK

West Springfield, MA

Friday, August 22nd, 2025

1 Mile

Trail

View details for race 6th Annual Canines Fur Cancer Support WALK

Shore 2 The Pour Beach Run 2025

Stratford, CT

Saturday, August 23rd, 2025

Trail

View details for race Shore 2 The Pour Beach Run 2025

Raptor Ridge Presented by Peace, Love, Trails

Mount Kisco, NY

Sunday, August 24th, 2025

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails

Run for The Hills

Niantic, CT

Saturday, September 13th, 2025

Trail

View details for race Run for The Hills

Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 14th, 2025

Trail

View details for race Where the Pavement Ends Single & Double Loop

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 21st, 2025

Trail

View details for race Cockaponsett Trails to a Cure

2025 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 27th, 2025

Half

10K

Trail

View details for race 2025 MHRRC Dutchess County Classic

IronHike Endurance Series - Fall 2025 - Mohawk ...

Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 4th, 2025

Trail

Fast

View details for race Salmon River 5.5 Mile Run

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

Trail

View details for race Iron Hike - Fall Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Run Stanley

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 5th, 2025

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile

Trail

View details for race Run The Farm

Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 25th, 2025

Trail

View details for race Grin 'N Bear It: Brewster 5K

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

Trail

View details for race Collinsville Trick or Trot

Raven Rocks 10k Run and Raven 100k Challenge

Cross River, NY

Saturday, November 1st, 2025

10K

Trail

View details for race Raven Rocks 10k Run and Raven 100k Challenge

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

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

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