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Upcoming Races Near Redding, CT - Matching: Trail Races

Interclub Masters Challenge logo

Interclub Masters Challenge

Pleasantville, NY

Saturday, September 20th, 2025

5K
Trail
View details for race Interclub Masters Challenge
Cockaponsett Trails to a Cure logo

Cockaponsett Trails to a Cure

Chester, CT

Sunday, September 21st, 2025

Trail
View details for race Cockaponsett Trails to a Cure
DECA Dash 5K Run/Walk logo

DECA Dash 5K Run/Walk

Ridgewood, NJ

Sunday, September 21st, 2025

5K
Trail
View details for race DECA Dash 5K Run/Walk
2025 MHRRC Dutchess County Classic logo

2025 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 27th, 2025

Half
10K
5K
Trail
View details for race 2025 MHRRC Dutchess County Classic
IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA logo

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
IronHike Series - Fall '25 logo

IronHike Series - Fall '25

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 2nd, 2025

Ultra
Trail
View details for race IronHike Series - Fall '25
2025 Rail Trail 10K Race logo

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 Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk logo

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
Together We Run for Education 5K Charity Road Race logo

Together We Run for Education 5K Charity Road Race

East Hartford, CT

Saturday, October 4th, 2025

5K
Trail
View details for race Together We Run for Education 5K Charity Road Race
Chasing Ciara's Light 5k/12k Memorial Trail Race logo

Chasing Ciara's Light 5k/12k Memorial Trail Race

Monroe, CT

Saturday, October 4th, 2025

5K
12K
Trail
View details for race Chasing Ciara's Light 5k/12k Memorial Trail Race
IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails logo

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, October 5th, 2025

5K
Trail
View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails
Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge logo

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

Norfolk, CT

Sunday, October 5th, 2025

5K
10K
Half
Trail
View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge
Apple Harvest Road Races logo

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

5K
1 Mile
Trail
View details for race Apple Harvest Road Races
Gemstone Sparkle Sprint 5k logo

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

5K
Trail
View details for race Gemstone Sparkle Sprint 5k
Paine to Pain Trail Half Marathon logo

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 12th, 2025

Half
Trail
View details for race Paine to Pain Trail Half Marathon
2nd Annual Randolph School Ramble 5K Run/Walk logo

2nd Annual Randolph School Ramble 5K Run/Walk

Wappingers Falls, NY

Sunday, October 12th, 2025

5K
Trail
View details for race 2nd Annual Randolph School Ramble 5K Run/Walk
Ivoryton Pumpkin Chase logo

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

5K
Trail
View details for race Ivoryton Pumpkin Chase
Tom Centinaro Memorial "Dam" Race logo

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail
View details for race Tom Centinaro Memorial "Dam" Race
Run The Farm logo

Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile
Trail
View details for race Run The Farm
Kiwanis Club of Newburgh Scholarship Run logo

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 19th, 2025

Trail
View details for race Kiwanis Club of Newburgh Scholarship Run
Collinsville Trick or Trot logo

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

5K
Trail
View details for race Collinsville Trick or Trot
RACE FOR THE GREENWAY 5K RUN / WALK logo

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 26th, 2025

Trail
View details for race RACE FOR THE GREENWAY 5K RUN / WALK
Thunderbird Run 2025: Annual Mahwah Schools Foundation 5K Run, 2Mi Walk and Kids Run logo

Thunderbird Run 2025: Annual Mahwah Schools Fou...

MAHWAH, NJ

Sunday, October 26th, 2025

5K
Trail
View details for race Thunderbird Run 2025: Annual Mahwah Schools Foundation 5K Run, 2Mi Walk and Kids Run
Raven Rocks 10k Run and Raven 100k Challenge logo

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
The Witching Hours 3/6/12H logo

The Witching Hours 3/6/12H

Manorville, NY

Saturday, November 15th, 2025

Trail
View details for race The Witching Hours 3/6/12H
BROOKHAVEN TRAIL HALF MARATHON and 5 MILE logo

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
ROB'S TRAIL RUN EDITION logo

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 logo

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
SRC Presents: A Backyard Ultra logo

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Trail
View details for race SRC Presents: A Backyard Ultra
John Jay Community Trail Race logo

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 logo

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 logo

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K
Trail
View details for race Leatherman's Loop
Spring Run The Farm logo

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile
Trail
View details for race Spring Run The Farm
IronHike Endurance Series - Spring 2026 - Mohawk Mtn, CT, USA logo

IronHike Endurance Series - Spring 2026 - Mohaw...

Cornwall, CT

Wednesday, June 3rd, 2026

Ultra
Trail
View details for race IronHike Endurance Series - Spring 2026 - Mohawk Mtn, CT, USA
IronHike Series - Spring '26 logo

IronHike Series - Spring '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, June 4th, 2026

Ultra
Trail
View details for race IronHike Series - Spring '26
Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk logo

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

Cornwall, CT

Saturday, June 6th, 2026

Trail
View details for race Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk
Interstate 17 logo

Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail
View details for race Interstate 17
South Nyack 10-Miler logo

South Nyack 10-Miler

Nyack, NY

Saturday, September 5th, 2026

10 Miles
Trail
View details for race South Nyack 10-Miler

Explore more in Redding, CT

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5K10KHalf MarathonMarathon

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