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Upcoming Races Near New Milford, CT - Matching: Trail Races

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Katonah Road Races logo

Katonah Road Races

Katonah, NY

Saturday, September 6th, 2025

5K
1 Mile
Trail
View details for race Katonah Road Races
2025 Ossining MATTERS Run-Walk for Education Fundraiser logo

2025 Ossining MATTERS Run-Walk for Education Fu...

Ossining, NY

Saturday, September 6th, 2025

5K
Trail
View details for race 2025 Ossining MATTERS Run-Walk for Education Fundraiser
2025 Gulf Beach Half Marathon logo

2025 Gulf Beach Half Marathon

Milford, CT

Saturday, September 13th, 2025

Half
Trail
View details for race 2025 Gulf Beach Half Marathon
Where the Pavement Ends Single & Double Loop logo

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
Camphill Village 5K Trail and Fun Run logo

Camphill Village 5K Trail and Fun Run

Copake, NY

Saturday, September 20th, 2025

5K
Trail
View details for race Camphill Village 5K Trail and Fun Run
Interclub Masters Challenge logo

Interclub Masters Challenge

Pleasantville, NY

Saturday, September 20th, 2025

5K
Trail
View details for race Interclub Masters Challenge
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay logo

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Wednesday, September 24th, 2025

5K
Trail
View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
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
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
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
Rosendale Run Half Marathon and 6K Run/Walk logo

Rosendale Run Half Marathon and 6K Run/Walk

Rosendale, NY

Sunday, October 5th, 2025

Half
Trail
View details for race Rosendale Run Half Marathon and 6K Run/Walk
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
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
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
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
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
FALL Run The Farm logo

FALL Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile
Trail
View details for race FALL Run The Farm
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
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
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
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

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