Upcoming Races Near Weston, CT - Matching: Trail Races

Name: Interstate 17
Start: 2026-08-08
End: 2026-08-08
Location: Closter

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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

DECA Dash 5K Run/Walk

Ridgewood, NJ

Sunday, September 21st, 2025

Trail

View details for race DECA Dash 5K Run/Walk

Palisades Half Marathon + 8K Trail Run

Fort Lee, NJ

Sunday, September 21st, 2025

Half

Trail

View details for race Palisades Half Marathon + 8K Trail Run

2025 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 27th, 2025

Half

10K

Trail

View details for race 2025 MHRRC Dutchess County Classic

IronHike Series - Fall '25

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Series - Fall '25

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

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

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

Monroe, CT

Saturday, October 4th, 2025

12K

Trail

View details for race Chasing Ciara's Light 5k/12k Memorial Trail Race

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

Irvington, NY

Sunday, October 5th, 2025

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

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

Wappingers Falls, NY

Sunday, October 12th, 2025

Trail

View details for race 2nd Annual Randolph School Ramble 5K Run/Walk

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

View details for race Ivoryton Pumpkin Chase

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

Newburgh, NY

Sunday, October 19th, 2025

Trail

View details for race Kiwanis Club of Newburgh Scholarship Run

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

Collinsville, CT

Saturday, October 25th, 2025

Trail

View details for race Collinsville Trick or Trot

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 Fou...

MAHWAH, NJ

Sunday, October 26th, 2025

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

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

Manorville, NY

Saturday, November 15th, 2025

Trail

View details for race The Witching Hours 3/6/12H

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

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

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

Hauppauge, NY

Saturday, December 13th, 2025

Trail

View details for race SRC Presents: A Backyard Ultra

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

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

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

View details for race Spring Run The Farm

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

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

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

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 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

Closter, NJ

Saturday, August 8th, 2026

Trail

View details for race Interstate 17

Explore more in Weston, CT

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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