Trail

Fast

BQ

Search Radius50 mi100 mi50

Upcoming Races Near Pleasant Valley, NY - 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
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
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 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
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
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
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
Rosendale Runs Half Marathon and 6K Run/Walk logo

Rosendale Runs Half Marathon and 6K Run/Walk

Rosendale, NY

Sunday, October 5th, 2025

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

Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile
Trail
View details for race 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
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
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
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
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 Pleasant Valley, NY

Distances:

5K10KHalf MarathonMarathon

Months:

SeptemberOctoberNovember

Tags:

TrailBoston QualifiersFast Courses

State:

All New York races

Don't see your race? Add it!

Add Your Race (Free)
Privacy PolicyTerms of ServiceContactAdd Your Race

© 2025 Find The Run. All rights reserved.