Upcoming Races Near Pleasant Valley, NY in June, 2026

Name: Tunnel to Towers 5K Run & Walk - Bethel, CT
Start: 2026-06-28
End: 2026-06-28
Location: Bethel

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

Poughkeepsie, NY

Wednesday, June 3rd, 2026

Featured

10K

Trail

Fast

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

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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

11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

Trail

View details for race 11th Annual Flanders Field & Forest 5K Trail Run/Walk

Run the Race 5K

Danbury, CT

Saturday, June 6th, 2026

View details for race Run the Race 5K

47th Annual Joseph McDonald / Bill Crusie Memor...

Wappingers Falls, NY

Saturday, June 6th, 2026

1 Mile

10K

View details for race 47th Annual Joseph McDonald / Bill Crusie Memorial Run

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

Squatchy Hooky: Lake to Summit

Valley Cottage, NY

Saturday, June 6th, 2026

10K

View details for race Squatchy Hooky: Lake to Summit

America’s 250th – Greenwich Community 5K & 1 Mi...

Greenwich, CT

Saturday, June 6th, 2026

1 Mile

View details for race America’s 250th – Greenwich Community 5K & 1 Mile Fun Run

Rockwood Ramble 10K

Sleepy Hollow, NY

Saturday, June 6th, 2026

10K

View details for race Rockwood Ramble 10K

RogersRun4AMC

Red Hook, NY

Saturday, June 6th, 2026

1 Mile

View details for race RogersRun4AMC

Roxbury Road Race Series #14

Roxbury, CT

Saturday, June 6th, 2026

View details for race Roxbury Road Race Series #14

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

Cornwall, CT

Saturday, June 6th, 2026

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

Area 52 5k

Pine Bush, NY

Saturday, June 6th, 2026

View details for race Area 52 5k

Locust Cider Run

Milton, NY

Saturday, June 6th, 2026

View details for race Locust Cider Run

TVTA Color Me Crazy 5K Run/Walk

Grahamsville, NY

Saturday, June 6th, 2026

View details for race TVTA Color Me Crazy 5K Run/Walk

2026 Independence Series - Day 5 (NY)

Montgomery, NY

Sunday, June 7th, 2026

Half

Marathon

View details for race 2026 Independence Series - Day 5 (NY)

Brookfield Lions Strides to Cure Diabetes 5-Miler

Brookfield, CT

Sunday, June 7th, 2026

Fast

View details for race Brookfield Lions Strides to Cure Diabetes 5-Miler

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

View details for race Hat City Dash

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

View details for race Hat City Dash

O'Neill's 5K

Norwalk, CT

Sunday, June 7th, 2026

1 Mile

View details for race O'Neill's 5K

Blauvelt Lions Journey For Sight 5k Run/Walk

Blauvelt, NY

Sunday, June 7th, 2026

View details for race Blauvelt Lions Journey For Sight 5k Run/Walk

Fire Tower Trail Races

Cross River, NY

Sunday, June 7th, 2026

Half

10K

Trail

View details for race Fire Tower Trail Races

North Rockland Community Day 5K Run/Walk

Haverstraw, NY

Sunday, June 7th, 2026

Fast

View details for race North Rockland Community Day 5K Run/Walk

29th Annual Ruthie Dino-Marshall 5K

Middletown, NY

Sunday, June 7th, 2026

View details for race 29th Annual Ruthie Dino-Marshall 5K

52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

10K

View details for race 52nd Annual Rooster Run

Roxbury Road Race Series #15

Roxbury, CT

Saturday, June 13th, 2026

10K

View details for race Roxbury Road Race Series #15

Sri Chinmoy Midnight Marathon

Congers, NY

Sunday, June 14th, 2026

Marathon

Fast

View details for race Sri Chinmoy Midnight Marathon

Litchfield Hills Road Race

Litchfield, CT

Sunday, June 14th, 2026

View details for race Litchfield Hills Road Race

Darien 5K-Run / 1-Mile Walk ( in Support of Ukr...

Darien, CT

Sunday, June 14th, 2026

1 Mile

View details for race Darien 5K-Run / 1-Mile Walk ( in Support of Ukraine )

Rhulen Rock Hill Run and Ramble 5K

Holiday Mountain Ski Area, NY

Saturday, June 20th, 2026

Fast

View details for race Rhulen Rock Hill Run and Ramble 5K

Summer Sizzler 2-Miler

Sherman, CT

Saturday, June 20th, 2026

View details for race Summer Sizzler 2-Miler

Chasing Daylight 5K

Poughkeepsie, NY

Saturday, June 20th, 2026

View details for race Chasing Daylight 5K

Roxbury Road Race Series #16

Roxbury, CT

Saturday, June 20th, 2026

View details for race Roxbury Road Race Series #16

The Club 2nd Annual 5k!

Naugatuck, CT

Saturday, June 27th, 2026

View details for race The Club 2nd Annual 5k!

Roxbury Road Race Series #17

Roxbury, CT

Saturday, June 27th, 2026

View details for race Roxbury Road Race Series #17

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

Trail

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

Westport Road Runners Summer Series

Westport, CT

Saturday, June 27th, 2026

1 Mile

15K

View details for race Westport Road Runners Summer Series

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

Bedford, NY

Sunday, June 28th, 2026

Trail

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

Tunnel to Towers 5K Run & Walk - Bethel, CT

Bethel, CT

Sunday, June 28th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bethel, CT

Explore more in Pleasant Valley, NY

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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