Upcoming Races Near Sleepy Hollow Lake, NY

Name: Hillacious Half Marathon
Start: 2026-11-14
End: 2026-11-14
Location: Litchfield

Fleet Feet Poughkeepsie's Red Suit Ramble

Wappingers Falls, NY

Wednesday, December 17th, 2025

Featured

View details for race Fleet Feet Poughkeepsie's Red Suit Ramble

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Fleet Feet Poughkeepsie's 2026 New Year's Day F...

Poughkeepsie, NY

Thursday, January 1st, 2026

View details for race Fleet Feet Poughkeepsie's 2026 New Year's Day Fun Run!

2026 MHRRC Recover From the Holidays 50k

Staatsburg, NY

Saturday, January 3rd, 2026

View details for race 2026 MHRRC Recover From the Holidays 50k

41st Annual Lake Waramaug Polar Bear Run

Warren, CT

Sunday, February 22nd, 2026

View details for race 41st Annual Lake Waramaug Polar Bear Run

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

Delightful® Run for Women - Sat. May 30, 2026 a...

Albany, NY

Monday, March 16th, 2026

1 Mile

View details for race Delightful® Run for Women - Sat. May 30, 2026 at 9am

The Albany IceBreaker Challenge 5K

Albany, NY

Saturday, March 28th, 2026

View details for race The Albany IceBreaker Challenge 5K

Brooklyn Cider House Spiked Apple 5k

New Paltz, NY

Sunday, April 19th, 2026

View details for race Brooklyn Cider House Spiked Apple 5k

Shane Kinsella Memorial Run/ Walk

Goshen, CT

Saturday, April 25th, 2026

View details for race Shane Kinsella Memorial Run/ Walk

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

View details for race PK5K Wellness Run/Walk

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

Trail

View details for race A Run to Remember

2026 Malta Mile

Malta, NY

Saturday, May 9th, 2026

1 Mile

View details for race 2026 Malta Mile

Indian Ladder Farms Spiked Apple 5k

Altamont, NY

Saturday, May 16th, 2026

View details for race Indian Ladder Farms Spiked Apple 5k

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 30th, 2026

View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run

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

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

Litchfield Hills Road Race

Litchfield, CT

Sunday, June 14th, 2026

View details for race Litchfield Hills Road Race

Muddy Princess - Albany, NY

Albany, NY

Sunday, July 12th, 2026

View details for race Muddy Princess - Albany, NY

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Series - Fall '26

Run to Remember 5K

Troy, NY

Saturday, October 24th, 2026

View details for race Run to Remember 5K

Hillacious Half Marathon

Litchfield, CT

Saturday, November 14th, 2026

Half

10K

View details for race Hillacious Half Marathon

Explore more in Sleepy Hollow Lake, NY

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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