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Fall & Winter Hikes, Runs & Walks In The Huntington /Five Harbors Area


Fall & Winter Hikes, Runs & Walks On Long Island

Get out, get fit and enjoy beautiful surrounding at these runs and walks in Huntington Township and the communities surrounding it .

2021 In-Person & Virtual Runs 

9/5 - Mardi Gras 7.1 Mile Run to the Great South Bay Brewery

9/25- Travis Manion Foundation 9/11 Heroes Run/Walk/Ruck- Huntington - The 9/11 Heroes Run/Walk/Ruck activates and unites communities to honor the sacrifices of those heroes from September 11th and the wars since, to include veterans, active duty, first responder, and families of the fallen. 

9/18- Great Cow Harbor 10K Run& 2K Fun Run/Walk- Northport-  Great Cow Harbor 10K Run is one of the most prestigious foot races in the country. Runner's World has named the Great Cow Harbor 10K Run as one of the top 100 races in the USA. New England Runner regularly places The Great Cow Harbor 10K Run in its Top 100 Races, stating "Big race atmosphere in a small town on the Island; it's a winner! Who says those "rolling" courses can't be fun?" The 2K Fun Run / Walk has been a huge success.

9/25- St. Vincent de Paul of Long island Friends of the Poor Walk/Run  

9/25- Smithtown Running of the Bull 1K Fun Run & 5K- Proceeds from the run are in part to benefit Angela’s House for Technology-Dependent Children - We also ask that all runners bring a food item for the Smithtown Food Pantry.

9/25- Half-Way to St. Patrick's Day 5K

9/26-  Whit Whit Walk- The Whit Whit Fund raises money to research Pediatric Cancers. You might even consider doing the traditional walk at Caumsett State Park for the virtual event. 

9/26- Ocean to Sound 50 Mile Relay- Benefits go to support the Greater Long Island Running Club. GLIRC produces and manages 30+ quality events annually!

10/24- The John Theissen Children's Foundation Freaky 5k and Wal and Kids Trick or Treat trot 1/4 mile fun run- Wantagh

10/24- Catholic Health Services Suffolk County Marathon/Half Marathon to Support Our Veterans

10/24-  Mercy Center Ministries Halloween Costume 5K & 15K Run/Walk - Mercy Center Ministries, Inc is a non-denominational nonprofit founded in 1983.  We provide shelter for homeless girls in three locations. Patchogue for 16-21 year old runway/homeless teens, Blue Point for 16-21 year old runway homeless teens with children, Sayville for 18-23 year old homeless/runway young women with children. Mercy provides comprehensive services and training to help youth develop independent living skills, finish school, acquire employment and avoid a life of chronic poverty and homelessness.

10/24- Planting Fields 5K Walk/Run- Enjoy a post event festival featuring a cool down workout, music, kids lawn games and light refreshments.

10/30 Live Run or Virtual Run 10/30-11/8 Greenlawn Fire Department Annual Halloween 5K Run-  Run anywhere or try the typical rambling 5k run course through the town of Greenlawn beginning and ending at Oldfield Middle School.

10/17 Live Run or Virtual Run 10/17-10/24  Michael Sena's Run for Hope - all proceeds go to the Michael Sena Memorial Fund, Inc a 501(c)(3) public  charity focused on raising awareness about drug addiction, while sharing knowledge and resources for those battling addiction and their families.  

10/31- Project PLAY 5k- The 5k starts and finishes at the beautiful Heckscher Park and runs along the water on West Shore Road, for an out and back course.

11/14- Nassau County 5k & 10k Turkey Trot- proceeds go to INN (Interfaith Nutrition Network)

11/25- Smiles Turkey Trot  - 5K Fun Run with proceeds going to Kids Run Long Island

11/25- Oyster Bay Turkey Trot 5K By the Bay- The Longest Consecutive Turkey Trot in the Tri-State

12/4- Annual Seaford Wellness Hot Chocolate 5K Run/Walk - All proceeds from this community event are used specifically for programs in Seaford

12/12-Live Run or Virtual Run 12/12-12/31Jingle All The Way 5K - athletes are encouraged to  bring a new unwrapped toy for sick and underprivileged children across Long Island to the race. All toys go to the John Theissen Children's Foundation Annual Toy Drive

Educational Walks

Check event websites for details and additional Events

North Shore Land Alliance

9/18- Stories & Nature Walk at the Humes Japanese Stroll Garden
9/24- Owl Prowl after Dark at Wawapek
10/3- Bamboo in Northeastern landscapes Walk at the Humes Japanese Stroll Garden
10/23- Nature Walk at Cranberry Bog Nature Preserve
11/6 Nature Walk at Roosevelt Preserve
12/5- Hike Cushman Woods

Old Westbury Gardens

10/30- Early Bird Walk

Sands Point Preserve

9/11, 10/9, 11/13, 12/11- Guided Nature Walk
9/25, 10/30, 11/27, 12/18- Outdoor Adventures with Ranger Eric
11/5 & 11/6 Owl Prowl for Adults & Familities

Past 2020/21 Events

Check back in November 2021 for 2022 events

1/26 Ice Breaker International Marathon & Half Marathon

1st Day Hikes & Run 2022

Check back in November 2021 for 2022 events

1/1 Cold Spring Harbor Fish Hatchery: New Year's Day Hike

1/1 Maggies Mile @ Sunken Meadow State Park

1/1 Hither Woods New Year's Day Hike

1/1 NYS Parks Dept Hosted 1st Day Hikes on Long Island:
-Caumsett State Park
-Bethpage State Park
-Shirley Chrisholm State Park
-Jones Beach State Park
-Connetquot River State Park Preserve
-Sunken Meadow State Park
-Ridge Conservation Area
-Hallock State Park Preserve
-Montauk Point State Park

For more great runs & hikes... 

Northport Running Club - coordinates runs and events through the year.

Greater Long Island Running Club (GLIRC)- hosts runs across Long Island. 

Long Island Greenbelt Conference - unique, non profit grassroots org that has created more than 200 miles of hiking path on LI & more. 

Run.LI - a portal dedicated to Long Island runners. 

NYS Winter Run Series - various runs throughout state parks 

EventPower Empower Youself- empowerment events, runs and races

Leaf Peeping & Top Hiking Locations

Cold Spring Harbor State Park

Cold Spring Harbor

Prosser Pines

Middle Island

Nassau-Suffolk Greenbelt Trail

Massapequa to Cold Spring Harbor

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