Explore Fall & Winter Hikes, Runs & Walks on Long Island
Ready to get fit and explore the stunning beauty of Long Island this fall and winter? We've rounded up some fantastic events happening in our backyards. Whether you're a seasoned runner, a casual walker, or just looking to get outdoors, these hikes, runs, and walks are perfect for you. Lace up those sneakers and hit the trails!
Fall 2024 Runs & Walks:
9/14 - Half-Way to St. Patrick's Day 5K & Little Leprechauns Fun Run
Celebrate the Irish spirit halfway to St. Patrick’s Day with a festive 5K and fun run.
9/15 - Girl Scouts of Nassau County Thin Mint Sprint 5K
Get ready for the first-ever cookie-themed Thin Mint Sprint 5K and 1-mile Family Fun Walk at Jones Beach, complete with an activity fair.
9/21 - Great Cow Harbor 10K Run & 2K Fun Run/Walk - Northport
Ranked as one of the top 100 races in the U.S., the Great Cow Harbor 10K offers a big race feel in a small-town setting.
9/21 - St. Vincent de Paul of Long Island Friends of the Poor Walk/Run
Help raise funds for those in need with this charity walk/run event.
9/22 - 5K & Paws Walk - Belmont Lake State Park
Bring your furry friend along for this pawsome 5K and walk benefiting Baxter’s Pantry at Long Island Cares.
9/23 - Smithtown Running of the Bull 1K Fun Run & 5K
Support Angela’s House for Technology-Dependent Children while running through Smithtown. Don’t forget to bring a food item for the Smithtown Food Pantry.
9/28 - Travis Manion Foundation 9/11 Heroes Run/Walk/Ruck - Huntington
Honor the heroes of 9/11 and post-9/11 conflicts with this inspiring run/walk/ruck event.
9/28 - 10th Annual 5K Run & Dog Walk - Smithtown
Run or walk with your four-legged companion to support America’s VetDogs, which provides service dogs to veterans and first responders.
9/28 - S'Mores For More Sunset Run
Enjoy a fun-filled evening run with sweet treats at the finish line.
10/19 - Town of Oyster Bay Supervisor's 5K Run/Walk
Get involved in this community 5K and support local causes.
10/19 - Post Office Café Annual Race for MPS
Help raise awareness and funds for the National MPS Society while enjoying a fun race through the town.
10/19 & 10/20 - Catholic Health Services Suffolk County Marathon & Half Marathon
Test your endurance with these marathons benefiting local veterans.
10/20 - Michael Sena's Run for Hope
Support addiction awareness and recovery efforts in memory of Michael Sena.
10/27 - John Theissen Children's Foundation Freaky 5K & Trick or Treat Trot - Wantagh
Get spooky and run for a cause! Proceeds benefit the John Theissen Children’s Foundation.
10/26 - Greenlawn Fire Department Annual Halloween 5K Run
A fast and flat course through Greenlawn, perfect for runners of all levels.
11/10 - Nassau County 5K & 10K Turkey Trot
Burn off those Thanksgiving calories while supporting the Interfaith Nutrition Network (INN).
11/23 - Neil Chadderton Memorial EisnerAmper 4 Mile Race to Feed LI
Run to help feed Long Islanders in need this holiday season.
11/28 - Thanks4Giving Townwide Fund Run
Celebrate Thanksgiving with a fun run that gives back to the community.
11/28 - Blue Point Turkey Trot
Enjoy a 5K run with proceeds supporting Long Island youth programs.
11/28 - Oyster Bay Turkey Trot 5K By the Bay
Take part in the longest-running consecutive Turkey Trot in the Tri-State area!
12/7 - Seaford Wellness Hot Chocolate 5K Run/Walk
Warm up with a hot chocolate after this community-centered 5K run.
12/8 - Jingle All The Way 5K
Bring a new unwrapped toy to the race for the John Theissen Children’s Foundation Toy Drive.
Leaf Peeping & Top Hiking Spots:
Long Island’s vibrant autumn colors are best explored on foot. Don’t miss out on these top spots:
Cold Spring Harbor State Park – Wander through stunning woodlands.
Caumsett State Park – A breathtaking nature retreat in Lloyd Neck.
Nassau-Suffolk Greenbelt Trail – Stretching from Massapequa to Cold Spring Harbor, this trail offers a variety of terrains.
Prosser Pines – A hidden gem in Middle Island with towering pines and serene surroundings.
More Outdoor Adventures:
Northport Running Club – Join year-round runs and community events.
Greater Long Island Running Club (GLIRC) – Hosting runs across the island, GLIRC is perfect for runners of all levels.
Long Island Greenbelt Conference – Explore over 200 miles of trails maintained by this unique nonprofit organization.
Run.LI – A portal dedicated to all things running on Long Island.
NYS Winter Run Series – Keep moving throughout the winter with runs held in state parks.
EventPower Empower Yourself – Participate in events focused on fitness, wellness, and empowerment.
Strong Island Running Club – Get involved with local runs and races.
So, are you ready to hit the trails and take on Long Island’s outdoor adventures? Whether you're walking, running, or hiking, there’s something for everyone this fall and winter season!
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