Fall Road Races 2025

Fall Road Races 2025

Get out your Nike Vaporfly’s, Mizuno Neo Vista’s, and Saucony Endorphin’s because Fall Road & Trail Race season is nigh. In addition to our usual round up of local races on the farm, around the lake and down the Victorian gingerbread clad streets of Katonah—we found a new one this year. How about the New York Botanical Garden 5K?

September 6 @ 8:00 am

Katonah Road Races

The Parkway Katonah, NY, United States

Katonah Road Races Save the Date! The Katonah 5k, Kids’ 1 Mile, and Kids’ Dash (for our youngest runners) will take place on Saturday, September 6th, beginning at 8am. Katonah Road Race]

September 14 @ 8:30 am Recurring

MKFD Fired Up 5K

Kirby Plaza Kirby Plaza, Mt. Kisco, United States

MKFD Fired Up 5K The 9th Annual Kisco 5K and Kids Mad Dash, now sponsored by the Mount Kisco Fire Department,  is back for its 11th year. **You must Pre-Register for this event.  There will be no registration the day […]

September 14 @ 9:00 am Recurring

Jamie’s 5K Run for Love in Armonk

Jamie’s 5K Run for Love in Armonk Armonk Cider & Donut Festival Day starts with kids’ races, followed by the Jamie’s Run for Love 5k Run and an afternoon of fun and food at this old-fashioned country shindig. Race Times: […]

September 21 @ 8:00 am

New York Botanical Garden 5K Fun Run

New York Botanical Garden 2900 Southern Blvd., Bronx, NY, United States

New York Botanical Garden 5K Fun Run NYBG kicks off NYC Climate Week with this leisurely 3.1-mile run takes you past some of the Garden’s most gorgeous scenery, including the Maureen K. Chilton Azalea Garden and the Judy and Michael […]

October 2025

October 4 @ 8:00 am

Stayin Alive 5K Run/Walk/Fun Run

Windmill Club 10 Maple Way, Armonk, NY, United States

Stayin Alive 5K Run/Walk/Fun Run Run the charming and bucolic Windmill neighborhood to support first responders in our area. The 5k starts at 8am, Fun Run starts at completion of 5K. Fun Run is .6mile, 1 lap around Windmill Lake. […]

October 4 @ 9:00 am Recurring

Rocky’s 5K at Rockefeller State Park

Rockefeller State Park 125 Phelps Way, Pleasantville, NY, United States

Rocky’s 5K at Rockefeller State Park The course at Rockefeller Park in Pleasantville is spectator friendly, close to parking and features beautiful terrain – that begins at Swan Lake and continues through woodlands and rolling pastures. Challenging hills, wide carriage […]

October 19 @ 8:30 am Recurring

Muscoot Farm: Run the Farm

Muscoot Farm

Muscoot Farm: Run the Farm Run the Farm is a 5 mile trail race and 2 KIDS races at Muscoot Farm in Katonah NY. Kid’s races start at 8:30am. The Run the Farm 5-mile race begins at 9:30am. Muscoot Farm

November 9 @ 9:00 am Recurring

Raven Rocks Run at Ward Pound Ridge

Raven Rocks Run at Ward Pound Ridge The race is run on a challenging course with great views, rocky climbs, ridgeline trails, hilly meadows, ravines, and the site of the former fire tower. The race has long been a project […]

November 27 @ 8:45 am Recurring

Westchester Turkey Trot in Valhalla

Westchester Community College 75 Grasslands Rd., Valhalla, NY, United States

Westchester Turkey Trot 5K/10K & Kids Dash at Westchester Community College in Valhalla Get your 5k or 10K in early on Thanksgiving Day before you make yourself sick somewhere between the Dallas Cowboy and Detroit Lions games. Local & famous […]