The Races to Bookmark in Westchester County

Pound Ridge's color run and a Boston Marathon qualifier make up the list of races in Westchester this year. 

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Whether you’re a seasoned runner looking to sign up for a marathon or a novice jogger hoping to get your feet wet, Westchester has an array of races from which to choose. From now until September, local 5Ks and marathons are on the horizon. Sign up early to beat the race-day fees and allow yourself ample time to prepare.


Charlie Goldberger Loucks 5K

May 11, 8 a.m.
White Plains

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Register for the Loucks 5K, which is open to all ages and will award the top three finishers by age group. The race route, which is around White Plains and finishes at White Plains High School, is a scenic flat course with a slight downhill. Registration is $30, and all proceeds from the race will benefit the Glenn D. Loucks Games.

Spring Sprint 5k

May 11, 9 a.m.
St. Vincent’s Hospital Westchester Harrison campus

This Spring Sprint 5K is a run/walk for mental health awareness. The 3.1-mile route starts and finishes at St. Vincent’s Hospital Westchester Harrison campus. The registration fee is $35, race-day registration opens at 8 a.m., and the run begins at 9 a.m. This event is rain or shine.

Mother’s Day 5k

May 12, 9 a.m.
Yorktown Heights

If mom loves running, sign her up for Yorktown’s Mother’s Day 5K. Registration is $30 and goes up to $40 on race day. While the 5K is females only, boys under 19 are welcome in the walk. The first-place winner will receive a pair of running shoes; the second-place finisher will receive a signed copy of Laren Fleshmen’s Good for a Girl: A Woman Running in a Man’s World, winner of the William Hill Sports Book of the Year Award; and the first 25 participants will get a T-shirt. At the finish line, adult finishers will receive a Taconic wine glass and mimosas. Cheers!

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Pleasantville Day 5k

May 18, 9 a.m.

Pleasantville Day 5K and 1 Mile Fun Run benefits the Pleasantville Community Scholarship Fund, which provides scholarships to graduating Pleasantville High School seniors. Awards will be given for overall first-place finishers for both male and female divisions and for the first three finishers in each age category (both male and female divisions). At the finish line, each participant will receive a certificate with their time and placement. Plus, T-shirts are provided at check-in. Runner registration and bib pickup begins at 7 a.m., while the pre-race warmup is at 7:30 a.m., the Mile Fun Run and walk at 8:15 a.m., and the 5K at 9 a.m. Registration costs $30.

Soul Ryeders Half Marathon & 5K

May 19, 7:30 a.m.

If you’re on the hunt for a scenic 5K in Westchester County, look no further. The Soul Ryeders second annual half-marathon and 5K course goes through Rye and Port Chester, along the Long Island sound and Playland Park. Registration for the 5K starts at $45 or $125 for the half-marathon. Each donation made to Soul Ryeders in honor of a race participant goes directly to personalized programs and services the organization provides to those affected by cancer.


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Spring Run The Farm

May 19, 8:30 a.m.
Muscoot Farm, Katonah

Muscoot Farm hosts two Run the Farm races each year: one in the spring and one in the fall. This spring, it hosts three races on May 19: the first kids race at 8:30 a.m., the second kids race at 8:45 a.m., and the five-mile race at 9:30 a.m. Each racer will receive a medal and T-shirt featuring the original race artwork. Registration costs $23 for the kids run and $45 for the five-mile run.


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South Salem Races

May 27, 8 a.m.
Lewisboro Library, South Salem

The 45th annual South Salem Memorial Day Races are happening rain or shine this year. Each registration includes a racer shirt, live results, and a free finish line photo. The top three male and female overall winners will be awarded in each race, as well as the top three males and females per age group. The races include a 10K ($40), 5K ($35), challenge 10K ($50), one-mile ($20), and pee wee dash ($15).


Rockwood Ramble 10k

June 1, 9 a.m.
1 Rockwood Rd, Sleepy Hollow

The historic Rockwood Hall makes for an ideal racing course. Sign up for the annual Rockwood Ramble 10K, which is a crowd favorite boasting scenic Hudson Valley views and a wooded trail. Registration for the adult 10K is $40 and $50 on the day of the race. For the youth 10K, registration is $30 and $40 day of the race. Bib pickup is from 7:30-8:30 a.m.


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Related: Running Guide: A Manual for Beginners and Pros in Westchester

Pound Ridge Color Run

June 2, 9 a.m.
Pound Ridge Elementary School

Add a little color to your run this June at the Pound Ridge Color Run. This is the town’s first-ever 5K Road Race & Fun Run dedicated to celebrating Pride Month and inspired by Holi. This event is hosted by the Pound Ridge Partnership in collaboration with the Human Rights Advisory Committee. Join the hundreds of runners honoring the local LGBTQ+ community. Registration costs $30 for the 5K and $25 for the Fun Run.

Sprint to Flint 5K & 1M Run/Walk

June 14, 6:30 p.m.
Flint Park Playhouse, Larchmont

Registration for the Sprint to Flint 5k and one-mile run/walk includes a race T-shirt, post-race pizza and summer fruit, live music, free photos, and a ribbon for one-mile finishers. This is a great event for the whole family with the 6 p.m. tots run suited for children six and under. Registration for the 5K costs $40, one-mile costs $24, and tots 200-meter dash costs $15.


Westchester Corporate Cup 5K Race

August 8, 6: 30 p.m.
Glen Island Park, New Rochelle

The Westchester Corporate Cup is a purely nonprofit event that was inspired by JP Morgan Chase’s Corporate Challenge race series. Grab your coworkers, register as a team, and get training! All the proceeds go to one of Westchester’s leading social service agencies: HOPE Community Services. They run a food pantry, soup kitchen, and several housing programs for the under-privileged in New Rochelle and surrounding communities. At the run, there will be a DJ, free food, and free beer. The corporate team with the lowest aggregate time is the winner and will earn bragging rights.


Katonah Road Races

September 7, 8 a.m.
The Village Green at Parkway and Edgemont, Katonah

The Katonah Road Races has been running for 23 years. Runners can participate in either the Katonah 5K, one-mile kids fun run, or kids dash for no registration fee. The races kick off on The Village Green at Parkway and Edgemont, across from the Katonah Village Library. The 5K starts at 8 a.m., followed by the one-mile at 9 a.m., and the kids dash at 9:30 a.m.

5K for 5 Years: Paws Crossed Animal Rescue

September 14, 10 a.m.
FDR State Park, Lot 1, Yorktown Heights

Paws Crossed Animal Rescue holds its annual run/walk in September. This year, it combines the 5K with its annual Paws Crossed Day. The celebration will include vendors, food trucks, life music, entertainment, and adoptions. Registration costs $35 for the 5K.

Yonkers Marathon

September 15, 8 a.m.
Yonkers Train Station

The Yonkers Marathon, in its 97th year, is known for its tough, hilly course that starts and finishes in downtown Yonkers. The second oldest marathon in the U.S. boasts stunning views of the Hudson River and an open course through Yonkers. Registration for the 5K costs $25, the half marathon costs $40, and the marathon costs $50. Each runner will be awarded with a finisher medal, scenic course photos, live text/email results, and a free finish line photo. Plus, if you register more than three weeks in advance, you get a personalized bib. The Yonkers Marathon is a Boston Marathon Qualifier.


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Related: The Best Running Trails and Parks in Westchester

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