Catskills Timing

PPTC Cherry Tree 10 Miler and Relay
2026-05-20 10:00 - 2026-08-26 13:00 (America/New_York) | Brooklyn, East Drive at Center Drive, Brooklyn, NY, United States
It’s time to register for the 31st edition of the PPTC Cherry Tree 10 Miler and Relay, our signature mid-winter race! From 1996 to today, our 10 Mile Race and Relay has been a fixture on the Presidents’ Day weekend running calendar.

Run 10 miles on your own – 3 full loops of Prospect Park, or form a relay team of 3 runners, with each runner completing one 3.33-mile loop.
All entrants receive an ear-warmer headband as a race souvenir. In the interest of environmental protection and waste reduction, you can opt out from receiving the souvenir item.
Race day amenities include baggage check and post-race refreshments including hot chocolate, bagels and fruit.
10-Mile Awards: Cash prizes of $100, $50 and $25 to the top 3 overall finishers in the Male, Female and Non-binary categories. Awards go to top 3 Male, Female, and Non-binary age group finishers: 19 and under, 20-29, 30-39, 40-49, 50-59, 60-69, 70 and over. Cash prize winners are ineligible for age group awards.
Relay Awards: Awards go to each member of the first team in the following categories: All Male, All Female, All Non-binary, Mixed (any combination of Male/Female/Non-binary), Youth (all members age 18 and younger), Masters (all members age 40 and over).

Greene Labor Day 5K
2026-09-07 09:00 - 12:00 | Greene, Lions Park Lane, Greene, NY, 13778, United States
The Annual Greene Labor Day 5k is a road race that is part of an end-of-summer family-oriented field day held in Greene. All runners & walkers are welcome.
Time: Check-in 8:00-8:45am. Race starts at 9:00am (Rain or Shine)
Where: Course Starts & finishes at Greene Lions Club Park located on Lions Park Lane. Ample parking & restroom facilities available. Registration, post-race refreshments, & awards at the pavilion.
Why: Part of the non-profit Greene Community Labor Day Picnic Association, Inc. A locally run charity dedicated to raising funds for community enrichment.
Course: Wheel-measured 5 kilometer (3.1 mile) road race USATF certified (NY17031JG). Chip timing.

Warwick Lions Club Labor Day 5K and 5M
2026-09-07 09:00 - 12:00 | Warwick, West Street Warwick Middle School, Warwick, NY, 10990, United States
A beautiful country course with rolling hills. Both races start and finish together. timing Provided by Catskill Timing
Refreshments served. Trophies for top 3 Male and Female, medal 3 deep in age categories.
Cash Prizes for Top 3 Male and Female in both races.
Your choice, a 5K or a 5M. Both beautiful country roads.

The Fun Onion Run!
2026-09-12 09:00 - 12:00
Run on the Onion Field. Inaugural 5K. Make it your PR on this course.

Orange Peel to Pavement
2026-09-12 09:00 - 12:00 | Thomas Bull, 94 Grove Street, Montgomery, NY, 10916, United States
Run, walk, volunteer!
Alpha Kappa Alpha Sorority, Incorporated® – Alpha Gamma Eta Omega Chapter is proud to present our 3rd Annual Orange Peel to Pavement 5K Run/Walk, a signature community event rooted in purpose, wellness, and impact.
As the 157th chartered chapter in the North Atlantic Region, nestled in the heart of the beautiful Hudson Valley, Alpha Gamma Eta Omega continues to soar under the award winning leadership of President Rasheena Wilson. Guided by our commitment to Soaring F.I.R.S.T., we remain dedicated to uplifting our community through Sisterhood, Service, and Scholarship.
This year’s Orange Peel to Pavement 5K Run/Walk aims to raise awareness around mental health while supporting college scholarships for graduating high school seniors in Orange County, NY. Through this event, we also help sustain the meaningful community programs that make a lasting difference in the lives of those we serve.
Join us on Saturday, September 12, 2026, at Thomas Bull Memorial Park in Montgomery, NY. Registration begins at 8:30 AM. Whether you’re running for a personal best or walking for a cause, this event offers something for everyone—including music, food, and a vibrant, family-friendly atmosphere.
Together, we run, walk, and uplift—for awareness, for education, and for our community.

Run for Recovery 5K
2026-09-26 09:00 - 12:00 | FDR, 2957 Crompond Rd, Yorktown, NY, 10598, United States
The Run for Recovery is a nonprofit organization dedicated to supporting individuals affected by alcohol use disorder, substance use disorder, and mental health challenges. They offer resources, treatment placement assistance, and long-term recovery support. The organization promotes healthy choices and empowers individuals through running and fitness, aiming to raise awareness and end stigma surrounding these issue

Dylan Dainack Memorial 5K
2026-09-26 10:00 - 12:00
In memory of Dylan Dainack, join us in walking and running to create change. Help end the stigma of drug addiction and show support for all those affected by the disease. All proceeds will be donated to Hope Not Handcuffs.
Hope Not Handcuffs NY is a program of Tri County Community Partnership, aimed at bringing law enforcement and community organizations together in an effort to find viable treatment options for individuals seeking help to reduce dependency with prescription medication, alcohol, heroin, or other drugs. It is a solution.
Registration will come with a free t-shirt until June 30th. After that shirts will be available for purchase on race day!

44th Annual Roosa Gap Roller Coaster Runs
2026-09-27 09:00 - 13:00
11.5 mile Run & 5K Run/Walk in Wurtsboro, NY. The Roller Coaster Run is a challenging 11.5 mile run starting by running along the scenic, flat D&H Canal Tow Path, then a right hand turn which leads you to tackling the uphill ascent, which is then rewarded as you hit the top of the ridge to the “Roller Coaster”, before you glide into a fabulous downhill finish back into the village. The 5K Run/Walk is a beautiful, scenic, flat, out and back along the serene & historic D&H Canal Tow Path. The race is graciously hosted at the location of The Mamakating First Aid and Rescue Squad. Come to run or walk and see our beautiful valley, be a part of our local history, both past and present. Proceeds from the race benefit the PFC Jerry B. Evans Memorial Scholarship Fund. Honoring our past to help our future.

Sugar Loaf 5K
2026-10-03 08:30 - 11:30 | Sugar Loaf, 1351 Kings Highway, Chester, NY, 10918, United States
Join us for the third annual USATF-certified Sugar Loaf Run!
Get ready to experience the beauty and charm of Sugar Loaf like never before! With the stunning Sugar Loaf Mountain as your backdrop, come run this picturesque, hilly course through the unique artisan hamlet of Sugar Loaf. This event promises not just a run, but an unforgettable journey through one of the most scenic and historic areas in Orange County, NY.
We invite everyone to be a part of this beautiful fall event, whether you’re a seasoned runner or a casual walker. Join us in celebrating the spirit of community, health, and the natural beauty of Sugar Loaf. Don’t miss out on this unique opportunity to run in a place where every view is a postcard! Be sure to check out our website: https://www.sugarloafcommunityfoundation.com/about-4 for a drive-through race experience, course map, and ideas for things to do while visiting Sugar Loaf. There is so much to do and see!

Meadows and Trails 5K
2026-10-17 11:00 - 14:00 | Hudson Highland, 120 Muser Drive, Cornwall, New York, 12518
Be one with Nature! This event is one of its kind. The entire terrain is off roads and surrounded by meadows and lakes and birds and just beautiful scenery.
Walkers and runners awards
Enjoy majestic scenery and gorgeous autumn color as you run or walk past muskrat ponds, thru tall grass meadows, along wide grassy paths, elevated berm views, clearly marked wooded trails, and past Grasshopper Grove at the Hudson Highlands Nature Center (HHNC). Our entire 5K course is off road and remains on our property! Your participation in this non-profit event directly supports the nature-based education programs provided to children and families, fun and educational events we hold throughout the year, and our amazing animal ambassadors! Come and share the glorious view of Black Rock Mountain cloaked in fall splendor all while supporting the Nature Center.

Cider 5M and 5K
2026-10-24 09:00 - 12:00
Two distances, your choice plus can walk or run, we have beautiful awards for both. Please register early so we can plan the best handmade awards for you!
The Cider5 is a scenic running and walking road course. The course provides spectacular views. All walkers and runners should feel a sense of accomplishment after completing this course.
Runners, walkers, volunteers and spectators will gather for a road race around South Centerville, New York. The event is being organized by the Knights of Columbus Council #16365 and will benefit the organizations they support. Learn more about the Knights of Columbus charitable contributions at https://www.kofc.org/en/what-we-do/charity/index.html.

Kiwanis Club of Newburgh Scholarship
2026-10-25 09:00 | Chadwick, 1702 NY-300, Newburgh, NY, 12550, United States
Tired of 5Ks?
Run/walk 4 mile loop around the beautiful Chadwick Lake in Newburgh, NY. The terrain is a wide gravel trail relatively flat and easy with a few small hills. The fall season is a perfect time to enjoy the foliage of this scenic park while participating in this unique event.
Recognition and awards for the top male and female runners overall and within age categories. T-shirts and swag bags included for the first 100 registrations. There will be raffle tickets available to purchase for donated baskets from local businesses. Food and refreshments will be provided.
Please join the Kiwanis Club of Newburgh for an amazing experience while supporting our goals and raising awareness of our mission. The funds we raise during this event will be used towards scholarships for educational and other enrichment programs for children of the community. No donation or support is too small…

Amelia's Voice Aw5K
2026-10-31 09:00 - 17:00 | Oxford, South Washington ave, Oxford, 13830, United States
We hold this race every October to raise awareness against domestic violence Amelia’s was a beautiful 16 year old girl that tragically murdered by her boyfriend 5/3/2019. We created Amelia’s voice Inc to raise funds and we are starting an annual Amelia Wakefield grant fund for help restore hope center for domestic violence assist any needs domestic violence victims may arise for them to get free from the violence and control. We are Amelia’s voice and will always hold this race and other events to raise funds and awareness always and help domestic violence victims.
This is a professionally timed race and medals for Top 3 male, Top 3 female, Top 3 teens and Fashionably Late are awarded.

Saint Stephen's CYO Basketball Turkey Trot
2026-11-26 09:00 - 17:00
Come join us for this fun and well organized event right on Thanksgiving Day!

Greenwich Alliance Turkey Trot 5K & 1 Mile Fun Run/Walk
2026-11-28 09:00 - 17:00 | greenwich, 100 Arch St, Greenwich, CT, 06830, United States
16 ANNUAL TURKEY TROT!

Home Pro Livingston Manor Turkey Trot 5K
2026-11-28 09:00 - 17:00
Livingston Manor has become one of the trendy towns of Sullivan County. Run under the covered bridge and enjoy a beautiful area and a very nice event.
