Hilltopper Half Marathon

Peach Hill "Run for the Hill of It" 5K: Saturday, May 30

Rain date: Sunday, May 31

This 5K cross-country run/walk takes participants along Peach Hill Park's mowed trails and hits the highest point in the Town of Poughkeepsie with beautiful views in all directions! Both runners and walkers are encouraged to participate and all ages are welcome. All proceeds to benefit the Friends of Peach Hill, a volunteer not-for-profit group that maintains and improves Peach Hill Park. Run for the hill of it!

Register by May 1 for only $20 (plus fees). Registration from May 2-May 30 is $25 (plus fees). Race day registration is $30. No refunds.

First 75 registrants get special Peach Hill 5K swag!

Awards will be given out for top finishers as well as age group winners. Snacks afterwards!

Race starts at 9am. Check-in begins at 8am.

RESTRICTIONS: Please no bikes, dogs, or baby/jogging strollers

Eastern Dutchess Road Runners Club

Upton Lake Christian School

9th Annual Eagle Run 5K Run/Walk and Kids Run

Date: Saturday, May 30th, 2026

Time: Kids Fun Run starts at 9:00 AM & 5K starts at 9:30 AM (Sharp, Rain or Shine)

Packet Pickup: Available starting at 8:00 AM on race day.

All proceeds will be donated to Upton Lake Christian School.

Registration Fees:

$20.00 for Non-Members

$15.00 for Members

Race Day: $25.00 (Cash only & No giveaways)

Free Kids Fun Run (for ages 10 and under); sign up on race day.

Discounted prices are available for club members. Become a member at EDRRC.ORG

Giveaways:

Race T-shirt (Cutoff Date: May 10, 2026)

Awards:

Top Overall Male, Female, and Non-Binary Runners

1st, 2nd, and 3rd place awards for Male and Female in each age group:

• Up to 9

• 10-19

• 20-29

• 30-39

• 40-49

• 50-59

• 60-69

• 70+

Location:

37 Shepherds Way

Clinton Corners, NY 12514

Mark your calendars for June 3rd! Global Running Day isn't just a date on the calendar—it’s our favorite reason to bring the whole community together. The Big Run returns to the Dutchess Rail Trail for another year of miles, smiles, and memories.

We’re keeping the "fast and flat" course you crave but doubling down on the "After-Party." Expect more than just a finish line—we’re talking a full-blown festival with local eats, music, photo-op stations to flex those medals, and a few new surprises we’re keeping under wraps.

6:30 PM: 10K start – Let’s go, long-distance crew!

6:45 PM: 5K start – Squad up and hit the trail!

Everything is chip-timed and USATF-certified, so you get the professional race feel with the neighborhood block party soul.

Run Location: Gold's Gym LaGrange 258 Titusville Road Poughkeepsie, NY 12603 US

Welcome to the Stissing Triathlon in Pine Plains, New York. 2 hours north of NYC and halfway between the Hudson River and the New York/Connecticut border. You will find plenty of rolling hills and serene landscapes tucked into this historical small town.

Sprint Triathlon & AquaBike:

800 yard swim; 12.6 mile hilly bike, 3.3 mile fast run.

Relay Teams of 2 or 3 are welcome for the Triathlon event only. Paratriathletes are welcome.

THERE ARE NO CUT-OFF TIMES!

***Please see FAQ's regarding bringing dogs to the race.

Eastern Dutchess Road Runners Club

Junkyard Dogs Hilltopper Half

Date: Sunday, July 26th, 2026

Time: 7:30 AM (Sharp, Rain or Shine)

Packet Pick-Up: 6:30 AM

Time Limit: 5-hour cap

The net proceeds and donations will support the Lustgarten Foundation for pancreatic cancer research. For more information, visit lustgarden.org.

Run Description:

Join us for an informal run through the charming town of Washington. The course is 13.1 miles of beautiful country roads, featuring scenic views of lakes, ponds, and expansive farmland. Please note that this run is not suitable for novice runners, as it includes many hills and an elevation gain of 787 feet. The roads will remain open, and self-service water stations will be available every few miles.

Registration:

$30 for Non-Members

$25 for Members

No Race Day Sign-Up

Race Caps at 50 participants

Discounted price are available for club members. Become a member at EDRRC.ORG

Awards:

Overall 1st, 2nd, and 3rd Male, Female and Non-Binary Runners.

A finisher medal is guaranteed to particpants who register before date TBD.

Location:

Millbrook School

296 Millbrook School Rd

Millbrook, NY

Parking:

Parking is available at Trevor Zoo, located at Millbrook School, 282 Millbrook School Rd, Millbrook, NY.