Classic 10K Challenges

Classic 10K challenges are available to participants and interested persons of the Classic 10K and Rowley 5K road races. Want to get in the Classic for free? Then enter the Classic Ambassador Challenge.
Are you a member of a local running club included in the the Local Club Challenge, where the top athletes win a cash prize? All you have to do is run!
Don't forget the Middletown Triple Challenge is back. You will want to be a part of the fun and challenging summer running scene starting off with the Classic 10K race and finishing up with the Run 4 Downtown in August.
And last, but not least the updated Rowley 5K Corporate Team Challenge.

Not an Athlete or Running in the Classic?

You can still support the runners and community by being part of a Fan Zone or bag up and bring along some much needed supplies or food for the STUFF THE BUS Challenge.

The Classic 10K wishes it's best to all the participants
of these events and a great running season.

The Middletown Triple Challenge (MTC)

Middletown Triple Challenge
For runners ready to challenge the boundaries of their running the Middletown Triple Challenge is the event for you! Register and complete all three of the local races below and receive a finisher's medallion after the final race. Best of all the MTC entry is free to all starting with the Classic 10K.

To qualify for entry into the Triple Challenge you must register and run all three great Middletown road race events:
Date Race Register
June 3rd The Classic 10K Register
June 10th The Ruthie Dino Marshall 5K Register
August 18th The Run 4 Downtown 4M Register
Middletown Triple Challenge Entry is Open to All

The Classic Ambassador Challenge

A Classic Ambassador is a liaison between the Classic participants, volunteers, Classic staff, the business community and organizations involved in philanthropy. Ambassadors engage in the recruitment of potential participants, volunteers, and businesses to be more involved in their community, especially - the Classic.
How do I become a Classic Ambassador?

• Fill out the Ambassador Application (download link below)

• Each Classic Ambassador is expected to participate in a training overview and may be asked to shadow someone who is more experienced.

• Each Classic Ambassador is expected to recruit a minimum of (10) participants and attend two meetings
Download the Classic Ambassador Challenge Application

The Rowley 5K Team Challenge

The Rowley 5K Team Challenge has matured from school level competition and opened to all ages as a full team corporate challenge. Get your team put together from friends, coworkers and fast runners, to take down this challenge.

Orange/Rockland/Sullivan Running Club Challenge

Interclub challenges are nothing new to the Orange Runners and Sullivan Striders running clubs. In fact, this rivalry has been formalized in an official event for over 10 years. The dedicated yearly event typically consists of a 5K distance event where overall winners, age category leaders, and participation are the all factors in earning the award. For the clubs the Classic 10K ups the ante by doubling the distance to run and awarding only the fastest finishers.
Prize Money Awards 1st place:
2nd place:
3rd place:
Runners of a club who wish to participate in this near elite challenge should indicate it on their race application on-line or on paper. Again there will be no entries taken on race day.
Want to support a team?
Here are the forms.
Sign up!
Orange Orange Runners Signup
Rockland Road Runners Rockland Road Runners
Sullivan Sullivan Striders Signup

Fan Zone Challenge

FanZone Not running? You can still participate in a challenge! The Fan Zone Challenge is open to all. Details Here...


Stuff The Bus
There is a need in the local area for the basics! Please grab a plastic bag or container and bring along some school supplies for the Middletown Cares Coalition Bus or some non perishable food items for the Middletown Lion's Club " No Kid Hungry" Program.

STUFF THE BUS this year at the Classic 10K Weekend. The buses will be on location during the Classic 10K weekend (see map) so bag up with both hands.

Some of the school supply items needed are:
pens, pencils, back packs erasers, tissues, notebooks...see item list flyer

Suggestions for food items are cereal, peanut butter, canned soups...see food list flyer
For more information contact:
C. Brinkerhoff at the Middletown Parks and Recreation Office (845) 346-4180

We hope to see you at all these healthy, community sponsored events for the Spring and Summer of 2018. The Challenge is up to you!