Day-long cycling event features five rides ranging from 80 to 5 miles
and a new, virtual ride

The Ride the Ridge Bike Challenge, an all-experience-levels cycling event hosted by the High Meadow School, will celebrate its 12th anniversary in the Hudson Valley on June 2 and expects more than 400 participants. This year, the addition of a “Virtual Ride” will give riders the option
to complete the course, or any equivalent course, on their schedule.

Back to “Normal”

After major bridge and road construction forced the re-routing of the Rides in 2017, this year’s Ride the Ridge returns to normal with the routes riders have come to love over the past decade. Ride the Ridge features five routes of 80, 50, 30, 12 and 5 miles, offering a ride for nearly any experience level. The two longest routes offer riders a chance to challenge themselves as they ascend the Shawangunk Ridge that gives the event its name. Riders choosing the 30-mile ride will find themselves pedaling along the Ashokan Reservoir while other riders will enjoy the pastoral beauty of the Ulster County countryside on the shorter routes. Ride organizers have also returned to the starting times preferred by riders, moving the
beginning of the 80 and 50 miles rides back to 8am. All other times can be found at

New for 2018: Virtual Ride Challenge

For riders unable to attend the June 2 event, organizers have created a Virtual Ride Challenge option. Riders register as a “Virtual Rider” on the registration page. Once registered, riders can ride routes at their own location, or wherever they choose, any time in the month of June and any distance between 5 and 80 miles. Once their ride is complete, riders should notify the Ride the Ridge organizers so that a t-shirt and medal can be sent. While no proof is required, the Ride the Ridge team encourages virtual riders to send photos, route screenshots or anything else noting the accomplishment to

Who Can Ride?

The Ride the Ridge Bike Challenge is an open event that allows anyone to ride provided that they can safely maneuver their bikes on public roads. Generally, ages 6 and up are permitted though anyone 12 or under is required to be accompanied by an adult. Properly functioning, two-wheel bikes and well-fitting helmets are required of all riders.

The Ride the Ridge Mission

Ride the Ridge raises funds for the High Meadow School’s “needs-based” tuition assistance program. Over the past 11 years, it has become a much-acclaimed annual event that brings together the local community and cycling enthusiasts from as far away as Florida and Maine. For several years, Bicycling Magazine named Ride the Ridge one of the country’s “Best Cycling Events for June.”

With safety as a priority, all rides are well marked with printed signs, staffed by more than 100 volunteers, and accompanied by a SAG wagon in the event of blown tires or other issues. The High Meadow School serves as the start and finish with a huge party full of delicious food and beverages open to all riders and guests.

Ride the Ridge Routes

80-Mile Ridge to Reservoir Ride:

Introduced in 2016 for Ride the Ridge’s 10th anniversary, the 80-mile ride first challenges experts to climb the Shawangunk Ridge, famed for its world class rock climbing and tri-state views. After a rejuvenating descent, riders head out to the Ashokan Reservoir that features stunning views of the Catskill Mountains and then back to the High Meadow school. 50-mile Bud Clarke Memorial Shawangunk Ridge Ride: Named after one of the event’s founding organizers, this Ride focuses on the ascent up the West Trapps of the Shawangunk Ridge towards Minnewaska State Park. Riders make their way past the Trapps cliffs as they head back to Stone Ridge along the Wallkill River.

30-mile Reservoir Ride.

Rerouted in 2016, this new route takes intermediate riders out to the Ashokan Reservoir, a major water source for New York City. Efforts to summit a few steep climbs are rewarded with panoramic reservoir and mountain views…and possibly a bald eagle
or two! 12-mile Countryside Ride: Great for the tweener/teenage/college-age set, cyclists meander through farmland and alongside streams on this gentle, fun ride.

5-Mile Family Ride:

Parents and children will enjoy riding in pairs down Main Street and through the scenic back roads and neighborhoods of Stone Ridge. Cheers from the onlooking crowd will greet riders at the finish line, an experience any new rider is not likely to forget. Note: Safety is a priority so, each child must have his/her own adult rider companion. No exceptions.

Information and Web Site

The start time for the 80-mile and 50-mile ride is 8:00am. For other information, start times and registration, riders should visit, or connect with Ride the Ridge at Rain date is Sunday, June 3, all times the same.

Media inquiries, including images and videos, should be directed to Ride the Ridge Chairman
Paul Rakov at (845) 706-8484 or via email at