Discover Hudson Valley Ride

The Routes

All routes begin and end in Victor C. Waryas Park in Poughkeepsie, NY— right next to the Metro-North train station. Please reference below for start time windows and route summaries. Be advised that you cannot join a route prior to the specific window opening or after it has closed. If you miss your intended timeframe, you must drop back to a shorter mileage. Timing is based on the availability of route support and services. We ask that participants arrive 30 minutes prior to the close of your start time window to allocate enough time for check-in.


15 Miles

This family-friendly route option takes riders across the Hudson via the Walkway and onto the tranquil rail trail and scenic backroads of Ulster County before circling back over the river and into Waryas Park in Poughkeepsie, NY.

Elevation:  895 feet

Start time:  9:30AM – 10:15AM


Ride with GPS Event

Ride with GPS


33 Miles

Same as the 15-mile route with an additional 18-mile loop on the backroads of Dutchess County.

Elevation:  1,754 feet

Start time:  9:15AM – 10:15AM


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55 Miles

The 55-mile route begins like the 15 and 33-mile but veers south after the first rest stop in Ulster County before returning to the Walkway Over the Hudson. It also includes an additional 18-mile Northern loop even deeper into the woods of Dutchess County toward the town of Clinton.

Elevation:  2,925 feet

Start time:  8:30AM – 9:30AM


Ride with GPS


75 Miles

The 75-mile routes starts out like the 55-mile. The 75-mile route includes an additional 20-mile northern loop through woods and farms. Sunday morning Metro-North trains arrive after this route start time window has closed. Please make other travel arrangements from NYC.

Elevation:  4,196 feet

Start time:  7:30AM – 8:30AM (NEW EARLIER START TIME)


Ride with GPS


100 Miles

The 100-mile route has been eliminated for the 2022 Discover Hudson Valley Ride, due to high temperatures predicted for Sunday, June 26.


All participants who registered for the 100-mile ride may ride the 75-mile route, which now has an earlier start time of 7:30AM to avoid the hottest temperatures in the afternoon.