NYC: Hudson Tour with Sleepy Hollow and Walkway Over Hudson
Chelsea, New York City, New York
The Hudson Valley has so much. Along the river, there are many historic and beautiful towns. Just a little over a hour and you are a world away. Come along for our journey from NYC up the Hudson!
Hudson Valley Day Tour: Sleepy Hollow, Poughkeepsie, and Cold Spring
This guided train tour departs from Midtown Manhattan and suits visitors interested in historic sites and scenic views along the Hudson River.
Highlights
- View the Hudson Highlands from Cold Spring.
- Explore Sleepy Hollow, known for its historic significance.
- Walk the pedestrian Walkway Over the Hudson in Poughkeepsie.
Description
The tour starts at Grand Central Terminal with a Metro-North train to Sleepy Hollow, where you can learn about the area's history and explore its historic graveyard independently. Next, the group travels to Poughkeepsie to visit the Walkway Over the Hudson, offering expansive views of the river, valley, and Catskill Mountains.
Your final destination is Cold Spring in the Hudson Highlands. Here, you'll see West Point and the cliffs of Storm King. You can spend the afternoon exploring local antique shops, hiking nearby trails, enjoying lunch, or relaxing at a local barbershop. Guided commentary throughout the train rides covers key historical and cultural points along the route.
The official tour ends in Cold Spring to provide flexibility. You may choose to stay longer, take a later train, travel to another nearby village, or return to New York City with assistance from the tour team.
Includes
- Train tickets to Sleepy Hollow, Poughkeepsie, and Cold Spring.
Excludes
- Food and drinks.
- Return train ticket to New York City from Cold Spring.
Important Information
- You will receive support for booking your return train trip to NYC from Cold Spring.
- The tour’s flexibility allows you to explore Cold Spring or nearby towns before returning at your convenience.
Cancellation Policy
Cancel up to 24 hours before departure for a full refund.
For the best experience, bring comfortable walking shoes and dress for changing weather. Morning departures are recommended for maximum time at Cold Spring and other stops.
