From US$135 per person
Book tickets on Viator (opens in a new tab): NYC: Train Trip with Sleepy Hollow and Walkway Over HudsonYou book and pay on viator.com. Inclusable may earn a commission.
5.0 / 5 from 11 reviews on Viator
- Group size
- Up to 10
- Language
- English
- Rating on Viator
- 5.0 / 5 · 11 reviews
About this tour
Our tour begins in the center of Midtown. From Grand Central we will take Metro North up to Tarrytown and Sleepy Hollow. There we will explore this historic area and you will learn about its most famous resident: Washington Irving. Trace the path of Ichabod Crane and the Headless Horseman. We will visit the Old Dutch Burial Ground and Church. After a brief coffee and pastry break, we will take a majestic train ride up to Poughkeepsie where you will be able to experience the new jewel of the river, the Walkway Over the Hudson. We will take a brief elevator ride to the top where you will get incredible views. From there, we will take the train back to the Hudson Highlands where we will visit the charming village of Cold Spring. You will experience views of West Point and the sheer cliffs of Storm King. The tour ends here, but your day need not end- spend the day here or go onto another town!
Accessibility, as stated by the supplier
- Stroller accessible
Meeting point: Across the street from the Yale Club. The nearest accessible public restroom to the meeting point is about 240 m away in a straight line, from the NYC Open Data public restrooms list.
Provided through Viator and not verified by Inclusable. Ask the supplier about your specific needs before you book.
Itinerary
View itinerary · 5 stopsHide itinerary
- 1
Get an overview of one of the most historic railway station in the US. We will gaze at the stars in the main hall. After, we will visit the whispering gallery.(20 min)
- 2
Discover Tarrytown, a scenic village right along the Hudson. Tarrytown has done a wonderful job bringing the river to the people. See stunning views of the Tappan Zee and the Sleepy Hollow lighthouse.(1 hr)
- 3
Sleepy Hollow in Autumn is unlike any other town in America. Here will visit sites made famous by Washington Irving’s epic story, The Legend of Ichabod Crane. We will visit the Headless Horseman Bridge and Monument and the Old Dutch Church and its graveyard.(1 hr)
- 4
After a train trip for the ages, we will arrive in Poughkeepsie to visit perhaps the Hudson's greatest gem- the Walkway Over the Hudson. We will be whisked away via elevator 300 feet to the top of the walkway and experience breathtaking views of the river and Hudson Valley. Guests on previous tours have stated that the Walkway is one of the most amazing places they have ever been.(1 hr)
- 5
After a scenic ride on Metro North, we will arrive in Cold Spring, a beautiful village in the Hudson Highlands. The scenery is stunning and the town offers great antique shopping and places to get a bite to eat. From here, you are free to head back to NYC, stick around and explore Cold Spring, or head to another town along the river!(1 hr)
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Total Duration includes train travel
Included
- Walkway Over the Hudson
- Train tickets for the tour
- Cold Spring Tour
- All Fees and Taxes
- Old Dutch Church and Burial Grounds
- Tarrytown Village Walk
Not included
- Return tickets via Metro North to NYC from Cold Spring
- Lunch
- Shopping
Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Nearest accessible public restroom to Across the street from the Yale Club.
The nearest accessible public restroom to Across the street from the Yale Club. is 120 Park Avenue POPS, New York, about 240 m away.
120 Park Avenue POPS · about 240 m away in a straight line
New York, NY (privately owned public space)
Monday to Saturday: 7:30 am-9:30 pm, Sunday: 11:00 am-7:00 pm — Open year round
Source: the NYC Open Data public restrooms list, data as at 30 October 2026. Distances are straight-line, not the walking route, and facilities can change — check before you rely on one.
Location & contact
- Area
- New York
- Meeting point
- Across the street from the Yale Club
- Contact
- The tour operator’s own details aren’t published. Questions about access or your booking go through Viator, which handles the booking and passes your request to the operator.
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