NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson
Overview
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!
What's 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
- Lunch
- Return tickets via Metro North to NYC from Cold Spring
- Shopping
Meeting Location
60 Vanderbilt Avenue
New York, NY 10017, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
Cold Spring
NY 10516, USA
From here you can spend the rest of your afternoon in Cold Spring, if you wish. The Metro North Hudson line has regular service back to NYC.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Grand Central Terminal
20 minutes Admission Ticket Included
Tarrytown
1 hour Admission Ticket Free
Sleepy Hollow
1 hour Admission Ticket Free
Walkway Over the Hudson State Historic Park
1 hour Admission Ticket Free
Cold Spring
1 hour Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- 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
- Infants and small children can ride in a pram or stroller
- Total Duration includes train travel
- This tour/activity will have a maximum of 10 travelers
Frequently Asked Questions (7)
Q: What is the cancellation policy for the NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-471105P1
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 12 traveler reviews collected by Cool NYC and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
New York is packed with things to do, and schedules don’t always go as planned. Give yourself peace of mind by purchasing this FLEX ticket....
$27
This is visually the most beautiful walking tour out of any offered in NYC. We will cover the entirety of the bridge with multiple stops...
$250
Contrast Tour
On this excursion you will know the points of interest that other companies do not offer, with extensive knowledge about each county. Making a review...
$45
Discover New York City at your own pace on the Big Bus Hop-On Hop-Off Tour — the most flexible and fun way to experience the...
$62
New York is packed with things to do, and schedules don’t always go as planned. Give yourself peace of mind by purchasing this FLEX ticket....
$27
This is visually the most beautiful walking tour out of any offered in NYC. We will cover the entirety of the bridge with multiple stops...
$250
On this excursion you will know the points of interest that other companies do not offer, with extensive knowledge about each county. Making a review...
$45
Discover New York City at your own pace on the Big Bus Hop-On Hop-Off Tour — the most flexible and fun way to experience the...
$62
Travelers Who Bought This Tour Also Bought
New York Catacombs by Candlelight
Enjoy this fascinating 90 minute group tour that introduces you to all of the secrets of the Basilica of St. Patrick's Old Cathedral. Enter off...
$38
New York in One Day Guided Sightseeing Tour (includes bus, walking tour and ferry ride!)
Experience the best of New York City with a knowledgeable, licensed tour guide by your side. Our guides will make your journey unforgettable as they...
$99
Taste your way through global ice cream flavors, explore immersive installations, ride NYC’s longest indoor slide, dive into the iconic Sprinkle Pool, and create sweet...
$49
The first, the original, the iconic Circle Line Sightseeing Cruises. Visitors’ #1 choice for sightseeing cruises in New York. With over 80 million passengers and...
$35
Enjoy this fascinating 90 minute group tour that introduces you to all of the secrets of the Basilica of St. Patrick's Old Cathedral. Enter off...
$38
New York in One Day Guided Sightseeing Tour (includes bus, walking tour and ferry ride!)
Experience the best of New York City with a knowledgeable, licensed tour guide by your side. Our guides will make your journey unforgettable as they...
$99
Taste your way through global ice cream flavors, explore immersive installations, ride NYC’s longest indoor slide, dive into the iconic Sprinkle Pool, and create sweet...
$49
The first, the original, the iconic Circle Line Sightseeing Cruises. Visitors’ #1 choice for sightseeing cruises in New York. With over 80 million passengers and...
$35
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Cool NYC customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- 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.
- Lunch.
- Return tickets via Metro North to NYC from Cold Spring.
- Shopping.
The minimum age to participate is 1. This tour requires at least one adult to accompany children..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson is as follows:
- 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
Detailed check-in instructions – including meeting point address, Google map, and parking information – for NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson will be included in your confirmation email from Cool NYC. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's 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
- Lunch
- Return tickets via Metro North to NYC from Cold Spring
- Shopping
Additional Info
- Confirmation is instant and will be received at time of booking
- 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
- Infants and small children can ride in a pram or stroller
- Total Duration includes train travel
- This tour/activity will have a maximum of 10 travelers
