NYC: Train Trip to Sleepy Hollow, Walkway Over Hudson & Cold Spring
See more
Discover the beauty and history of the Hudson River Valley on this engaging train trip that combines scenic views, charming towns, and legendary stories. Starting from Midtown Manhattan, you'll hop aboard a Metro North train heading to Tarrytown and Sleepy Hollow, immersing yourself in tales inspired by Washington Irving’s famous story, The Legend of Sleepy Hollow.
Explore the historic sites of Sleepy Hollow, including the Old Dutch Church and the Headless Horseman Bridge. After a short coffee break, enjoy a scenic train ride up to Poughkeepsie to experience the breathtaking Walkway Over the Hudson—an engineering marvel offering panoramic river views from 300 feet above.
Finish your day in Cold Spring, a picturesque village nestled in the Hudson Highlands. With stunning cliffs, antique shops, and cozy eateries, Cold Spring makes a perfect spot to relax or continue exploring. This tour offers a rich blend of history, nature, and local charm, all in one memorable day.
Frequently asked questions
How long is the tour?
The tour lasts approximately 7 hours, giving you plenty of time to enjoy each stop without feeling rushed.
What is included in the tour?
Your ticket includes train rides, visits to Sleepy Hollow, Tarrytown Village Walk, the Walkway Over the Hudson, and the Old Dutch Church and Burial Grounds, along with all applicable fees and taxes.
Are there any exclusions I should know about?
Yes, the tour does not include return Metro North tickets from Cold Spring to NYC, lunch, or shopping expenses.
Is the tour suitable for children?
Absolutely. Children aged 1 to 17 are welcome, but keep in mind that travelers should have at least a moderate level of physical fitness. Infants can ride in strollers or prams.
How do I meet the group?
Meet at the starting point across the street from the Yale Club. The tour begins promptly at the scheduled time.
Can I cancel if my plans change?
Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations made within 24 hours are non-refundable.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 7 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Walkway Over the Hudson
- Train tickets for the tour
- Cold Spring visit
- All fees and taxes
- Old Dutch Church and Burial Grounds
- Tarrytown Village Walk
Not included
- Return tickets via Metro North from Cold Spring to NYC
- Lunch
- Shopping
Itinerary
-
Stop 1
Visit one of the most historic railway stations in the US, explore the main hall, and experience the whispering gallery.
-
Stop 2
Explore Tarrytown, a scenic Hudson River village with stunning views of the Tappan Zee and the Sleepy Hollow lighthouse.
-
Stop 3
Visit Sleepy Hollow during autumn, including the Headless Horseman Bridge, Monument, and Old Dutch Church and graveyard, inspired by Washington Irving's story.
-
Stop 4
Arrive in Poughkeepsie to visit the Walkway Over the Hudson. Take an elevator 300 feet to the top for breathtaking river views.
-
Stop 5
End your day in Cold Spring, a charming village with scenic cliffs, antique shops, and cozy eateries. You’re free to explore or head back to NYC.
Meeting point & pickup
Meet at the starting point
Across the street from the Yale Club.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- No refund if cancelled within 24 hours
Instant confirmation
Your booking is confirmed immediately after checkout.
From $135.00 per person
- Free cancellation
- Secure checkout with our booking partner
