Hudson Valley Tour: Explore Sleepy Hollow

Discover Midtown Manhattan’s iconic landmarks on a budget-friendly walking tour. Explore 5th Avenue’s gems, including Grand Central and Rockefeller Center, with an expert guide.

Duration: 7 hours
Cancellation: 24 hours
Highlights
  • Grand Central Terminal - Explore one of the most historic railway stations in the United States. Marvel at the stars in the main hall, followed by a visit to the whispering gallery.
  • Tarrytown - Discover Tarrytown, a picturesque village along the Hudson River. Tarrytown has beautifully integrated the river into the community. Enjoy…
What's Included
  • Walkway Over the Hudson
  • Train tickets for the tour
  • Old Dutch Church and Burial Grounds
  • Cold Spring Tour
  • All fees and/or taxes
  • Tarrytown Village Walk
What's Not Included
  • Return tickets via Metro North to NYC from Cold Spring
  • Lunch
  • Shopping
Additional Information

The tour kicks off in the heart of Midtown. Starting at Grand Central, participants will board the Metro North heading to Tarrytown and Sleepy Hollow. This historic area offers a chance to learn about its most renowned resident, Washington Irving. Follow the footsteps of Ichabod Crane and the Headless Horseman. The itinerary includes a visit to the Old…

Location
60 Vanderbilt Ave
Vanderbilt Avenue
Across the street from the Yale Club.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(9 Ratings)
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1 star
Ec24ever2018
Oct 28, 2025
Great time! - Bobby is knowledgeable and experienced. The weather is good and we have a great time! Definitely recommend for visitors to join, this tour runs every Saturday per him.
Review provided by Tripadvisor
Rosie8799
Oct 19, 2025
Fall was amazing with this trip! - Bobby was amazing and thought of every detail. From being sure that we would avoid as many crowds, and with peak fall happening they were many, to ensuring we had all our questions answered. He is very good at this and I would highly recommend any tour with him.
Review provided by Tripadvisor
S9807cwlisal
Oct 19, 2025
Fabulous Fall Trip - As a native New Yorker, Bobby knew a lot about the areas and had good suggestions about where to go and what to see. It was also comforting to have someone else in charge of train tickets and times for our first trip up the Hudson line.
Review provided by Tripadvisor
Johanna_o
Oct 12, 2025
Bobby is well informed... - Bobby is well informed and clearly loves the area. Small group size was quite nice. He shared lots of cool history along the train ride and at each of the stops. Good time allotment among the three sites. Definitely will recommend.
Review provided by Viator
Carrie
Sep 28, 2025
We liked Hudson Springs! - Great sites. My hubby and I had a great time. Bobby was a wonderful guide. Our favorite site was Cold Spring. Sleepy Hollow was kitschy in the best sense.
Review provided by Tripadvisor
Connector315738
Sep 14, 2025
Fantastic trip, definitely worth taking! - This is a fantastic trip that I would highly recommend. Bobby is a great tour guide, knowledgeable and enthusiastic, he made the whole day interesting and engaging. I definitely recommend getting out of NYC and experiencing Upstate New York. Great stops along the way and interesting sites. Take this trip if you can!
Review provided by Tripadvisor
I6025bugabrielas
Sep 1, 2025
Amazing daybreak from the NYC rush - Me and my son had an amazing time on this trip! This tour is a nice addition to the NYC long weekend, taking a daybreak from the city rush. Our tour guide - Bobby - was super friendly, knowledgeable, and made everything fun and easy. He shared great stories, kept things running smoothly, and always made sure everyone was comfortable. Definitely made the whole experience even better. Highly recommend!
Review provided by Tripadvisor
Jeremy1234321
Jun 29, 2025
Amazing tour and day trip out of NYC - Absolutely fantastic day trip through the Hudson valley on multiple trains. The stops along the way included fun walks and great history.
Review provided by Tripadvisor
Z2679iwbrucep
Sep 24, 2024
THE TOUR OF A LIFETIME!!! - Aweome experience! A must tour! Great for couples, families or anyone that just wants the biggest incredible treat and experience of their entire lives!!!
Review provided by Tripadvisor
From $135
up to 10 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).