NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson
Description
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!
Tour Options
Itinerary
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.
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.
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.
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.
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!
Highlights
What's included
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- 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
Reviews(9)
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.
Thank you very much!!! See you next time in the Hudson Valley.
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.
Thank you very much for your kind words. Each week I try my best to figure out how to avoid the crowds- always a struggle but we try! I’m happy I was able to answer your questions!
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.
Thank you so much! Please come back up and explore even more now that you know more about the area.
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.
Thank you very much. I hope you enjoyed the shops in Cold Spring!
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.
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!
Thank you so much!! And thank you for all the wonderful questions and insights.
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!
Absolutely fantastic day trip through the Hudson valley on multiple trains. The stops along the way included fun walks and great history.
Thank you so much! I really enjoyed exploring the Hudson Valley with you guys. Great energy and conversation!
Aweome experience! A must tour! Great for couples, families or anyone that just wants the biggest incredible treat and experience of their entire lives!!!