Sleepy Hollow and Historic Hudson Valley Tour from NYC
Description
This 6-hour private tour blends iconic history with small-town charm in the riverside towns of Sleepy Hollow and Tarrytown. Enjoy hotel pickup and drop-off in Manhattan with a professional, English-speaking driver. Start at Sleepy Hollow Cemetery, home to Washington Irving’s grave and the Old Dutch Church. Continue to Philipsburg Manor, a colonial-era manor and mill. Stroll Tarrytown Main Street for local shops and cafés before heading to Kykuit – The Rockefeller Estate, with sweeping views of the Hudson (interior tour requires tickets). Flexible timing and stops ensure a personalized experience.
Tour Options
Itinerary
One of America’s most famous burial grounds, this cemetery is the final resting place of Washington Irving, author of The Legend of Sleepy Hollow. Its winding paths, historic gravestones, and views of the Old Dutch Church make it both peaceful and atmospheric.
A beautifully preserved 17th-century manor house and mill complex set along the Pocantico River. Even without going inside, the grounds and historic mill are perfect for photos.
A charming small-town street lined with boutiques, cafés, and historic buildings. Ideal for a relaxed stroll and a coffee break.
The hilltop estate of the Rockefeller family, known for its manicured gardens and sweeping views of the Hudson River. Even without entering, the driveway approach and gates are impressive.
Highlights
What's included
Pickup Locations & Times
Your Welcome Pickups driver will be waiting for you at the selected pickup location and time. Before your ride, you’ll receive your driver’s details — including their name, phone number, and car information — so you can easily recognize them. Your driver will arrive on time and be ready to assist you and any special requests before starting your journey. Please note that our sightseeing tours does not automatically include airport pickup or drop-off. If you wish to start or end your tour at the airport, simply select the option with airport pickup included when booking if available. Kindly share any special requirements, such as traveling with a service animal or needing extra assistance, when booking your ride. This ensures a smooth and enjoyable experience for you.
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- For 1-3 people: A comfortable sedan will be assigned to your group.
- For 4-5 people: A spacious minivan will be assigned to your group.
- For 6-14 people: A private minibus will be assigned to your group.
- Throughout your ride, our drivers serve as informal local guides—sharing stories, history, and local tips at every stop. Please note that drivers are not permitted to enter museums or archaeological areas, but they’ll ensure you make the most of your visit with suggestions and background information before you explore on your own.
- Some stops on your itinerary may be closed on the date of travel due to public holidays, maintenance or special events. We recommend verifying opening hours on the attraction’s official website or contacting us before your tour. If a stop is unexpectedly closed, we will try to offer a suitable alternative.
Reviews(2)
It was a great ride 😍Sleepy Hollow has that old, mysterious vibe with beautiful estates and quiet cemeteries that feel straight out of a legend. It's a little creepy, very cool, and honestly just a great break from the city!The ridewas easy and smooth. Perfect if you want something different without it feeling like a whole mission.
1. The ride to sleepy hollow was just that by a very nice, not “tour” trained driver Anwar. 2. The “guided tour” was supposed to be guided and it was just drop off and we figure out what to do. I read the “tour” description to Anwar, he dropped us off at a grocery store and called his boss Sam. 3. Then he dropped us off at a gift shop, and we asked how to see Phillipsburg manor, well, we couldn’t it was booked by school kids, we could take a picture out back of the store , but not cross the bridge, and oh by the way, needed tickets. At the same gift shop, I asked about the cemetery and Rockefeller home. 4. We had to purchase tickets for a set time of 27 each to visit the Rockefeller estate and take their shuttle to it. Our driver would be able to get into the gates. We had about 45 min to run across the street to wonder on our own at the cemetery that was across the street from the gist shop(now official place to buy tickets). We explained the process to Anwar. He drove us to the far end and dropped us off. We ran through the cemetery looking for Irving’s grave. We thought we found it, took a picture of a plaque, and after we were back at our hotel and researched the cemetery, found out we missed the headstone. 5. The “supposed “ to be inclusive Rockefeller estate, we went on that professional tour, it was nice vis the visitor center/gift shop shuttle bus and guide. 90 minutes 6. No time downtown tour. 7. He did drive us to Irving’s home, but, we had no tickets and he had to get back to nyc to take someone to the airport. Sam should revisit his tour description! It was not guided, we missed 3 out of 4 tour items, it was not guided, it was a mess and we had to pay for the Rockefeller estate which was supposed to be included. Anwar was told just to drive to the estate, or knowing that he couldn’t and would be turned around. Also, Sam did not include drive time to and from sleeping hollow…just a 6 hour tour, so, what would he cut out? I guess 3/4 of the tour. I called Viator asking for half of our money back and to be reimbursed for the “inclusive “ Rockefeller estate. Hey, I should be paid for training his driver Anwar on the process of visiting sleeping hollow and not just dumping us here and there without a guide. It was a hot mess! And expensive to boot. I normally don’t write negative reviews, but, this was expensive, not a “ guided tour” which was advertised and we missed 3/4 of what was promised. Sam the owner receives a poke in the eye!
Hello Debra, are sorry to learn of the experience you had regarding your Sleepy Hollow Sightseeing ride, please contact our team at hello@welcomepickups.com with your ride id so they can look into all matters and assist you. Thank you for reaching out.
