Sleepy Hollow and Historic Hudson Valley Tour from NYC

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-sp

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.

From: $0.00

Location: New York City

What's Included

Community Discussion

Q&A

Q: Is there an age limit for kids on this tour? Thinking about taking my 10-year-old.

A: There isn't a strict age limit! Kids are welcome, and the tour is quite family-friendly. The guide is also great with kids, so they'll help keep the experience fun and engaging. Just make sure your child is up for a bit of walking, especially in places like the cemetery and around Tarrytown. It's a great way to mix history with a fun day trip!

Q: What happens if the weather is bad? Can we reschedule?

A: You can definitely reschedule if the weather looks terrible! Just reach out to the provider, and they’re usually super accommodating. They understand that outdoor activities depend a lot on the weather, especially around the Hudson. Always good to check the forecast ahead of time, though!

Q: How much walking is involved? I have a foot condition.

A: There’s a fair amount of walking, especially at Sleepy Hollow Cemetery and exploring Tarrytown. However, you can take it at your own pace, and the driver is more than willing to adjust stops if needed. Just let the guide know about your foot condition, and they can help make it more comfortable for you.

Discussions

Just got back from the Sleepy Hollow Tour and WOW!

I just did the Sleepy Hollow and Historic Hudson Valley Tour last weekend, and it was such an amazing experience! We started at Sleepy Hollow Cemetery, which was super cool and eerie. Then we went to Philipsburg Manor, which was really interesting, and the guide shared some neat stories. Tarrytown was fun, too - we explored a few shops and grabbed coffee. Kykuit was the highlight! The views from there are breathtaking. Totally worth the price for a day out in nature and history!

Thinking of gifting this tour - any tips?

I’m considering gifting the Sleepy Hollow tour to my parents for their anniversary. I think they’d love the historical aspects, but any tips on how to make it special? Should I plan dinner afterward or something? They love exploring new places!