Photo by santosh dash

Search Bed and Breakfast in Sleepy Hollow

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Sleepy Hollow bed & breakfast

Exterior
The Castle at Skylands Manor

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (391)
"If you want a quiet, historical experience, then this is the venue. It's not new, shiny - but that is not why you go there. It is a beautiful Tudor-style hotel, with old fixtures, antique windows, and the charm of a storybook castle. The innkeeper is lovely and the grounds are beautiful. We missed peak colors by a week or two and are considering a quick trip back! Buffet breakfast was just right."
United States
Lesli
The price is €190
includes taxes & fees
31 Dec - 1 Jan 2026
The Castle at Skylands Manor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sleepy Hollow Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Clean room. Cookie time breakfast "
Ivana 4-night trip
Posted 3 days ago
Hampton Inn White Plains/Tarrytown

Find out more about Sleepy Hollow

Sleepy Hollow B&B information

Number of reviews
292
Accommodation
9 B&B
Lowest Price
€190
Highest Price
€190

Frequently asked questions

Searching for B&Bs in Sleepy Hollow?
Whether you're travelling with your family and want a friendly place to stay, or you're travelling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many travellers. When you want to explore some attractions in town, Philipsburg Manor and Old Dutch Church of Sleepy Hollow are worth a stop.
How do you know if a B&B is a good option for your stay?
Every B&B has its own unique feel — whether it's a cosy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Sleepy Hollow?
Below are some B&Bs in the surrounding area: Stanton House Inn: 20 rooms. 12.7 mi (20.4 km) from the heart of Sleepy Hollow. Enjoy the snack bar/deli and outdoor pool. No longer here: Situated 15 mi (24.2 km) from the heart of Sleepy Hollow. Honey Maple Grove BnB: 3 rooms. 14.8 mi (23.9 km) from the city centre. Enjoy the free full breakfast and unique decor. Cozy Homeva Kensico WP: 5 rooms. Located 5.1 mi (8.2 km) from the core of Sleepy Hollow.
When is the best time to stay at a B&B in Sleepy Hollow?
When you're planning your stay in Sleepy Hollow, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Sleepy Hollow is 1217 mm.
What is there to do in Sleepy Hollow?
When you want to see some attractions in town, you might consider a visit to Philipsburg Manor and Old Dutch Church of Sleepy Hollow. You should put Tarrytown Lighthouse and Sleepy Hollow Cemetery on your list if you want to see more of the area.
How can I get to and around Sleepy Hollow?
You can map out your trip in and around Sleepy Hollow ahead of time with these transportation options. Fly into White Plains, NY (HPN-Westchester County), which is located 8.1 mi (13.1 km) from the heart of the city. Otherwise, you can search for flights to Teterboro, NJ (TEB), which is 19.4 mi (31.2 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia