Search Sleepy Hollow Bed & Breakfast

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured B&B in Sleepy Hollow

Crabtree's Kittle House Restaurant & Inn
Property entrance

Crabtree's Kittle House Restaurant & Inn

3.5 star property
8.2 out of 10, Very good, (398)
"We had a lovely time here! The room and building are beautifully decorated and have a Victorian feel to them. The room itself was very big and full of beautiful antique furniture. The breakfast they offer in the morning was a very nice spread of a little bit of everything. They have a beautiful dining room to enjoy it in as well. We definitely recommend staying here!"
The price is AU$423
includes taxes & fees
25 Nov - 26 Nov
Crabtree's Kittle House Restaurant & Inn
Stanton House Inn
Reception

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (131)
"Lovely Victorian feel. Access very easy."
Stanton House Inn
The Castle at Skylands Manor
Property grounds

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (387)
"Historical building wih architectural details every where. Fantastic grounds and acres of gardens to walk in or area to hike, "
The price is AU$283
includes taxes & fees
27 Nov - 28 Nov
The Castle at Skylands Manor
Cozy Homeva Kensico WP
Front of property

Cozy Homeva Kensico WP

3.0 star property
10.0 out of 10, Exceptional, (1)
"Eva & her son Matthew were very friendly & accommodating."
Cozy Homeva Kensico WP
Honey Maple Grove BnB
42-inch TV with digital channels, heated floors

Honey Maple Grove BnB

4.0 star property
9.6 out of 10, Exceptional, (4)
"Abbott the owner and host was very accomodating. Everything was clean and well maintained. Location is perfect. Will stay there whenever we are in the area"
Honey Maple Grove BnB
Northern Lights Mansion
Executive Single Room, Jetted Tub, Garden View | Indoor spa tub

Northern Lights Mansion

3.5 star property
8.6 out of 10, Excellent, (37)
"The style, decor, comfort. The owner hostess is an angel. Was able to lead us to everything that made the trip exceptional."
Northern Lights Mansion
Cozy Homeva Chatterton WP
Porch

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
Cozy Homeva Battle Hill WP
Penthouse Suite At Cozy Homeva

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
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.
Don't see what you're looking for?
See all available properties in Sleepy Hollow
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Sleepy Hollow

Global Luxury Suites at The Arches
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view

Global Luxury Suites at The Arches

2.5 star property
7.0 out of 10, Good, (358)
"I wish I would’ve stayed another day. Felt like I was home. Comfortable and very clean. I can’t wait to go back. "
The price is AU$370
includes taxes & fees
25 Nov - 26 Nov
Global Luxury Suites at The Arches
Stamford Suites
Exterior

Stamford Suites

2.5 star property
6.8 out of 10, (766)
"All is well"
The price is AU$254
includes taxes & fees
30 Nov - 1 Dec
Stamford Suites
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
Exterior detail

Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,

8.8 out of 10, Excellent, (26)
"Space was beautiful and perfect location for our stay. The backyard space was a gem in the city. We really enjoyed our visit."
The price is AU$659
includes taxes & fees
2 Dec - 3 Dec
Harlem Brownstone Garden 2-Bedroom Apartment with a large rear yard,
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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. While you’re enjoying your trip to Sleepy Hollow, Rockefeller State Park Preserve and Old Croton Aqueduct State Park are perfect spots to get in some fresh air and greenery.
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: Crabtree’s Kittle House Restaurant & Inn: 14 rooms. 8.9 mi (14.3 km) from the heart of Sleepy Hollow. Enjoy the bar/lounge and on-site dining. Stanton House Inn: 20 rooms. 12.7 mi (20.4 km) from the city centre. Enjoy the snack bar/deli and outdoor pool. Honey Maple Grove BnB: 3 rooms. 14.8 mi (23.9 km) from the city centre. Enjoy the free full breakfast and unique decor.
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 spend some time in the great outdoors, Rockefeller State Park Preserve and Old Croton Aqueduct State Park are some notable spots. You should put Philipsburg Manor and Old Dutch Church of Sleepy Hollow 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.