Sleepy Hollow Guest Houses

A wooden structure with a bridge over a body of water, surrounded by trees.

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

In two weeks

In one month

In two months

Our top choices for Sleepy Hollow guest houses

An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

1. Near NYC! | Stylish Guestroom

Ossining

HK$2,601 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a wooden bed, a nightstand, a desk, and a window with curtains.

2. Morris Guest House

Bronx

Anthony D.

HK$1,455 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Sleepy Hollow Hotel Reviews

Tarrytown House Estate

10/10 Excellent

"The property is absolutely gorgeous and within driving distance of the best attractions in the area."

DoubleTree by Hilton Fort Lee - George Washington Bridge

10/10 Excellent

"The hotel was decent overall, but there were a few noticeable issues with parking and room cleanliness. While the cleanliness concerns were not major, we did notice that the window gaps had not been cleaned thoroughly, as there were dead bugs and dust present. Additionally, the bathroom panel was loose or undone, and we were unsure whether it had been left that way by housekeeping or if there was an underlying maintenance issue. The biggest concern, however, was the air conditioning system. We had to request assistance to have it reset because the room was uncomfortably hot. Despite setting the temperature to 70°F, the room remained around 80°F. Over time, the heat became increasingly uncomfortable, and we felt that the staff did not fully understand our frustration with being unable to adjust the room temperature. Although the staff assured us that the system was functioning normally, the room's temperature made it difficult to feel comfortable during our stay."