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Find Boutique Hotels in Sleepy Hollow, NY

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Check availability on Sleepy Hollow Boutique Hotels

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Sleepy Hollow Boutique Hotels

Exterior
The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton

3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (429)
"Beautiful hotel and lovely staff"
United States
Theodóra
The price is ￥24,073
￥27,684 total
includes taxes & fees
Dec 21 - Dec 22
The Lloyd Stamford, Tapestry Collection by Hilton
Front of property
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4.0 star property
Greenwich
9.4 out of 10, Exceptional, (950)
"Great stay!!"
United States
Dana
The price is ￥56,214
￥66,977 total
includes taxes & fees
Dec 28 - Dec 29
Delamar Greenwich Harbor
Lounge
Aloft Harlem

Aloft Harlem

3.0 star property
Manhattan
8.4 out of 10, Very Good, (1002)
"Clean spacious room, very comfortable for my 1 night short stay."
United States
HUGH
The price is ￥22,212
￥26,033 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Harlem
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.
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Top Sleepy Hollow Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Breakfast was OK and the staff friendly."
Panayiotis 2-night trip
Posted 2 days ago
Royal Regency Hotel
Opera House Hotel

Opera House Hotel

10/10 Excellent
"everthing....will definitely be staying here in two months "
Roderic REYNARD McCrorey 2-night trip
Posted 8 days ago
Opera House Hotel

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Frequently asked questions

What's there to see and do in Sleepy Hollow?
After you've decided where you'll stay in family-friendly Sleepy Hollow, figure out some fun things to do on your trip. Experience the cultural highlights around Sleepy Hollow with a visit to Tarrytown Music Hall, Rockefeller Archive Center, and Westchester Broadway Theatre. While you're here, you might also want to consider exploring Philipsburg Manor, Old Dutch Church of Sleepy Hollow, and Tarrytown Lighthouse.
What kind of weather should I plan for when I travel to Sleepy Hollow?
Getting an idea of what to expect from the weather in Sleepy Hollow is important when you plan your trip. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Sleepy Hollow is 48 inches.
What's the best way to get to my boutique hotel in Sleepy Hollow?
You have a few options for traveling to and around Sleepy Hollow. The nearest major airport is Westchester County Airport (HPN), which is located 8.1 mi (13.1 km) from the heart of the city, but Teterboro, NJ (TEB) may also be an option. If you'd like to explore around the area, you may want to rent a car for your trip.