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

Historic Hotels & Resorts in Sleepy Hollow from AU$178

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Check availability on Sleepy Hollow Historic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Sleepy Hollow historic hotels

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,001 reviews)
"Great place, but was super crowded."
United States
Mike P
The price is AU$178
includes taxes & fees
15 Nov - 16 Nov
Overlook Lodge at Bear Mountain
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

2. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is AU$502
includes taxes & fees
3 Nov - 4 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A house with a view of a bridge and mountains.

3. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (149 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AU$465
includes taxes & fees
3 Nov - 4 Nov
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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

West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good
"This is good for a small visit or stay if you are alone. I honestly wouldn't have minded to stay here the full time but I left early because my girlfriend didn't feel safe. Other than that the staff was easy to talk to, the location is fair, and the room has its ups and downs but it's all around good."
Owen 3-night trip
Posted 14 hours ago
West Gate Inn Nyack

Frequently asked questions

What can a history buff expect from a stay in Sleepy Hollow?
Sights with historical relevance in Sleepy Hollow are probably a big part of your travel plans. You can also explore the many sights to visit such as churches and local tours.
How many historically relevant hotels are located in Sleepy Hollow?
In Sleepy Hollow, there are 4 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Sleepy Hollow?
Sleepy Hollow is notable for landmarks like Philipsburg Manor, Old Dutch Church of Sleepy Hollow and Tarrytown Lighthouse. A couple of additional sights to add to your itinerary are Sleepy Hollow Cemetery and Rockefeller State Park Preserve.
What is a historic hotel like in Sleepy Hollow?
Historic hotels give guests an opportunity to stay in a place that's been officially recognised with a national historic designation. Historic hotels throughout the world come in all forms like castles, palaces or even pubs or old police stations — as long as it's of special interest. These types of hotels in Sleepy Hollow often preserve original qualities like traditional architecture and period features in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to place more significance on the architecture and actual building. Heritage hotels draw their meaning mainly from the place's cultural value and how it inspired the community.
Do historic hotels in Sleepy Hollow have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Guests should expect the popular amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi and more. In Sleepy Hollow, booking a historic hotel doesn't mean you will stay in a place that's uncomfortable for guests or simply rundown.

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