A calm lake with a forested island in the distance, a picnic area, and a rocky shoreline.

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Check availability on Peekskill Historic Hotels

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Peekskill historic hotels

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A large, multi-story stone building with a prominent arched entrance and multiple windows.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
Lawrence
$100 nightly
$118 total
Nov 18 - Nov 19
Total with taxes and fees
Overlook Lodge at Bear Mountain
A house with a view of a bridge and mountains.
A two-story house with a stone foundation and a patio with outdoor furniture.
A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.
A room with a wooden dresser, a mirror, a red chair, and a patterned rug.

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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
United States
Jasmine
$280 nightly
$331 total
Oct 21 - Oct 22
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.
A dining table with a glass top, a notebook, and a decorative wooden piece.
A living room with a TV on a wooden stand, a white Christmas tree, and a fireplace.
A bedroom with a TV displaying a fireplace, a bed with patterned bedding, and a door leading to another room.

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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
United States
Margaret S.
$322 nightly
$368 total
Oct 28 - Oct 29
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Interior
A large tree with white blossoms in front of a white building.
A well-maintained lawn, a garden with flowers, and a house with a porch.
A wooden-paneled bedroom with a bed, dresser, and a window with curtains.

4. Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
Mountainville
United States
Robert D.
$1,314 nightly
$1,344 total
Oct 22 - Oct 23
Total with taxes and fees
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
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Top Peekskill Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"It was a very scenic area and the hotel was really clean and comfortable. Lots a things to do in the area."
Danielle 1-night trip
Posted 10 hours ago
Overlook Lodge at Bear Mountain
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

10/10 Excellent
"Room was clean and staff very friendly and helpful"
Frankie 1-night trip
Posted 11 hours ago
Days Inn by Wyndham Elmsford / White Plains
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Great location to sleepy hollow. The breakfast was very good and the staff was very nice"
Robin 2-night trip
Posted 12 hours ago
Hampton Inn White Plains/Tarrytown
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"The front desk staff where polite and helpful. They were approciable to questions and requests. Nice stay. Very comfortable beds. And clean. That is a big must for me. The front desk even accommodated my need for wood floors versus carpet and less steps to get to my room. Very nice weekend there."
Angela 2-night trip
Posted 12 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"Cute little place, we enjoyed our short stay. The original old motel sign did not represent the rest of the property which was well maintained and newly renovated. We could tell they have put an effort into making it nice. They were working on the office while we were there I bet they are constantly improving things. We paid a bit high because we booked last minute, but we would stay again. Room was clean, fresh paint, new furniture and mattress. There is a cute little walking trail right behind the property with a cute stream! Room was small but that’s expected for a property built awhile ago. Did not have any issues with bugs."
Alisha 1-night trip
Posted 14 hours ago
Ardsley Acres Hotel Westchester
West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good
"Friendly staff, room was ready and nice when we got there."
Alex 1-night trip
Posted 19 hours ago
West Gate Inn Nyack
Westchester Marriott

Westchester Marriott

8/10 Good
"C"
Prashant 1-night trip
Posted 22 hours ago
Westchester Marriott
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good
"Overall great place and would stay again. The beds are not as comfortable as I had hoped. We had a few issues with the room at check but the staff were great and super fast to resolve the issues"
Wade 2-night trip
Posted 2 days ago
Hotel Nyack, a JdV by Hyatt Hotel

Frequently asked questions

What should a history buff expect from a stay in Peekskill?
A trip to the historical places in Peekskill is likely number one on your sightseeing itinerary. You can check out the riverfront and mountain landscape during your visit. During your stay in this relaxing area, you can also relish a trip to the restaurants.
How many historical hotels are located in Peekskill?
In Peekskill, there are 6 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the most important historical sites and other places to visit in Peekskill?
Favorite places to visit include Paramount Hudson Valley Theater, Peekskill Museum, and Hudson Valley Center for Contemporary Art. Additionally, you'll find Woodbury Common Premium Outlets in the area.
What is a historic hotel like in Peekskill?
By choosing a historic hotel, you can sleep in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of historic hotels in Peekskill, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Peekskill have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in a hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Peekskill, you won't be staying at a place that's uncomfortable or rundown.

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