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

Find Historic Hotels in Peekskill, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Peekskill Historic Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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, multi-story stone building with a prominent arched entrance and multiple windows.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A large outdoor swimming pool surrounded by trees and a covered pavilion.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
$115 nightly
$142 total
Oct 19 - Oct 20
Total with taxes and fees
Overlook Lodge at Bear Mountain
A house with a view of a bridge and mountains.
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.
A room with a telescope on a tripod near a window with a view of a mountainous landscape.

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
Sep 24 - Sep 25
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 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.
A living room with a fireplace, a television, a Christmas wreath, and a leather sofa.

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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
United States
Aimee S.
$328 nightly
$375 total
Oct 4 - Oct 5
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A two-story white house with a front porch, a chimney, and a well-maintained lawn.
A large tree with white blossoms in front of a white building.
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.
$1,380 nightly
$1,411 total
Oct 2 - Oct 3
Total with taxes and fees
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
View all properties

Top Peekskill Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"L"
Steven 1-night trip
Posted 2 hours ago
Hampton Inn White Plains/Tarrytown
Westchester Marriott

Westchester Marriott

10/10 Excellent
"Easy check in, friendly staff, super helpful. Beautiful outdoor sitting area. Will definitely stay there"
Yessi 1-night trip
Posted 5 hours ago
Westchester Marriott
Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"The room was very clean and the staff were very helpful."
Kathy 2-night trip
Posted 7 hours ago
Sonesta White Plains Downtown
Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown

10/10 Excellent
"Pleasant but short stay. Comfortable bed and spacious room. Noisy due to high traffic location. Wish it was quieter."
Lynn 1-night trip
Posted 21 hours ago
Cambria Hotel & Suites - White Plains Downtown
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

10/10 Excellent
"The jets in the Jacuzzi by the main pool were lacking."
Anthony 1-night trip
Posted 1 day ago
Sheraton Tarrytown Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"The hotel is nice, and clean, and they have the BEST big towels. But it doesn't have an actual restaurant or room service, which is very inconvenient. They also seem to have an issue around check-in. I was in a line of like 20 people, which was surprising. There was one desk clerk handling some sort of problem with one guest for 20 minutes. The other clerk moved glacially slow. Neither clerk seemed welcoming or customer service oriented. During this time, the manager came out several times to talk to the clerk handling the problem, but did not even look at or acknowlege the long line of people waiting. I would expect a manager to step in and help process the long line of check-ins. Another person came out several times and told people to use the check-in automatic kiosks, and several people said they had tried it already and it didn't even work. "Oh, sorry about that," she said. There's also a mystifying thing... the hallways and navigation are poorly marked, and it's not easy to figure out where you are going, or find an elevator. I was in a 3xx room, and when I got to the elevator, it said I was on floor 2 (which had the 4xx rooms). In the elevator, I had to press 1 to get to the floor with the 3xx rooms. ????? Didn't make sense! My recommendations: More check-in staff, better customer service training, and better signage for navigation."
Mary 1-night trip
Posted 1 day ago
Sleepy Hollow Hotel, a Dolce by Wyndham

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, Hudson Valley Center for Contemporary Art, and Blue Mountain Reservation. 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.

Explore a world of travel with Expedia