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
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 table set for a formal event with candles, flowers, and glassware.
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
$111 nightly
$137 total
Sep 29 - Sep 30
Total with taxes and fees
Overlook Lodge at Bear Mountain
A house with a view of a bridge and mountains.
A room with a wooden dresser, a mirror, a red chair, and a patterned rug.
A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.
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
$268 nightly
$317 total
Sep 29 - Sep 30
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 fireplace, a television, a Christmas wreath, and a leather sofa.
A living room with a TV on a wooden stand, a white Christmas tree, and a fireplace.
A dining table with a glass top, a notebook, and a decorative wooden piece.

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.
$293 nightly
$335 total
Oct 4 - Oct 5
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A wooden-paneled bedroom with a bed, dresser, and a window with curtains.
A well-maintained lawn, a garden with flowers, and a house with a porch.
A large tree with white blossoms in front of a white building.

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.
$1,303 nightly
$1,320 total
Oct 2 - Oct 3
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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

8/10 Good
"."
Crystal 3-night trip
Posted 1 hour ago
Baymont by Wyndham White Plains - Elmsford
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Due to a storm heading up the east coast, we had to cut our trip short by a day. The staff was very helpful and easy to work with taking care of our reservation. The location is convenient and close to a great diner! The rooms were comfortable. Overall, a great hotel!"
Kathryn 2-night trip
Posted 1 hour ago
Hampton Inn White Plains/Tarrytown
Armoni Inn & Suites

Armoni Inn & Suites

8/10 Good
"Great location despite being slightly remodeled during occupancy"
Michael 7-night trip
Posted 3 hours ago
Armoni Inn & Suites
Westchester Marriott

Westchester Marriott

10/10 Excellent
"Awesome hotel"
Robert 1-night trip
Posted 6 hours ago
Westchester Marriott
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"Excellent service always go back"
Jose 1-night trip
Posted 15 hours ago
Ardsley Acres Hotel Westchester
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their Fall Foliage Buffet. I opted to do this instead of brunch the next day. Turns out that morning was a Princess Brunch, which canceled out the buffet and I had shown up after brunch hours. But the cafe was open and I was able to get a little something there."
Lindsay 1-night trip
Posted 22 hours ago
Overlook Lodge at Bear Mountain
Inn on the Hudson

Inn on the Hudson

8/10 Good
"Clean room, nice staff. Nice breakfast area added since I was last there. Very close to Paramount Theater and train station. Room had great view of the Hudson. Overall, a good overnight stay."
Laura 1-night trip
Posted 1 day ago
Inn on the Hudson
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

10/10 Excellent
"Great"
Maria 4-night trip
Posted 3 days ago
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

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.

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