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 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
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
$79 nightly
$93 total
Nov 2 - Nov 3
Total with taxes and fees
Overlook Lodge at Bear Mountain
A house with a view of a bridge and mountains.
A room with a telescope on a tripod near a window with a view of a mountainous landscape.
A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.
A two-story house with a stone foundation and a patio with outdoor furniture.

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
$279 nightly
$330 total
Oct 20 - Oct 21
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 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.
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.
$310 nightly
$354 total
Oct 18 - Oct 19
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Interior
A wooden-paneled bedroom with a bed, dresser, and a window with curtains.
A two-story white house with a front porch, a chimney, and a well-maintained lawn.
A well-maintained lawn, a garden with flowers, and a house with a porch.

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 14 - Oct 15
Total with taxes and fees
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
View all properties

Top Peekskill Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"A+"
Kanwarpreet 2-night trip
Posted 7 hours ago
Overlook Lodge at Bear Mountain
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"you can tell the rooms were newly renovated. They were very nice very clean."
Tina 1-night trip
Posted 11 hours ago
Ardsley Acres Hotel Westchester
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent
"Location location location! Perfectly situated along Broadway between Irvington and Tarrytown/Sleepy Hollow. Also a lovely hotel, nice room, friendly staff, decent price. I thought the bed was excellent, breakfast was too expensive for what was available, but similar to other places so oh well. Not a deal breaker! Would definitely recommend and also would stay here again!"
Jennifer 5-night trip
Posted 11 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"My room was large. It was clean and comfortable. The bed was nice and firm and I enjoyed a great nights sleep. The staff was friendly and greeted me when I arrived. Plenty of parking outside and, of course, it was free. I enjoyed my stay and I will return."
Eliot 1-night trip
Posted 16 hours ago
West Gate Inn Nyack
Tarrytown House Estate

Tarrytown House Estate

8/10 Good
"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other parents with kids were staying on our floor. If you’re wanting a Stephen King’s The Shining vibe, this is the place for you. We absolutely LOVED it; my husband isn’t really a spooky seeking person, but he loved the vibe since we were entering the month of October and we wanted something Fall like. The estate has so many amenities and we greatly appreciated the $10 complimentary bucks for their front desk shop (we had ran out of milk). Pool was fun, outside games and seats was worth it and the restaurant was chef’s kiss. We’re even planning a couples weekend back to this place because we absolutely enjoyed our stay. Please keep in mind that this place is dated and has some dated carpet and beds, but the front desk workers will work with you on anything you need. Cairo was the nice, young man who checked us in and was super informative and helpful; he was even working the next morning to check us out; what a dedicated worker!"
Claudette 1-night trip
Posted 1 day ago
Tarrytown House Estate
Armoni Inn & Suites

Armoni Inn & Suites

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

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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