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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
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 table set for a formal event with candles, flowers, and glassware.
A large outdoor swimming pool surrounded by trees and a covered pavilion.
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
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 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.
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 8 - Oct 9
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 bedroom with a TV displaying a fireplace, a bed with patterned bedding, and a door leading to another room.
A living room with a TV on a wooden stand, a white Christmas tree, and a fireplace.

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.
$314 nightly
$359 total
Nov 3 - Nov 4
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Interior
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.
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.
$1,314 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
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Top Peekskill Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Excelente"
Miguel 2-night trip
Posted 5 hours ago
Baymont by Wyndham White Plains - Elmsford
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Nice hotel and great staff"
James 4-night trip
Posted 5 hours ago
Hampton Inn White Plains/Tarrytown
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 9 hours ago
Tarrytown House Estate
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"The complex was exactly that - complex. Initially, we drove to the Overlook Lodge to check in for our cabin only to find we needed to drive back down the mountain to the Inn (where ironically we had just been to turn around after missing the turn for Overlook Lodge!). The cabin was clean and quiet. The walk to and from the cabin to the Inn for dinner/morning coffee was lovely (along the lake)."
Thomas 1-night trip
Posted 10 hours ago
Overlook Lodge at Bear Mountain
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"Perfect location and a great room."
Adel 5-night trip
Posted 11 hours ago
Hotel Nyack, a JdV by Hyatt Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent
"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should have noticed a bright orange basketball before we sat. I picked it up and bounced it around then returned it thinking nothing of it. Later that night while we were laying in the bed waiting to fall asleep there was the sound of a bouncing ball in the hallway followed by giggles ..it went on for longer than it should have if it was just a kid passing by. My wife talked me into thinking the bouncing was just the sound of kids shoes hitting the hard hallway floor....I'm not saying the hotel is haunted ...but I'm not saying it's not."
Payne 2-night trip
Posted 12 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"This is my fourth visit to this location, and I plan to continue staying here in the future. The scenery is beautiful, the rooms are clean, the staff is wonderful, and everything is perfect."
debra a 2-night trip
Posted 15 hours 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

8/10 Good
"Facility was in good location. Road entrance was not great. Not many facilities around. Parking was good and room clean. Staff seemed nice but I didn't interact with them much. Overall a good stay, not overwhelming but good."
Frederick 2-night trip
Posted 16 hours ago
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"Over all vey good experience"
Kalyan 1-night trip
Posted 1 day ago
West Gate Inn Nyack

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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