Historic Hotels in Peekskill | Flexible Booking Options

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

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Our top choices for Peekskill historic hotels

1. Overlook Lodge at Bear Mountain

Bear Mountain

randall

1 bedroom, desk, iron/ironing board, WiFi (free)

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

Fort Montgomery

Jasmine

$280 nightly

$331 total

Sep 23 - Sep 24

Total with taxes and fees

2 bedrooms, in-room safe, desk, iron/ironing board

Smart TV, video games, DVD player, books

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

CROTON HDSN

Aimee S.

$328 nightly

$375 total

Oct 4 - Oct 5

Total with taxes and fees

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

Mountainville

Robert D.

$1,308 nightly

$1,326 total

Sep 23 - Sep 24

Total with taxes and fees

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Top Peekskill Hotel Reviews

Hampton Inn White Plains/Tarrytown

10/10 Excellent

"All the staff were friendly and helpful. The room and bed were comfortable. The TV in my room was poor quality and I was unable to turn captions on. That was not a showstopper, just a small negative. Everything was clean and functional."

Sheraton Tarrytown Hotel

10/10 Excellent

"The jets in the Jacuzzi by the main pool were lacking."

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."

Inn on the Hudson

10/10 Excellent

"I was grateful for the service but just want to encourage upkeep in home improvement appearance . Thanks for all staffs services"

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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Things to do in Peekskill

Find Historic Hotels in Peekskill, NY

Check availability on Peekskill Historic Hotels

Our top choices for Peekskill historic hotels

1. Overlook Lodge at Bear Mountain

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

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

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

Top Peekskill Hotel Reviews

Hampton Inn White Plains/Tarrytown

Sheraton Tarrytown Hotel

Sleepy Hollow Hotel, a Dolce by Wyndham

Inn on the Hudson

Frequently asked questions

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