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Find Historic Hotels in Ossining, NY

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Top Ossining Historic Hotels

Restaurant
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1014)
"Clean room, easy parking"
$115 nightly
The price is $131
Nov 13 - Nov 14
Total with taxes and fees
Overlook Lodge at Bear Mountain
Game room
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.8 out of 10, Exceptional, (90)
"Maria is a wonderful host. We enjoyed our stay. Thank you."
$229 nightly
The price is $255
Oct 16 - Oct 17
Total with taxes and fees
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
$272 nightly
The price is $308
Oct 22 - Oct 23
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
2 bedrooms, iron/ironing board, internet, bed sheets
The West Lane Inn - Family Suite
The West Lane Inn - Family Suite
$897 nightly
The price is $897
Oct 21 - Oct 22
Total with taxes and fees
The West Lane Inn - Family Suite
1 bedroom, iron/ironing board, internet, bed sheets
The West Lane Inn - King Room
The West Lane Inn - King Room
10.0 out of 10, Exceptional, (1)
" the complimentary breakfast"
$454 nightly
The price is $454
Oct 16 - Oct 17
Total with taxes and fees
The West Lane Inn - King Room
Sport court
2-bedroom condo in charming Wilton with AC, fitness room, WiFi
2-bedroom condo in charming Wilton with AC, fitness room, WiFi
$598 nightly
The price is $676
Nov 9 - Nov 10
Total with taxes and fees
2-bedroom condo in charming Wilton with AC, fitness room, WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossining Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Very comfortable, convenient from the airport and affordable!"
Josephine 1-night trip
Posted 1 day ago
Hampton Inn White Plains/Tarrytown

Frequently asked questions

What should a history enthusiast expect from a trip to Ossining?
A trip to the sights with historical relevance in Ossining is likely number one on your travel itinerary. Also explore the many sights including the restaurants and parks
How many historical hotels are there in Ossining?
In Ossining, there are 12 lodging options bookable on Expedia but not many designated as historic hotels.
What are the must-see historical sites and other places in Ossining?
Ossining is notable for landmarks like Sing Sing Correctional Facility. Cultural venues include Sing Sing Prison Museum and Ossining Historical Society. Additionally, you'll find Woodbury Common Premium Outlets in the area.
What is a historic hotel like in Ossining?
Guests who book a historic hotel can sleep in a building that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Ossining, giving a historical feel.
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. overall though the terms are similar. The architecture and actual building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Ossining have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Ossining, you won't be staying at a place that's uncomfortable or rundown.

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