Title: Book the Best HISTORIC Hotels in Peekskill in 2026 | Expedia.ca [Hotels in Peekskill](https://expedia.ca/Peekskill-Hotels.d183704.Travel-Guide-Hotels)[Vacation Rentals in Peekskill](https://expedia.ca/Peekskill-Vacation-Rentals.d183704.Travel-Guide-VacationRentals)[Peekskill Car Rentals](https://expedia.ca/Car-Rentals-In-Peekskill.d183704.Car-Rental-Guide)[Peekskill Vacation Packages](https://expedia.ca/Peekskill.d183704.Destination-Travel-Guides) ![View from Chateau Rive, #LoveMyTown (Peekskill)](https://images.trvl-media.com/place/183704/38558f32-1e75-4e79-b433-8c7e8937e00a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by crissibeth ![](https://images.trvl-media.com/place/183704/38558f32-1e75-4e79-b433-8c7e8937e00a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Peekskill Historic Hotels Tonight [Mar 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-03-16&endDate=2026-03-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Peekskill historic hotels ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1,006 reviews) "Great staff and clean rooms. Beautiful views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $132 CA $150 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) Fort Montgomery 9.8/10 Exceptional (132 reviews) "Amazing place Thanks for the stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julien C. CA $258 CA $421 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/26fb7343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/422d3d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/4ce09deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/fee31f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Comfortable-2bd-Convenience-Style-45min-To-NYC-Great-Food.h33256205.Hotel-Information) CROTON HDSN 9.8/10 Exceptional (90 reviews) "I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill D. [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Comfortable-2bd-Convenience-Style-45min-To-NYC-Great-Food.h33256205.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/04adf8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/e2587dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/a8c5ab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/19de180c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer [](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information) Beacon 10/10 Exceptional (54 reviews) "We havld a good time. The room was comfortable and perfectly located!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy C. CA $158 CA $343 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31®ionId=183704&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Peekskill Hotel Reviews ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4_y.jpg) ### Tarrytown House Estate 8/10 Good "Wonderful stay! Clean, quiet, comfortable. A very special place in great location. Beautiful! We only wish the pool had been open or that we had been given a heads up that it was closed for repair. " [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/ea472a69_y.jpg) ### Hampton Inn White Plains/Tarrytown 8/10 Good "Great location for access to the White Plains. Breakfast items are limited, as most places these days. Receptionist was friendly but slow" [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Everything was perfect" [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "Great place to stay and relax" [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "We stayed at the cottages which were clean and welcoming. The only thing to keep in mind is that the common area IS common, so if you don’t want to socialize, it might not be the space for you. We had a party with us that all knew each other (and we were the only room who didn’t) and they hung out there all night talking. Not a fault of the property, but maybe stay in the main inn if you’re looking for a little more privacy." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "Spotlessly clean in both rooms and common areas. " [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Inn on the Hudson](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 6/10 Okay "If you’re looking for a nice place for the family, keep looking. Seemed a bit sketchy for the clientele. The rooms are basic, breakfast was very basic, close access to walkable restaurants and a nice sunset view. " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 4/10 Poor "My first day wasn't too bad the second one was horrible keys will not work no power to the lock give me a different room. I was so tired I just laid down and then when I went to take a shower there was only one towel no wash clothes " [](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Ardsley Acres Hotel Westchester](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ac0845e0_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "We really enjoyed our stay. Our rooms were placed right next to each other even though one was last second and booked months after. The beds were soft and comfortable. Nice air conditioning units. Rooms looked exactly like the photos, and even though you can only get into the rooms with your keycards they still come with two additional locks which made us feel very secure. The property is very close to a highway but we didn’t hear any traffic at all. The staff were very nice. The only things even close to issues we had was 1) we put the “please service our room tag” in our door and it wasn’t done 2) there was no plastic shower curtain so water got all over the floor 3) a single pixel stripe was out in our tv but it got easy to ignore. " [](https://expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Peekskill? ### How many historical hotels are located in Peekskill? ### What are the most important historical sites and other places to visit in Peekskill? ### What is a historic hotel like in Peekskill? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Peekskill have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Hotels-Business-Hotel.0-0-d183639-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Hotels-Cheap-Hotels.0-0-d183639-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Hotels-Couples-Resorts-Hotels.0-0-d183639-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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