Title: Top Castles in Town of Highlands in 2026 | Expedia.ca [Town of Highlands Hotels](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Hotel-Destinations)[Vacation Rentals in Town of Highlands](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Vacation-Rental-Destinations)[Town of Highlands Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Car-Rental-Destinations)[Town of Highlands Vacations](https://expedia.ca/Town-Of-Highlands.d553248635976002149.Destination-Travel-Guides) ![Hudson River bridge aerial with stunning pink and gold sunrise light](https://images.trvl-media.com/place/553248635976002149/3f6b3a4c-3300-4975-933e-f00e691a1084.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976002149/3f6b3a4c-3300-4975-933e-f00e691a1084.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 prices for these dates Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Highlands ![Panoramic view of the Hudson River with autumnal foliage around the mountains at Highland Falls](https://images.trvl-media.com/place/9540/1a80d2d6-a654-47d6-9b04-cb28fa7e46d6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Highland Falls [](https://expedia.ca/Highland-Falls-Castles.d9540-aaCastles.Travel-Guide-Accommodation) ![NewSky above Fort Montgomery New York](https://images.trvl-media.com/place/602822/25949159-6e4c-4e24-8de3-a89bf5566a14.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Fort Montgomery [](https://expedia.ca/Fort-Montgomery-Castles.d602822-aaCastles.Travel-Guide-Accommodation) ## Our top choices for Town of Highlands castles ![Exterior](https://images.trvl-media.com/lodging/115000000/114410000/114408500/114408475/cb7b13a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114408500/114408475/3d049ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, printers](https://images.trvl-media.com/lodging/115000000/114410000/114408500/114408475/946c33bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114408500/114408475/a485c3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville [](https://www.expedia.ca/Pleasantville-Hotels-Historic-Former-Speakeasy-4-Bdrm.h114408475.Hotel-Information) Pleasantville [](https://www.expedia.ca/Pleasantville-Hotels-Historic-Former-Speakeasy-4-Bdrm.h114408475.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=2026-04-16&endDate=2026-04-17®ionId=553248635976002149&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Castles.d553248635976002149-aaCastles.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Castles.d553248635976002149-aaCastles.Travel-Guide-Accommodation) ## Top Town of Highlands Hotel Reviews ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3_y.jpg) ### Hampton Inn Harriman Woodbury 8/10 Good "Staff was awesome! Loved the shuttle to Woodbury Common." [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 10/10 Excellent "Stage was very polite and the room was well maintained" [](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 2/10 Terrible "Hotel was under renovation. We were informed prior that the pool was under renovation but not the entire hotel. Most of the 3rd floor was under construction. There were rooms on the second floor under construction. The carpets were dirty and WiFi was intermittent. Front desk was helpful and allowed us to cancel our reservation and provided a full refund. Perhaps it will be better in the future. " [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/74c2079f_y.jpg) ### The Thayer Hotel at West Point 10/10 Excellent "Great hotel. Highly recommend." [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.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 4/10 Poor "Bathroom toilet was not cleaned nor flushed. Someone had used it, not flushed. My 5 year old daughter went in as soon as we walked in the room and told us about it. I was offered to change rooms which meant I would have had to drive another mile back to the main lobby to get new card. I decided to clean the toilet and flush it myself. VERY bad, yet a simple thing that should not occur." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/d3089562_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 10/10 Excellent "The room was clean the bed was comfortable the staff was friendly & amazing " [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg) ### Courtyard by Marriott Middletown Goshen 4/10 Poor "The only thing saving the Courtyard Marriot is the front desk staff. The manager Margaret is rude and condescending, will never return to that hotel in Middletown, NY. " [](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Hotel Nyack, a JdV by Hyatt Hotel](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e_y.jpg) ### Hotel Nyack, a JdV by Hyatt Hotel 10/10 Excellent "Great stay " [](https://expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "Super friendly staff. Beautiful, clean rooms. Great indoor pool and gym." [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Castles information | Number of reviews | | | ----------------- | --------- | | Accommodation | 1 Castles | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in West Point ](https://www.expedia.ca/5Star-West-Point-Hotels.s50-0-d9700.Travel-Guide-Filter-Hotels) - [Farmstay in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Agritourism.d183639-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Apart-Hotels.d183639-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Bed-And-Breakfast.d183639-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Chalets.d183639-aaChalets.Travel-Guide-Accommodation) - 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