Title: Book the Best HISTORIC Hotels in Shady in 2025 | Expedia.ca [Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)[Shady Car Rentals](https://expedia.ca/Car-Rentals-In-Shady.d553248635976471788.Car-Rental-Guide)[Shady Vacations](https://expedia.ca/Shady.d553248635976471788.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Shady, NY from CA $185 ![](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 Shady Historic Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shady Historic Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/d66159f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/f2a122ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/caba39f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/cd455941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub - Fire Pit - BBQ - Hammock - Colonial Kingston 9.6/10 Exceptional (21) "We came down with our dog. We work a lot and needed a break. The place is cozy and comfy and the outdoor space is so lovely. Good mix of sunny space and shaded space.Our dog very much enjoyed the backyard and we loved the small businesses within walking distance " CA $147 CA $355 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kingston-Hotels-Charming-Hudson-Valley-Luxury-Getaway.h71554330.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/w953h720x164y0-fef4ea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/730d4d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/b0ffaa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/c65ae423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter Windham 9.2/10 Wonderful (38) "Great place for an incredible price. We would definitely stay here again." CA $101 CA $185 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/128d4637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/c1109f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores Windham 9.0/10 Wonderful (51) "Great communication with host Nice spacious clean apartment. Good location " CA $154 CA $277 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/f009bf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/0f50732e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/08a71322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/d7b18a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Kaaterskill Cabin Hot Tub FirePit Sauna Lanesville 9.8/10 Exceptional (15) "We had a great stay, the place was beautiful and so many thoughtful amenities!" CA $287 CA $679 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lanesville-Hotels-Catskill-Kaaterskill-Cabin-Hot-Tub-FirePit-Sauna.h72077116.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32230000/32222400/32222360/9115b84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32230000/32222400/32222360/ddb732fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32230000/32222400/32222360/3e780c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32230000/32222400/32222360/38d1e2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek! West Kill 10/10 Exceptional (15) "Wow - what a great location to get out and explore - tons of hiking at your fingertips!! Very easy to find - great communication and would def stay here again!" CA $419 CA $856 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/West-Kill-Hotels-Entire-Hunter-Mountain-1800s-Modern-Converted-Barn-With-Creek-Across-The-Street.h32222360.Hotel-Information) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/55000000/54140000/54134200/54134131/49baf08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54140000/54134200/54134131/a9a2cc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54140000/54134200/54134131/w1183h800x0y0-a8abe818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54140000/54134200/54134131/7b106deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street West Kill 10/10 Exceptional (5) "Beautiful setting. Great light throughout the house. Convenient to the ski mountains" CA $485 CA $920 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/West-Kill-Hotels-Entire-Renovated-Country-House-With-Modern-Interiors-And-Creek-Across-The-Street.h54134131.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/dcb8c5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/b30ea75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/34cff119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/e2a7f284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Historic Artist Estate - The Museum House Woodstock 10/10 Exceptional (6) "We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!" CA $769 CA $1,340 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.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=2025-10-28&endDate=2025-10-29®ionId=553248635976471788&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Shady Hotel Reviews ![Super 8 by Wyndham Kingston](//images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "Our go to place when we go home to Ulater" [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](//images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "Room was spacious & clean.Bed was comfortable The room was excellent. Staff very nice helpful friendly. Lobby clean bright open and airy.Did not care for the breakfast. Hot meal was good but the package pastry,hot buns and bagels were terrible.Look for a better company. They were all very dry. Coffee and lemon water offered was very good. Need to have maps of Kingston available for visitors. Navigational systems don't allow you to see the big picture of the city." [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "Fantastic stay, clean, hugh room with fireplace, can walk throughout the town. Great breakfast!!" [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Hampton Inn Kingston](//images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Nice comfortable hotel. Great breakfasts." [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "I was pleasantly surprised with how gorgeous this hotel was. My room was super clean. The fitness area along with the pool were beautiful. If I'm ever in the area again this is where I will be staying! " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Shady? > The historical sites in Shady are probably at the top of your travel itinerary. And while you're visiting the area, why not also enjoy all you'll find to see and do here? ### How many historically relevant hotels are located in Shady? > In Shady, there are 5 hotels and other accommodations bookable on Expedia but not many designated as historic hotels. ### What are the top historical sites and other places in Shady? > Notable places to visit in the surrounding area include Hunter Mountain and Catskill Mountains. You'll also find Overlook Mountain Trailhead and Bethel Woods Museum in the area. ### What is a historic hotel like in Shady? > By booking a historic hotel, guests can enjoy a vacation someplace that has an official historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel provided that it's of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of historic hotels in Shady, bringing the history to life. ### 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. though overall the terms are quite similar. The physical building and architecture of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value as well as how it influenced the community. ### Do historic hotels in Shady have modern facilities? > Yes, every effort is made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Visitors can expect the usual amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. When you book a historic hotel in Shady, it doesn't mean you're picking a place that's uncomfortable for guests or simply rundown. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Tennis-Courts.0-0-d603260-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Ski Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Ski-Hotel.0-0-d603260-tSkiHotel.Travel-Guide-Filter-Hotels) - 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