Title: Book the Best ADVENTURE 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 Hotels & Resorts for Couples in Shady, NY from CA $141 ![](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 Hotels & Resorts for Couples Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-19&endDate=2025-10-20&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) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471788&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shady Hotels & Resorts for Couples ![Property grounds](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/dfd9a318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/73bccf24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment, 2 Bedrooms, Kitchen | Living room](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/a3e6016f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/7ceeead5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wheelhouse Inn Pine Hill 8.6/10 Excellent (128) "We attended a music festival at Belleayre Mtn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alice CA $126 CA $141 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kingston-Hotels-The-Wheelhouse-Inn.h19424046.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w1016h683x4y0-061c0c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w1019h683x5y0-14de5d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w905h683x59y0-4ba2fabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w378h683x323y0-1b2b11d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Yacht on Catskill Creek Catskill 10/10 Exceptional (20) "A really cool experience. The owners were great! Very helpful. The boat is very clean and equipped with everything you might need. This stay was one of the highlights of our 13 day trip. Would stay again! Thank you AJ and Melissa! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $221 CA $358 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Catskill-Hotels-Beautiful-Yacht-On-Catskill-Creek.h93497976.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/0ea806f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/4346e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/8dd55bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/26f769e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Rose Inn Windham Windham 9.0/10 Wonderful (124) "We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam CA $189 CA $204 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Room 15](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 21](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ac107642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 19](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/457691f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant Windham 9.6/10 Exceptional (269) "Nice people and great breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Remelin CA $219 CA $237 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w1300h849x0y2-4df25125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Forest Queen Cabin](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w816h807x0y0-70e90224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Forest Queen Cabin](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/e6aab8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w6265h4196x0y4-7c626564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hutton Brickyards Riverfront Hotel + Venue Kingston 8.8/10 Excellent (90) "The rooms were clean and the view was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristino CA $302 CA $381 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kingston-Hotels-Hutton-Brickyards.h66348162.Hotel-Information) ![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/6b02a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/bc027e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/4b59784b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel Woodstock 9.6/10 Exceptional (193) "Awesome property, cute town and excellent service. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daryn CA $385 CA $486 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/a5e03cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/w1284h722x0y11-acf4b792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/fe909468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/6d53ddcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sexiest Lil Cabin in Saugerties, NY Saugerties 9.0/10 Wonderful (13) "We loved our stay here, it was the perfect short getaway. Thanks Alexandria!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie L. CA $158 CA $208 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Saugerties-Hotels-Sexiest-Lil-Cabin-In-Saugerties.h86326150.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/a5431ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/1f5e7a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/w450h639x287y44-0aaac327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/f4d68743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio at the Inn at High Falls High Falls 8.2/10 Very good (31) "Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harrison W. CA $158 CA $378 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w507h683x260y0-4c8197c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w905h683x60y0-f59bd87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w508h683x258y0-aff1e873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/d6f1d2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn Hensonville 10/10 Exceptional (9) "We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Minsung K. CA $196 CA $444 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/e87d8720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/cc224003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/0f40d11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![STABLE HOUSE GARDEN SUITE - ROOM 15 | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/63f6b42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hasbrouck House Stone Ridge 9.0/10 Wonderful (49) "Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gillian CA $526 CA $590 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Stone-Ridge-Hotels-Hasbrouck-House.h89666885.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=2025-11-01&endDate=2025-11-02®ionId=553248635976471788&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Shady Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Wonderful place, enjoyed out balcony. Loved being able to easily get to the windham path trail" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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) ## 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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