Title: Book the Best Stockade District WINERY Hotels in 2026 | Expedia.ca [Vacation Rentals in Kingston](https://expedia.ca/Kingston-Vacation-Rentals.d6056321.Travel-Guide-VacationRentals)[Flights to Kingston](https://expedia.ca/Cheap-Flights-To-Kingston.d6056321.Travel-Guide-Flights)[Things to do in Kingston](https://expedia.ca/Things-To-Do-In-Kingston.d6056321.Travel-Guide-Activities)[Stockade District Car Rentals](https://expedia.ca/Car-Rentals-In-Stockade-District.d6336143.Car-Rental-Guide)[Stockade District Vacations](https://expedia.ca/Stockade-District.d6336143.Destination-Travel-Guides) ![Kingston, NY - USA- May 12, 2021: The Old Dutch Church, a 19th-century bluestone church and cemetery located on Wall Street in the Kingston Stockade District.](https://images.trvl-media.com/place/6336143/a0435e0a-85d6-4c50-87c8-cb59d6f6104e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Stockade District, NY from CA $148 - ![](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 Stockade District Winery Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6336143&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6336143&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6336143&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6336143&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Stockade District hotels with winery ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/ecb4d351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/67e7a8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite | Private kitchenette](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/38d379df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) Kingston 9.4/10 Exceptional (163) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $117 CA $208 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bdaa6450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/7df797b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton New Paltz [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) New Paltz 9.4/10 Exceptional (1003) "The hotel is quiet and clean and had a very comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $153 CA $172 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/8bf1ed7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/da41475a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms and Delamater Inn [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) Rhinebeck 8.4/10 Very good (806) "I’ve stayed at the Beckman Arms many times, in all of the various parts (motel, Delamater House, etc) and have never been disappointed. The location is exceptional, the rooms are cozy and clean, and parking is great. I highly recommend it if you’re staying in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armand CA $140 CA $159 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5166d865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36202057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/f43255d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minnewaska Lodge [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) Gardiner 9.0/10 Wonderful (524) "Great peaceful stay. Can’t wait to go back :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Makeda CA $172 CA $212 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.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) ![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) ![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) ### Woodstock Way Hotel [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) Woodstock 9.6/10 Exceptional (216) "The room and views were lovely, and we loved the Tannery cafe!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/441e5563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/b2de5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/73dcc006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/e22c1aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Peace in this Cozy country cottage nestled beneath the mountains [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) Catskill 9.8/10 Exceptional (9) "The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia C. CA $205 CA $448 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) ![Exterior Standard Room, 2 Double Beds, Non Smoking, Annex Building](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/3070b4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/9bb5ee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) Arlington 7.8/10 Good (498) "Room was clean. Staff was kind. Good complimentary breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $128 CA $148 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400200/76400133/074ac974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76410000/76400200/76400133/1e2f9086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76410000/76400200/76400133/56c0072d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76410000/76400200/76400133/b15ad723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the suite @ barn & bike - private, bucolic, serene setting [](https://www.expedia.ca/Red-Hook-Hotels-The-Suite-Gallatin-Farmstead-Private.h76400133.Hotel-Information) Red Hook 9.8/10 Exceptional (14) "The hosts were great communicators! The space was artistic with a relaxing vibe. Comfortable, quiet and clean. We would love to return for another stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine B. CA $191 CA $245 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Red-Hook-Hotels-The-Suite-Gallatin-Farmstead-Private.h76400133.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) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/dfefd5c8.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) ### The Studio at the Inn at High Falls [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information) High Falls 8.0/10 Very good (33) "Perfect location. Easy access to great surrounding area. Nice space. We had only one night. Wish it was longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) loretta p. CA $155 CA $369 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information) ![1 bedroom, desk, free WiFi](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/e4118fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/dcc9a5b6_edited_40c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/5e5cbeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/0d014c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi [](https://www.expedia.ca/Red-Hook-Hotels-THE-ARTISTS-LOFT-Peaceful-1-Bedroom-Apartment-In-Lovely-Red-Hook-With-AC.h115342421.Hotel-Information) Red Hook 9.4/10 Exceptional (11) "The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy K. CA $174 CA $298 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Red-Hook-Hotels-THE-ARTISTS-LOFT-Peaceful-1-Bedroom-Apartment-In-Lovely-Red-Hook-With-AC.h115342421.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=2025-12-29&endDate=2025-12-30®ionId=6336143&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Stockade District Hotel Reviews ![Americas Best Value Inn New Paltz](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "The rooms were very clean and comfortable, staff was very nice and welcoming" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Nice staff, large rooms " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "The was extremely clean" [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "The staff was very freindly and helpful. I thought this place was a great value. Clean room. Breakfast was good. I took advantage of the fitness room which was nice to have. Good location, close to restaurants and a grocery store. " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "It’s a great place in the spectacular location. Very comfortable and inviting and spacious." 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