Title: Book the Best The Catskills WINERY Hotels in 2025 | Expedia.ca [The Catskills Travel Guide](https://expedia.ca/The-Catskills.dx3000655690)[Hotels in The Catskills](https://expedia.ca/The-Catskills-Hotels.d3000655690.Travel-Guide-Hotels)[Vacation Rentals in The Catskills](https://expedia.ca/The-Catskills-Vacation-Rentals.d3000655690.Travel-Guide-VacationRentals)[Flights to The Catskills](https://expedia.ca/Cheap-Flights-To-The-Catskills.d3000655690.Travel-Guide-Flights)[Things to do in The Catskills](https://expedia.ca/Things-To-Do-In-The-Catskills.d3000655690.Travel-Guide-Activities)[The Catskills Car Rentals](https://expedia.ca/Car-Rentals-In-The-Catskills.d3000655690.Car-Rental-Guide)[The Catskills Vacation Packages](https://expedia.ca/The-Catskills.d3000655690.Destination-Travel-Guides) ![Hudson Valley](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/237000/237797-Hudson-Valley.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in The Catskills, NY ![](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 The Catskills Winery Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top The Catskills Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d6b9765c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bars/lounges](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/90312aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/90e1f183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino Monticello 8.6/10 Excellent (1084) "It is a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caonabo CA $219 CA $283 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.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/a9b4d40a.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 New Paltz 9.4/10 Exceptional (1006) "Excellent choice to stay at in this area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $171 CA $191 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Motel Style Room with 2 Queen Beds - Pet Friendly](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/af6d3144.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 Hotel Rhinebeck 8.2/10 Very good (763) "Really enjoyed staying at this lovely property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $186 CA $211 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/d7f7134f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/9c8fe279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/77c71b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/2d344ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco James Newbury Hudson Valley by IHG Coxsackie 9.2/10 Wonderful (316) "Very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $218 CA $236 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.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 detail](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36df0c61.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) ### Minnewaska Lodge Gardiner 9.0/10 Wonderful (505) "Lovely stay. Fantastic location by the gunks, new paltz, gardener, and Mohonk. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rakhi CA $296 CA $364 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/ac19baa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/be5b65ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/341c200a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/42d7329b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YO1 Longevity & Health Resorts, Catskills Monticello 8.0/10 Very good (495) "Quick stay but wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $467 CA $527 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) ![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) ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck Kingston 9.4/10 Exceptional (162) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $116 CA $208 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.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) ![House | Private kitchen](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/d778d70c.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) ![Reception](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/bc027e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel Woodstock 9.6/10 Exceptional (195) "Awesome property, cute town and excellent service. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daryn CA $384 CA $485 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029901/a4bcd50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029901/72766b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029901/122959c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029901/a09f4b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Amelia Hudson 10/10 Exceptional (24) "Beautiful hotel, great service. Loved the fresh baked goodies a s" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April CA $369 CA $418 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hudson-Hotels-The-Amelia.h91029901.Hotel-Information) ![Room, 1 King Bed, Balcony, Garden View | Balcony view](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/d0c8bd3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, farm to table cuisine](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/39eb43dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, farm to table cuisine](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/a7fe15ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Bathtub](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/1b76829a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wm. Farmer & Sons Hudson 9.2/10 Wonderful (70) "So beautifully preserved building. We had a beautiful room with sitting area overlooking the front of the hotel. Very easy to get to main streets and riverside. Restaurant was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivienne CA $278 CA $314 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hudson-Hotels-Wm-Farmer-Sons-Boarding-And-Barroom.h11751478.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=2025-11-11&endDate=2025-11-12®ionId=3000655690&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top The Catskills Hotel Reviews ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "Hotel was clean perfect for Over night stay" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Excellent stay❤️😀" [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](//images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Clean room friendly staff " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "What a wonderful place to stay! The property is older but well cared for. Excellent service, lovely breakfast, beautiful surroundings! I would stay here again! Outstanding experience!" 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