Title: Book the Best The Catskills WINERY Hotels in 2026 | 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) ![Got to see this waterfall from both the top and the bottom! Kaaterskill Falls is easily reached by a short hike from the road, and a bit more adventurous climbing and #hiking will get you to the pool between the upper and lower falls (pictured here)! #bestof5](https://images.trvl-media.com/place/553248621532665192/81c1adea-d6be-4629-a7ca-3fd6d6bafb11.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian Beard # Find Winery Hotels in The Catskills, NY from CA $160 - ![](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 [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000655690&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=3000655690&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Catskills hotels with winery ![Resort view](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/95ef3af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d1a6e271.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) ### Resorts World Catskills Casino [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) Monticello 8.6/10 Excellent (1108) "It is a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caonabo [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/00367844.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) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb.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 (1001) "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 Jan 13 - Jan 14, 2026 [](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) ![Food and drink](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/1f3c89c9.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) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8.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 (804) "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 $141 CA $160 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/w4905h6447x7y7-6036d3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/e591e370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/6c6e3cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco James Newbury Hudson Valley by IHG [](https://www.expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) Coxsackie 9.2/10 Wonderful (327) "Beautiful room and very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariam CA $180 CA $195 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5ec61920.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) ![Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5166d865.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 | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Luxury Suite, 2 Bedrooms, Kitchen, River View | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/c970b977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/7c157835.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 (214) "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) ![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) ![Design Suite](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/6f96c881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/13c8c067.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) ### The Wiltwyck [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) Kingston 9.4/10 Exceptional (162) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.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) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/a522a1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/b5ef41c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/92c4701a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YO1 Longevity & Health Resorts, Catskills [](https://www.expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) Monticello 8.0/10 Very good (503) "Get stay. Loved the amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernie CA $453 CA $512 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/de035b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served, alfresco dining ](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/a1b19ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/bceb5463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/720d2fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bradstan Boutique Hotel [](https://www.expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) Eldred 9.8/10 Exceptional (116) "This place is so lovely. My family had a wonderful Thanksgiving holiday here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi CA $502 CA $588 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ![Room, 1 King Bed, Balcony, Garden View](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/26167ebf.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) ![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) ![Deluxe Suite, Multiple Beds, Kitchen (Pet Friendly) | Living area](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/5440284e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wm. Farmer & Sons [](https://www.expedia.ca/Hudson-Hotels-Wm-Farmer-Sons-Boarding-And-Barroom.h11751478.Hotel-Information) Hudson 9.2/10 Wonderful (73) "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 $242 CA $273 total includes taxes & fees Dec 14 - Dec 15 [](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=2025-12-27&endDate=2025-12-28®ionId=3000655690&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top The Catskills Hotel Reviews ![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) ![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 "👏" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.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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