Title: Book the Best The Catskills Hotels with smoking rooms 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 Smoking 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 Hotels with smoking rooms Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) In two weeks [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 Hotels with smoking rooms ![Free daily continental breakfast](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/13ab8661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/694f10e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/5c7779f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Kingston-Ulster by IHG Lake Katrine 9.4/10 Exceptional (994) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Siju CA $164 CA $183 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (600) "My mini vacation was excellent,staff was nice and friendly,clean room,very comfortable bed and breakfast good. Highly recommend that hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ZHANNA CA $208 CA $235 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/29fda3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House at 1463 | Private kitchen](https://images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/a8b21262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/76c62da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House at 1463 | Living room](https://images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/b9523c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Hill Lodge Claryville 9.0/10 Wonderful (450) "Beds were very comfortable, amazing host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valentina CA $126 CA $141 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Monticello-Hotels-Blue-Hill-Lodge.h8976799.Hotel-Information) ![Room, 1 Queen Bed (A Frame)](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/14fce9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/96fe6eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/67222e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callicoon Hills Callicoon Center 9.0/10 Wonderful (144) "Friendly staff! Unique fun and relaxing resort! Definitely planning on staying here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $195 CA $259 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/27d18b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/98bc4663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/4d84b3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/0a9965b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Mountain Club Roscoe 9.6/10 Exceptional (66) "Very beautiful, cozy, and comfortable rooms. Excellent on-site restaurant. We will definitely be back, not just to stay overnight, but also to play golf!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $184 CA $208 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Mountain-Club.h95421930.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/c4aad19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms (Guest House)](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/68cc67ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/283d54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/8fd68d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Treasure B&B Maplecrest 9.4/10 Exceptional (284) "Great location, nice and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $213 CA $230 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/cd6c0713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aretha Franklin Room](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/dfee9e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/2f218a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bob Dylan Suite](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/25065c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Tyler Hill Tyler Hill 10/10 Exceptional (125) "This is the coolest B&B. Great host, absolutely lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $191 CA $208 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Tyler-Hill-Hotels-Inn-At-Tyler-Hill.h24931984.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/839deed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/4d80c157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn Woodstock 9.6/10 Exceptional (87) "Just lovely all around! I loved the attention to detail inside and on the grounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen CA $293 CA $329 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, memory foam beds](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7b46ec1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Cabin](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7a9e3855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Penthouse, 1 King Bed, Bathtub, Mountain View](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a04d5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge Big Indian 9.2/10 Wonderful (172) "Scary hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chali CA $410 CA $460 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/6f0ad7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ground Level Apartment, Full Kitchen, Private Bathroom | Private kitchen](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/62dfb51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bushkill Room, 2nd Floor, 1 Queen Bed, Non Smoking, Private Bathroom across hall](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/faa1e05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Delaware Room, 2nd Floor, 1 King Bed, 1 Daybed, and 1 Trundle Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/bd0faf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Run Bed and Breakfast Fleischmanns 9.2/10 Wonderful (195) "Excellent stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $209 CA $229 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-River-Run-Bed-And-Breakfast.h16886031.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=2025-11-08&endDate=2025-11-09®ionId=3000655690&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Top The Catskills Hotel Reviews ## 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) - 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