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 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000655690&startDate=2025-10-24&endDate=2025-10-26&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) ## Top The Catskills Hotels with smoking rooms ![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 (599) "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 6 - Nov 7 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![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) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/1d3c6fc1.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 (991) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Siju CA $164 CA $184 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.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) ![Fitness studio](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/67222e9a.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) ### Callicoon Hills Callicoon Center 9.0/10 Wonderful (143) "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 $169 CA $231 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.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) ![Room, 1 Bedroom](https://images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/05f57242.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) ### Blue Hill Lodge Claryville 9.0/10 Wonderful (449) "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 22 - Oct 23 [](https://www.expedia.ca/Monticello-Hotels-Blue-Hill-Lodge.h8976799.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) ![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) ![Standard Double Room](https://images.trvl-media.com/lodging/96000000/95430000/95422000/95421930/3de55eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Mountain Club Roscoe 9.6/10 Exceptional (65) "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 $167 CA $189 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Mountain-Club.h95421930.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.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 $264 CA $296 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.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) ![Staircase](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/c587080c.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) ![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) ### Inn at Tyler Hill Tyler Hill 10/10 Exceptional (124) "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 22 - Oct 23 [](https://www.expedia.ca/Tyler-Hill-Hotels-Inn-At-Tyler-Hill.h24931984.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) | Property grounds](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/898d3ff1.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) ### 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 $231 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.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) ![Chalet, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/d2d6d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge Big Indian 9.2/10 Wonderful (171) "Scary hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chali CA $391 CA $438 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/1d436988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Non Smoking](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/93e32325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/89b9b977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/41817d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn the Woods Bed and Breakfast Hyde Park 9.8/10 Exceptional (133) "Very nice room and Harry was very nice and made a great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nancy CA $341 CA $386 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Poughkeepsie-Hotels-Inn-The-Woods-Bed-And-Breakfast.h30528653.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=2025-11-04&endDate=2025-11-05®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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