Title: Book the Best Callicoon CASINO Hotels & Resorts in 2026 | Expedia.ca [Hotels in Callicoon](https://expedia.ca/Callicoon-Hotels.d183645.Travel-Guide-Hotels)[Vacation Rentals in Callicoon](https://expedia.ca/Callicoon-Vacation-Rentals.d183645.Travel-Guide-VacationRentals)[Callicoon Car Rentals](https://expedia.ca/Car-Rentals-In-Callicoon.d183645.Car-Rental-Guide)[Callicoon Vacation Packages](https://expedia.ca/Callicoon.d183645.Destination-Travel-Guides) ![Aerial shot of a hill near Callicoon, in the Catskills area of upstate, New York](https://images.trvl-media.com/place/183645/66dcd65e-a7fa-4b9b-bdfd-a01c7a167c3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Callicoon, NY from CA $311 - ![](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 Callicoon Casino Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Callicoon hotels with a casino ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/5463ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/6aaf1bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/9468793f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/a4db92bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Home w/ Fireplace & Beautiful Sunsets [](https://www.expedia.ca/Callicoon-Hotels-NEW-Chic-Home-W-Fireplace-Beautiful-Sunsets.h111465515.Hotel-Information) Callicoon 10/10 Exceptional (1) CA $182 CA $714 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Callicoon-Hotels-NEW-Chic-Home-W-Fireplace-Beautiful-Sunsets.h111465515.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d34e755b.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) ![Resort view](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a.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 (1106) "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) ![Casino](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/152a8559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/f997ece6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/e6e1e949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kartrite Resort & Indoor Waterpark [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) Monticello 8.2/10 Very good (1853) "Friendly staff , clean , beautiful design in the hotel and decor . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lusvianca CA $198 CA $311 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.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) ![Junior Studio Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/e0ae4150.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) ![Exterior](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/bceb5463.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 $497 CA $583 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238580/53347d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238580/d99b607e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238580/53eecb0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238580/cc4558d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail [](https://www.expedia.ca/Hurleyville-Hotels-12-Hope-St-NEW-Chic-Catskills-Getaway-Bungalow-Free-Coffee.h84238580.Hotel-Information) Hurleyville 10/10 Exceptional (4) "We really enjoyed our stay. A nice quiet location. We had breakfast, lunch, and drinks and dinner on the little front patio. We will be coming back!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) June D. CA $138 CA $388 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hurleyville-Hotels-12-Hope-St-NEW-Chic-Catskills-Getaway-Bungalow-Free-Coffee.h84238580.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/7273e4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/e473a315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/819b6466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/d797bdd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi [](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information) Hurleyville 10/10 Exceptional (7) "The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris L. CA $152 CA $321 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/844e7b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/71254d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Single Room, 1 King Bed | Living room](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/98070b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Single Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/8d468276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Monticello [](https://www.expedia.ca/Monticello-Hotels-Inn-At-Monticello.h23503.Hotel-Information) Monticello 4.0/10 (476) "Nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen [](https://www.expedia.ca/Monticello-Hotels-Inn-At-Monticello.h23503.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/fe559e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/9612495a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/dad1fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117020000/117010200/117010154/8ad402ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Woodstock Scavenger Hunt [](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information) Mongaup Valley 10/10 Exceptional (6) "Great little cottage close to Bethel Woods." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $192 CA $383 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Mongaup-Valley-Hotels-Cozy-Cottage-With-Woodstock-Scavenger-Hunt.h117010154.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/df42e58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/014e7847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/a3955a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/ab5fa568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres [](https://www.expedia.ca/Callicoon-Center-Hotels-CATSKILL-CABIN-Artistic.h39405985.Hotel-Information) Callicoon Center 10/10 Exceptional (27) "Lovely property in a gorgeous, serene location. Nicely outfitted property with an Uber responsive host. Wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne F. CA $150 CA $327 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Callicoon-Center-Hotels-CATSKILL-CABIN-Artistic.h39405985.Hotel-Information) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/92000000/91090000/91084100/91084006/aa2914d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91090000/91084100/91084006/bb8655df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91090000/91084100/91084006/6c1b5a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91090000/91084100/91084006/f65af380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy two bedroom House [](https://www.expedia.ca/Liberty-Hotels-Cozy-Two-Bedroom-House.h91084006.Hotel-Information) Liberty 10/10 Exceptional (3) "Very cozy stay with nice living space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael G. CA $279 CA $441 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Liberty-Hotels-Cozy-Two-Bedroom-House.h91084006.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=2025-12-25&endDate=2025-12-26®ionId=183645&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Price. Was good" [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "The entrance of the property was Gorgeous but the rooms needs upgrading...." [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ## Frequently asked questions ### How many hotels that are good for gaming can I expect to find in Callicoon? ### When should I take my casino trip to Callicoon? ### What is there to do in Callicoon? ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Cheap Hotels in Bethel ](https://www.expedia.ca/Bethel-Hotels-Cheap-Hotels.0-0-d553248635077688906-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bethel ](https://www.expedia.ca/Bethel-Hotels-Luxury-Hotel.0-0-d553248635077688906-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bethel ](https://www.expedia.ca/Bethel-Hotels-Pet-Friendly-Hotel.0-0-d553248635077688906-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City ](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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