Title: Book the Best Hotels with POOL in Callicoon 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) ![](https://images.trvl-media.com/place/183645/66dcd65e-a7fa-4b9b-bdfd-a01c7a167c3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Hotels with a Pool Tonight [Jan 12 - Jan 13](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-12&endDate=2026-01-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Callicoon hotels with a pool ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/7e509efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/d481be85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/982ee667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) Callicoon 6.6/10 (391 reviews) "We had the best time with the kids, for the price cant complain, they keep the kids busy all day. If your looking for fancy this is not the estates nor the place lol. We had a blast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JUSTINE [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d1a6e271.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 (1,114 reviews) "The staff was very courteous and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Odalys [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/21472002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/b24c479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/08ed7537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/a901755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) Liberty 6.8/10 (1,003 reviews) "Been staying here for 30 years and it’s nice to see they are remodeling rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $124 CA $140 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/cd3eed20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/291aac28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Monticello [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) Monticello 8.2/10 Very good (1,001 reviews) "Needs fresh and healthy choices for breakfast Staff was great " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Donald CA $128 CA $145 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w966h620x25y37-6819803f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/89050c13.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 (1,919 reviews) "Everything was perfect, great hotel with indoor waterpark." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel Antonio CA $211 CA $332 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/1bc406d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bars/lounges](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/bd1fd61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, body treatments](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/af635e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) Monticello 8.2/10 Very good (209 reviews) "Always a good time at this place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Precilla [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/aa91067c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/b1559701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/d75d7710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) Monticello 9.4/10 Exceptional (627 reviews) "Excellent service. Great room. Perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $207 CA $234 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25180000/25176000/25175975/4d13a27e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/26000000/25180000/25176000/25175975/w1024h594x0y45-3c907552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/26000000/25180000/25176000/25175975/w1024h603x0y40-9829053f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/26000000/25180000/25176000/25175975/w1024h646x0y19-c7902db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honesdale Escape \~ A Place to Remember. [](https://www.expedia.ca/Honesdale-Hotels-Honesdale-Escape-A-Place-To-Remember.h25175975.Hotel-Information) Honesdale 8.6/10 Excellent (49 reviews) "Great time, host was super helpful! Awesome weekend with a great comfortable place to have for homebase." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $127 CA $260 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Honesdale-Hotels-Honesdale-Escape-A-Place-To-Remember.h25175975.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/307e38ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/1bce59ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/9e61c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/4894c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equestrian House Suites [](https://www.expedia.ca/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount CA $288 CA $836 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/8caa80fc.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) ![Exterior](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/de035b31.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 (117 reviews) "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 $532 CA $623 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.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=2026-01-27&endDate=2026-01-28®ionId=183645&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![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 "We had the best time with the kids, for the price cant complain, they keep the kids busy all day. If your looking for fancy this is not the estates nor the place lol. We had a blast!" [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Room was clean and tidy. Staff was courteous and pleasant." [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Been staying here for 30 years and it’s nice to see they are remodeling rooms. " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Callicoon? ### What is there to see and do in Callicoon? ### When is the best time to book a hotel with a pool 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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