Title: Book the Best Hotels with INDOOR POOL in Callicoon in 2025 | 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) ![](https://mediaim.expedia.com/destination/2/e7add73607f5463058c1edbb750cc5cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay # Find Hotels with an Indoor Pool in Callicoon, NY from CA $152 - ![](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 an Indoor Pool Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-11-02&endDate=2025-11-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Callicoon Hotels with an Indoor Pool ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618.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) ![Hotel Deluxe Room](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/748a3511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/bab0273c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center Callicoon 6.6/10 (383) "We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doina CA $272 CA $307 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49.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) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.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 Monticello 8.6/10 Excellent (1079) "It is a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caonabo CA $205 CA $267 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![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) ![Desk, laptop workspace, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/64f4e529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.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) ### Best Western Monticello Monticello 8.2/10 Very good (1001) "It is a unique spot with the view towards the valley from the balcony plus the sunset. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chirs CA $134 CA $152 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.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) ![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) ![Business centre](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/4070f19d.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) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (600) "It’s a great place to stay in Montecello" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $205 CA $231 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/1bb15d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (191) "Very nice place, will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d.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) ![Lobby](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w966h620x25y37-6819803f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/2309e5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kartrite Resort & Indoor Waterpark Monticello 8.2/10 Very good (1781) "The stay was amazing absolutely amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lashell CA $223 CA $341 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.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) ![Indoor pool](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/42d7329b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/341c200a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/1c6a7d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YO1 Longevity & Health Resorts, Catskills Monticello 8.0/10 Very good (496) "Quick stay but wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $468 CA $528 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/c8564713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/d2a167e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/781779f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/2915b0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4 bedroom house with a private pool in a quiet area Glen Spey 10/10 Exceptional (7) "Our experience was great I will recommend it.Escape from the city to the a house in the middle of the Mother Nature is really amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) juan s. CA $279 CA $621 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Glen-Spey-Hotels-Spacious-4-Bedroom-House-With-A-Private-Pool-In-A-Quiet-Area.h87733136.Hotel-Information) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99510000/99502600/99502564/69fb9c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502600/99502564/f315c256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99510000/99502600/99502564/b9792588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502600/99502564/df605505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage House - Pool & Hot Tub Liberty 9.0/10 Wonderful (2) "Our stay was great! Property very clean and had everything we needed. My family enjoyed the time there, they were able to play in the playground, pool, hot tub and walk through the property wood area. Location was great close to where we needed to go. Thank you Isaac for being a wonderful host. Will come back and enjoy the property again soon" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norma C. CA $340 CA $743 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Liberty-Hotels-NEW-Liberty-Upstate-Home-Outdoor-Pool.h99502564.Hotel-Information) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/91e036cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/752dac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/d21e1b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/587fc98a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall & Winter Comfort in Roscoe Mountain Home Roscoe 9.0/10 Wonderful (2) "What a fabulous house and a wonderful little town. Our family had the best time closing out summer at this perfect retreat. The house is perfectly renovated and everything is top notch. Communication with the house manager was a breeze. Will defiantly be back again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) victoria f. CA $294 CA $1,106 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Roscoe-Hotels-Fall-Winter-Comfort-In-Roscoe-Mountain-Home.h113301199.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=2025-11-16&endDate=2025-11-17®ionId=183645&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "great service" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Villa Roma Resort and Conference Center](//images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment" [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Parking was great...staff was very efficient and courteous. Very clean!!!" [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ## Frequently asked questions ### In addition to hotels with indoor pools, what does Callicoon have to offer? > Enjoy the natural setting and excursions in Callicoon, plus accommodation with an indoor pool so you'll be able to take some time for yourself during your stay. Don't miss the opera in Callicoon—prepare to be entertained from sunrise to sunset. ### What are a few well-liked hotels in Callicoon that offer indoor pools? > [Villa Roma Resort and Conference Center](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) is a short walk from Villa Roma Driving Range and features a children's pool, as well as a seasonal outdoor pool, 3 restaurants, 2 bars, and 2 outdoor tennis courts. ### What is there to do in Callicoon? > After a few refreshing laps in the indoor pool, head out and visit some of the noteworthy attractions in and around Callicoon. Consider a trip to Upper Delaware River, Big Island, and Villa Roma Driving Range. Another contender is Villa Roma Go Kart Track. ### Why should I choose a hotel with an indoor pool for my stay in Callicoon? > You won't be sad if it starts raining during your vacation in Callicoon as you can take a swim in the hotel's pool especially given that most indoor pools are heated. 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