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 $180 ![](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 [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-12&endDate=2025-10-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-24&endDate=2025-10-26&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) ![2 bars/lounges, piano bar](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/6a342d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center Callicoon 6.6/10 (378) "Nice for family gatherings bar server was great." CA $166 CA $187 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.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) ![Luxury Suite, 1 King Bed](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/90e1f183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino Monticello 8.6/10 Excellent (1080) "Great place to stay" CA $205 CA $267 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.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) ![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) ![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 (181) "Great place to stay " CA $153 CA $208 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.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) ![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) ![Business centre](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/4070f19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (596) "It’s a great place to stay in Montecello" CA $207 CA $234 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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 (1745) "Great for quick fam vacay" CA $181 CA $294 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchenette (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/2c9f1032.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) ### Best Western Monticello Monticello 8.0/10 Very good (1005) "Our go to spot when in Monticello NY.the staff was wonderful, Breakfast was terrific " CA $159 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/dfb25a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/8a31e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/247704d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/1763e34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 minutes from original Woodstock site. Mongaup Valley 9.8/10 Exceptional (59) "What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. " CA $97 CA $259 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Mongaup-Valley-Hotels-5-Minutes-From-Original-Woodstock-Site.h65976354.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) ![Yoga](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/1c6a7d13.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) ![Exterior](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/be5b65ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YO1 Longevity & Health Resorts, Catskills Monticello 8.0/10 Very good (491) "Quick stay but wonderful " CA $436 CA $493 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Dining](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/3dea7fee.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) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87740000/87733200/87733136/781779f7.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 (6) "The house was very roomy and the kids just loved the layout. The host was very helpful. We appreciated that there was paper towels and a few essentials." CA $279 CA $610 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Glen-Spey-Hotels-Spacious-4-Bedroom-House-With-A-Private-Pool-In-A-Quiet-Area.h87733136.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/3204cf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/792233f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/3b88a60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/e3e5235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SwimSpa | Lake | Fish | Kayak | Hike | Firepit Highland Lake 9.6/10 Exceptional (8) "Enjoyed our stay very much! Would highly recommend for someone seeking a nice quite get-away. Very nice Swim-spa for relaxation, many board games. We look forward to returning!" CA $332 CA $991 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h100066779.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=2025-10-25&endDate=2025-10-26®ionId=183645&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Parking was free, convenient easy " [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![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 "Place was quiet, clean and safe" [](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 "The stay at the resort was very enjoyable. If you book through Orbitz, please call the property and make sure they got your reservation. They had not received ours, but fortunately had a room for us. The room was very large and clean. The whole resort needs a general make-over, as the facility is a bit dated and used (wallpapers, paints, windows, door locks, showers, etc.), but you can see that this hotel still has a lot of prestige. The breakfast buffet was excellent, with an omelette station, eggs, bacon etc. and very friendly and helpful waiters in the restaurant. Happy with our one-night stay. We would come back, should we go back to this area! " [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.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. ### 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. If you're searching for a hotel to take the little ones to, pick one with an indoor pool. ## 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) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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