Title: Book the Best Callicoon FAMILY FRIENDLY Hotels from CA $87 - Kid-Friendly Hotels in Callicoon, NY | 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 Family Hotels Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Callicoon family-friendly hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920.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 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) Callicoon 6.6/10 (394 reviews) "School trip. Got my own room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristel [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/5463ea4b.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) ![TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/de6fd1d1.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) ### 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 review) CA $169 CA $706 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Callicoon-Hotels-NEW-Chic-Home-W-Fireplace-Beautiful-Sunsets.h111465515.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a.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) ![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) ### Resorts World Catskills Casino [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) Monticello 8.8/10 Excellent (1,116 reviews) "Yessss the hotel was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelvin [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.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 (1,002 reviews) "Friendly staff and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $131 CA $148 total includes taxes & fees Feb 8 - Feb 9 [](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 (1,940 reviews) "Great place kids loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $249 CA $372 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/e49381d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/8921c9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 reviews) "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 $150 CA $322 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/w903h683x60y0-9d486306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/w905h683x59y0-c806e4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/3948065b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/44b24295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaintop Hideaway \~ Piece of Paradise - Apt [](https://www.expedia.ca/Honesdale-Hotels-Mountaintop-Hideaway-Piece-Of-Paradise-Apt.h82903574.Hotel-Information) Honesdale 9.2/10 Wonderful (28 reviews) "Great spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew K. [](https://www.expedia.ca/Honesdale-Hotels-Mountaintop-Hideaway-Piece-Of-Paradise-Apt.h82903574.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119060000/119057600/119057592/cde0dc81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/120000000/119060000/119057600/119057592/f1f0cff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119057600/119057592/b074c868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119057600/119057592/09d9aa74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming RIVER FRONT camper RV with AC by Lackawaxen River [](https://www.expedia.ca/Hawley-Hotels-Charming-RIVER-FRONT-Camper-RV-With-AC-By-Lackawaxen-River.h119057592.Hotel-Information) Hawley 10/10 Exceptional (4 reviews) "One of the most peaceful places I have ever stayed. Niko and Rachel are wonderful hosts. Hoping to make plans to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelley R. CA $136 CA $207 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Hawley-Hotels-Charming-RIVER-FRONT-Camper-RV-With-AC-By-Lackawaxen-River.h119057592.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/de290323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/f78019aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/6a5ea9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/c68a1514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 120-year-old farmhouse by the creek [](https://www.expedia.ca/Hancock-Hotels-Charming-120-Year-Old-Farmhouse-By-The-Creek.h74269754.Hotel-Information) Hancock 9.0/10 Wonderful (24 reviews) "Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza G. CA $194 CA $447 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Hancock-Hotels-Charming-120-Year-Old-Farmhouse-By-The-Creek.h74269754.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/ca5de76e.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 reviews) "If you like cockroaches, this is definitely the place for you." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Peter CA $77 CA $87 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Monticello-Hotels-Inn-At-Monticello.h23503.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=2026-02-16&endDate=2026-02-17®ionId=183645&adults=2&travelerType=family_friendly&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 "School trip. Got my own room " [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.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 "Rooms were clean and ready for occupancy " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Staff and rooms are excellent. Very clean. " [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Hotel Wayne](https://images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "Room fine, staff very accommodating and helpful." [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.Hotel-Information) ## Frequently asked questions ### What's Callicoon like for family-friendly vacations? ### What's the best accommodation when traveling with kids to Callicoon? ### When's the best time to book a family-friendly vacation in Callicoon? ### What's there to see and do with your family 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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