Title: Book the Best Callicoon FAMILY FRIENDLY Hotels from CA $95 - 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) # Find Family Hotels in Callicoon, NY from CA $95 - ![](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 [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Callicoon Family Hotels ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/bab0273c.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 Callicoon 6.6/10 (389) "Absolutely fantastic resort. Rokms are clean and the people are so nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roc CA $268 CA $330 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/4ad118e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/841f178e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/9df32fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/112000000/111470000/111465600/111465515/1c611f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Home w/ Fireplace & Beautiful Sunsets Callicoon 10/10 Exceptional (1) CA $231 CA $790 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Callicoon-Hotels-NEW-Chic-Home-W-Fireplace-Beautiful-Sunsets.h111465515.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) ![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) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino 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 CA $193 CA $253 total includes taxes & fees Dec 22 - Dec 23 [](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) ![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) ![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 (1002) "Awesome place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mitchell CA $128 CA $144 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.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) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w963h620x26y37-b83c1234.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 (1851) "Amazing stayed at the resort, second time here and still planning to come in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yeshua CA $199 CA $312 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/a40b563e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/9e00918d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/2a68497f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82910000/82903600/82903574/w903h683x60y0-9d486306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaintop Hideaway \~ Piece of Paradise - Apt Honesdale 9.2/10 Wonderful (26) "Cannot beat the location for a quick trip to Honesdale. Fantastic views and everything we needed for a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa P. CA $91 CA $219 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Honesdale-Hotels-Mountaintop-Hideaway-Piece-Of-Paradise-Apt.h82903574.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/f1ff0fa0.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) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/ef0ef623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/85000000/84240000/84238600/84238522/7c86fec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi 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 $325 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Hurleyville-Hotels-10-Hope-St-Romantic-Catskills-Getaway-Bungalow-FireplaceWiFi.h84238522.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/62c77e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/35d861af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/20177081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104510000/104503800/104503719/96dc2194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chalet - Rustic Retreat Narrowsburg 9.0/10 Wonderful (11) "Fantastic stay. Quiet area, close to Narrowsburg, friendly neighbors. Super clean, fire pit area is very nice and we love the hot tub after a day on the river!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff H. CA $193 CA $474 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Narrowsburg-Hotels-The-Chalet-Rustic-Retreat.h104503719.Hotel-Information) ![Romantic Single Room, 1 King Bed | Living room](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/0e2f83cb.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/2ae356e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23600/23503/54316d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Monticello Monticello 4.0/10 (476) "Nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen CA $84 CA $95 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Monticello-Hotels-Inn-At-Monticello.h23503.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) ![Lobby](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/f9166404.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 Callicoon Center 10/10 Exceptional (26) "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 $149 CA $334 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Callicoon-Center-Hotels-CATSKILL-CABIN-Artistic.h39405985.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=2025-12-22&endDate=2025-12-23®ionId=183645&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![Hotel Wayne](https://images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "This was the first time returning to my home town and stayed in a hotel as well as my first visit to the Hotel Wayne. The hotel is a historic building and as such does not have an elevator; however, it does have a beautiful wide staircase. I found all of the staff to be extremely friendly and helpful. The Hotel Wayne has has its own restaurant and bar for your relaxation. The bartender, Maggie, was wonderful as were Shelby and Mel. Thank you ladies for allowing me to spend time with you! I miss you already... My room was large, well appointed and clean. It over looked Main Street and the star on Irving Cliff. This was a welcome perspective. If you are looking for a historic place and don't mind not having all of the frills, I highly recommend a stay at the Hotel Wayne." [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "The room was clean, staff was amazing, breakfast was great and the check in and out was quick." [](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) ![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 "Checked in very late and everything went great!" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Lake Wanoka Resort](https://images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/01d5cbfa_y.jpg) ### Lake Wanoka Resort 10/10 Excellent "The cabin was clean, cozy and provided amenities i did not expect from a rustic cabin. The resort was quiet, peaceful and safe. Checking in and out or even asking questions was a bit confusing as there was never anyone in the store/front desk to assist even tho it says open from noon-8, you're just instructed to go to the bar which doesn't open until 11:30am. Check out is 11am tho so i just left the keys on the desk. " [](https://expedia.ca/Honesdale-Hotels-Lake-Wanoka-Resort.h8506701.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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