Title: Book the Best ADVENTURE Hotels 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 & Resorts for Couples in Callicoon, NY from CA $284 ![](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 & Resorts for Couples Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Callicoon Hotels & Resorts for Couples ![](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/180-86310a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/df42e58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39410000/39406000/39405985/4527dc35.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) ### Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres Callicoon Center 10/10 Exceptional (26) "Our Valentine’s weekend getaway was great :). The area and guest house is beautiful, we visited some cool restaurants. The host Dr. Norris was very helpful, hospitable, and friendly. The host made sure our stay was comfortable and was flexible with our needs. Great place!!! Thank you!! We hope to visit again. " CA $150 CA $332 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Callicoon-Center-Hotels-CATSKILL-CABIN-Artistic.h39405985.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79880000/79875500/79875422/e2266a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79875500/79875422/7814d6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79875500/79875422/f2b5bb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/80000000/79880000/79875500/79875422/a45bf6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Hayloft - Clean & Bright One Bedroom Loft in Honesdale, PA Honesdale 10/10 Exceptional (43) "Well designed space plus well run management equals a great stay!" CA $161 CA $284 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Honesdale-Hotels-The-Little-Hayloft-Clean-Bright-One-Bedroom-Loft-In-Honesdale.h79875422.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/e3421be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/7fc05ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/934427c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70610000/70608300/70608264/b962703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GRANDMA'S COTTAGE Monticello 9.4/10 Exceptional (18) "I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do." CA $252 CA $444 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Monticello-Hotels-GRANDMAS-COTTAGE.h70608264.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/7e678dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms (Spiral Staircases ) | Living area](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/2a4f1c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/dd4445f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/c93b0ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ledges Hotel Hawley 9.0/10 Wonderful (292) "Quiet, great outdoor spaces, amazing food at restaurant!!" CA $267 CA $355 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Hawley-Hotels-Ledges-Hotel.h5320032.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154361/cdfab43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154361/b5847eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154361/aec55848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154361/06000595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Settlers Inn Hawley 9.4/10 Exceptional (249) "Everyone was very friendly, " CA $326 CA $420 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hawley-Hotels-The-Settlers-Inn.h1154361.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/5064b486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/e0fba076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/f8de5078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/62d1a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront | Sport Courts | HotTub | GameRoom Highland Lake 10/10 Exceptional (33) "It's a gem place that offers adventure for kids and relaxing for adults. Anyone could have awonderful time with family or friends. Definitel friends! " CA $279 CA $1,226 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78500000/78498400/78498313/59234fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/79000000/78500000/78498400/78498313/2deb6cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78500000/78498400/78498313/6417ca93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78500000/78498400/78498313/11d748b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski Monticello 8.2/10 Very good (24) "This place was very nice and clean. It was the perfect size and we had a good time here. We definitely recommend! " CA $413 CA $1,240 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Monticello-Hotels-Large-Catskills-Private-Property-Sunset-Estate-5-Star.h78498313.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/f2755364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/14cad4d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/69621952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/106000000/105240000/105230800/105230706/e1509905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Pocono Retreat w/ Hot Tub & Game Loft in Masthope Lackawaxen 10/10 Exceptional (12) "If you enjoy the outdoors, this is a Fantastic home and property with plenty to do indoors and out. The Kids loved the game room and ability to fish right from the dock. We didn’t use the hot tub, but the property was super clean with everything we needed for a long weekend. We’ll definitely be back !" CA $832 CA $1,919 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lackawaxen-Hotels-COMING-SOON-Pocono-Mountain-Waterfront-Escape.h105230706.Hotel-Information) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/115000000/114780000/114776600/114776591/7d96a25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/115000000/114780000/114776600/114776591/c4dc5304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/115000000/114780000/114776600/114776591/b858e711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114780000/114776600/114776591/402a8f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office Livingston Manor 10/10 Exceptional (2) "This is a beautiful property in a beautiful location. We totally enjoyed our stay. We appreciated the wellness features and the privacy of the property while still being so close to Livingston Manor. We would definitely recommend this property!" CA $344 CA $788 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Livingston-Manor-Hotels-Koto-House-Wellness-Retreat-W-Hot-Tub.h114776591.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/976d5509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/f665ac15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/806ed5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/97000000/96220000/96211700/96211675/2a15a9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Lake Cabins | Pool+HotTub | Game Room & Courts Highland Lake 10/10 Exceptional (2) "Gorgeous property for a family reunion. Host was very accommodating and responsive. Lots of fun amenities and room for everyone to spread out. Great open space on the lake but still felt private and quiet. Wifi throughout entire property. Absolutely recommend and would definitely book again." CA $643 CA $2,058 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-6-Bedroom.h96211675.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=2025-10-28&endDate=2025-10-29®ionId=183645&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Callicoon Hotel Reviews ![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 "My husband and I stayed here for 1 night, wish we had stayed longer! Hotel was so much fun, most of the staff were friendly with the 1 exception in the 2nd floor bar. The bartender was rude and made an absolutely horrible drink (vodka was horrible), we tried to tell him but he wouldn't even look at us even though there was no one else there besides a co-worker of his. We wanted to go the the sports bar but never made it. The indoor pool was great and the lifeguard on duty was very friendly and informative! Can't wait to go back! We won't let 1 bad employee ruin this review - there is always 1 bad apple in the bunch..." [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Lake Wanoka Resort](//images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/01d5cbfa_y.jpg) ### Lake Wanoka Resort 10/10 Excellent "Very clean cabin. Nice to have a bathroom in the cabin." [](https://expedia.ca/Honesdale-Hotels-Lake-Wanoka-Resort.h8506701.Hotel-Information) ![Hotel Wayne](//images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "A very cozy 1930’s hotel with a very welcoming atmosphere " [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.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) ## Frequently asked questions ### How much do hotels for couples in Callicoon cost? > Hotels for couples in Callicoon range between CA $284 and CA $2,058 per night. These properties offer quality time with your sweetheart at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why book your hotel for couples in Callicoon with Expedia? > We believe that getting away with your sweetheart should be a breeze, so if you're in search of a hotel for couples in Callicoon at a competitive rate, Expedia is here to help. Keep the budget under control and opt for a comfy motel, or splurge and book an opulent hotel stay to pamper the one you love the most. ### How can I find cheap hotels for couples in Callicoon? > A great way to find cheap hotels for couples in Callicoon is with Expedia's handy filter tool. 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