Title: Book the Best Callicoon Hotels with FREE PARKING 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 Free Parking in Callicoon, NY from CA $147 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Free Parking Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Callicoon Hotels with Free Parking ![Reception](https://images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/c8c1eb4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/w1170h1560x0y486-20772211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/5f490445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Handicapped Accessible Room | Living area](https://images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/f4f4dbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upper Delaware Inn Hancock 9.6/10 Exceptional (114) "Great stay, clean modern rooms and loved the Coffee Bar! " CA $174 CA $191 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Hancock-Hotels-Upper-Delaware-Inn.h108236510.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/17000000/16370000/16366400/16366319/10aa4fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 2 Bedrooms, Non Smoking, 2 Bathrooms](https://images.trvl-media.com/lodging/17000000/16370000/16366400/16366319/63c97bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16370000/16366400/16366319/274ea055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/17000000/16370000/16366400/16366319/17ab6f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakewood Lodge Lakewood 7.8/10 Good (92) "Nice quiet stay." CA $207 CA $225 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Lakewood-Hotels-Lakewood-Lodge.h16366319.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/a676a41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite | Living room](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/2558d4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/6183ced7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/57309191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayne on Main Honesdale 8.6/10 Excellent (214) "Absolutely love staying at places like this!! Clean and comfortable, old school feel… staff friendly and very personable.. absolutely would and will stay here again!!!!" CA $146 CA $159 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Honesdale-Hotels-Wayne-On-Main.h37801429.Hotel-Information) ![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) ![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) ![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 (375) "Very nice place to get away for the weekend" CA $187 CA $211 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Cabin (Cabin 4 bedroom) | Private kitchen](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/5ae5ca1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin (Cabin 4 bedroom)](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/4b329c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin (Cabin 4 bedroom) | Living area](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/10d322fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin (Cabin 4 bedroom) | Private kitchen](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/8a861535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equestrian House Suites Pleasant Mount CA $131 CA $414 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.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) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (594) "It’s a great place to stay in Montecello" CA $205 CA $232 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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 8.0/10 Very good (1000) "the stay is very comfortable" CA $170 CA $192 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Room, 1 Queen Bed (A Frame)](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/96fe6eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/33436568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/14fce9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callicoon Hills Callicoon Center 9.0/10 Wonderful (140) "Friendly staff! Unique fun and relaxing resort! Definitely planning on staying here again! " CA $151 CA $210 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/2147b970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/bf76b331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/5718c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty Liberty 6.8/10 (1000) "Great place to stay, very quiet and clean, the staff was friendly and the breakfast station was more than outstanding " CA $130 CA $147 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.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) ![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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (179) "Very nice place, will stay again!" CA $142 CA $196 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.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=2025-10-15&endDate=2025-10-16®ionId=183645&adults=2&amenities=FREE_PARKING&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 "Place was quiet, clean and safe" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Hotel Wayne](//images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "Clean room but oud" [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.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) ![Lake Wanoka Resort](//images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/01d5cbfa_y.jpg) ### Lake Wanoka Resort 10/10 Excellent "Great people, great atmosphere!" [](https://expedia.ca/Honesdale-Hotels-Lake-Wanoka-Resort.h8506701.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Location was convenient. Restaurants within walking distance. Breakfast was good and the sauna was a nice bonus. 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