Title: Middletown Chalets from CA $271 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.ca/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8864.Destination-Travel-Guides) ![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # Search Chalets in Middletown from CA $271 - ![](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 prices for these dates In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown chalets ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/75814d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/e7e8be7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/96050ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/9714c3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Gardiner [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) 10/10 Exceptional (7) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. CA $155 CA $303 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/2c811e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/45ef4a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/a1881881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90990000/90985200/90985150/914d0fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Montague [](https://www.expedia.ca/Montague-Hotels-Chic-Chalet-River-Views-Access.h90985150.Hotel-Information) 7.4/10 Good (3) "Dirty. Ants. Not well stocked." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) odette w. CA $127 CA $271 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Montague-Hotels-Chic-Chalet-River-Views-Access.h90985150.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/w3093h1742x3y4-500f048d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/b03320b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/0864719a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/1ffadb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Vernon Township [](https://www.expedia.ca/Vernon-Hotels-Ski-House-ON-THE-SLOPE-W-Hot-Tub.h91196049.Hotel-Information) 10/10 Exceptional (19) "Great location and great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rita L. CA $1,641 CA $2,213 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Vernon-Hotels-Ski-House-ON-THE-SLOPE-W-Hot-Tub.h91196049.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/861b1728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/1fc10efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/08359f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/a39ea7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in vernon [](https://www.expedia.ca/Vernon-Hotels-Luxe-10-Guest-Ski-Chalet-SkiingPoolsTennisGymGolfHiking.h46331003.Hotel-Information) 9.4/10 Exceptional (56) "The house was so comfortable and had everything we needed to catch up over our girl's weekend. The porches and the living room were both excellent gathering spaces and we loved being so close to the spa. You can't beat the location and the house was lovely! The owners were also really responsive to questions we had over our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cailyn M. CA $293 CA $671 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Vernon-Hotels-Luxe-10-Guest-Ski-Chalet-SkiingPoolsTennisGymGolfHiking.h46331003.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/a2e90168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/4e7bdbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/w904h683x60y0-5ad1c559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/46495148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Warwick [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.Hotel-Information) CA $974 CA $1,774 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.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=2025-12-25&endDate=2025-12-26®ionId=8864&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Chalets.d8864-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Chalets.d8864-aaChalets.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Candlewood Suites Middletown Goshen by IHG](https://images.trvl-media.com/lodging/110000000/109760000/109754400/109754354/c4355a04_y.jpg) ### Candlewood Suites Middletown Goshen by IHG 10/10 Excellent "Perfect " [](https://expedia.ca/Middletown-Hotels-Candlewood-Suites-Middletown-Goshen.h109754354.Hotel-Information) ![Best Western Hunt's Landing Hotel Matamoras/Milford](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg) ### Best Western Hunt's Landing Hotel Matamoras/Milford 10/10 Excellent "Awesome" [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "Perfect!" [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Tru by Hilton Middletown](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486_y.jpg) ### Tru by Hilton Middletown 10/10 Excellent "The place is very clean. Staff is super friendly. Room size is good. Breakfast has hot foods (eggs and sausage; oatmeal, pancakes). On a busy street so front rooms you can hear the street somewhat. Price/performance ratio is decent. Would definitely stay there again. " [](https://expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Clean, friendly " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "He was excellent our two nights and thank again, see you soon." [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Home2 Suites by Hilton Middletown](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg) ### Home2 Suites by Hilton Middletown 10/10 Excellent "Overall, it was a good one-night stay. The room was clean and spacious, and parking was convenient. However, the breakfast needs significant improvement; the coffee, eggs, and bacon were all served cold. Additionally, the dining area lacked short tables for children to comfortably sit and eat." [](https://expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![Microtel Inn & Suites by Wyndham Middletown](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/1e5617f9_y.jpg) ### Microtel Inn & Suites by Wyndham Middletown 10/10 Excellent "The room was very clean. The staff was welcoming and polite. Not sure about The amenities was only there on a business trip. Overall would definitely stay again. " [](https://expedia.ca/Newburgh-Hotels-Microtel-Inn-Suites-By-Wyndham-Middletown.h1695948.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "Everything is nice. The waterpark is good. Not so big. Gets crowded. Food options are not excellent. No cash facility. Only cards are accepted. " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ## Find out more about Middletown ## Middletown Chalets information | Number of reviews | 85 | | ----------------- | ---------- | | Accommodation | 14 Chalets | | Lowest Price | CA $271 | | Highest Price | CA $2,213 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Cheap Hotels in Bloomingburg ](https://www.expedia.ca/Bloomingburg-Hotels-Cheap-Hotels.0-0-d3000448043-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bloomingburg ](https://www.expedia.ca/Bloomingburg-Hotels-Hotel-With-Pool.0-0-d3000448043-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Bloomingburg Hotels ](https://www.expedia.ca/Bloomingburg-Hotels.d3000448043.Travel-Guide-Hotels) - [Villas in Bloomingburg ](https://www.expedia.ca/Bloomingburg-Villas.d3000448043-aaVillas.Travel-Guide-Accommodation) - [Guest Houses in Bullville ](https://www.expedia.ca/Bullville-Guest-Houses.d3000350713-aaGuestHouses.Travel-Guide-Accommodation) - 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