Title: Book the Best Middletown LUXURY Hotels - Upscale Hotels in Middletown, NY | 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 ![](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.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 Middletown Luxury Hotels Tonight [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-01&endDate=2026-02-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-02&endDate=2026-02-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-02-13&endDate=2026-02-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Middletown luxury hotels ![Room, 1 King Bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/63cc5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/6c33fa92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/babdfece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/13707c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Middletown [](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information) Middletown 6.0/10 (1,001 reviews) "Never stayed anywhere like this, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emelia CA $96 CA $113 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/26de74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/fed7909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/da2d7bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/cdebce5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen [](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) Middletown 9.4/10 Exceptional (967 reviews) "GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICOLE CA $142 CA $168 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/71a91eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/558da38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/1e5617f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/ce61abbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Middletown [](https://www.expedia.ca/Newburgh-Hotels-Microtel-Inn-Suites-By-Wyndham-Middletown.h1695948.Hotel-Information) Middletown 7.0/10 Good (999 reviews) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $128 CA $152 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Newburgh-Hotels-Microtel-Inn-Suites-By-Wyndham-Middletown.h1695948.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=2026-02-15&endDate=2026-02-16®ionId=8864&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Middletown ### Middletownand its attractions for luxury travelers Middletown, New York, offers a unique blend of luxury and adventure for discerning travellers. Begin your journey at the breathtaking Hudson Valley, where you can indulge in a hot air balloon ride for stunning aerial views of the lush landscape. Afterward, explore the intriguing artwork at the Galleria at Crystal Run, a premier shopping destination featuring high-end boutiques and charming eateries perfect for a leisurely afternoon. For those who appreciate the outdoors, the nearby Minnewaska State Park Preserve allows for luxurious picnics amidst scenic waterfalls and pristine hiking trails. Art enthusiasts will enjoy the vibrant cultural scene, with the Paramount Theatre hosting an array of performances in an ornate setting. When it comes to accommodation, consider staying at the elegant Westin New York at Times Square, known for its impeccable service and opulent amenities. After a day filled with exploration, unwind at the hotel’s spa, where tailored treatments provide the perfect retreat. With its convenient location and exceptional offerings, Middletown promises an unforgettable luxury experience for families seeking both relaxation and adventure. ## Top Middletown Hotel Reviews ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "We stayed during the recent snow service was great" [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 "Room is clean and spacious. Staff are extremely friendly and helpful. Breakfast is good." [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "yup" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Quality Inn near Mountain Creek](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8_y.jpg) ### Quality Inn near Mountain Creek 10/10 Excellent "Clean rooms and updated!" [](https://expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Super 8 by Wyndham Middletown](https://images.trvl-media.com/lodging/1000000/460000/459800/459783/63cc5778_y.jpg) ### Super 8 by Wyndham Middletown 10/10 Excellent "Courteous staff" [](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information) ## Frequently asked questions ### Which area of Middletown is best to stay in for luxury hotels? > This area is the primary commercial hub of Middletown, offering a concentration of higher-end accommodation options. It's characterised by modern developments, easy access to major roads like Route 17 and I-84, and a variety of dining and shopping facilities. You'll find hotels situated close to the main retail park, making it convenient for those looking for amenities within a short drive. > > > Couples seeking a comfortable and convenient base often find this area appealing. The hotels here typically offer a range of premium services, including premium rooms, fine dining options, and sometimes even indoor pools or high-end fitness equipment, ensuring a relaxing stay after a day of exploring the surrounding Hudson Valley. > > > For travellers on a business trip, staying along Route 211 is also an excellent option. ### How much does a luxury hotel in Middletown cost? ### What luxury activities and experiences are there in Middletown? > For couples seeking an exclusive retreat, properties located in the scenic countryside surrounding Middletown are ideal. These often feature private accommodation, award-winning restaurants focusing on farm-to-table cuisine, and amenities like private spas or high-end fitness equipment. You'll find these types of establishments a short drive from the main town centre, offering a peaceful escape with easy access to local attractions. > > > Solo travellers looking for a refined experience might consider boutique hotels or guesthouses within a short distance of Middletown's developing downtown area. While not strictly "luxury" in the traditional sense, some offer elevated services such as private cooking classes, guided tours of local vineyards, or curated art experiences, all within a more intimate setting. ### How can I save on a luxury hotel in Middletown with Expedia? ### Is it cheaper to book a luxury Middletown hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - 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) - [Cheap Hotels in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.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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