Title: 5 Stars Hotels in Middletown, New York from CA $251 - Find Cheap Middletown Hotels With 5 Stars | Expedia.ca [Middletown Travel Guide](https://expedia.ca/Middletown.dx8864)[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) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # 5 Stars Hotels in Middletown, New York from CA $251 ![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 Middletown 5 Star Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-09-28&endDate=2025-09-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-09-29&endDate=2025-09-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middletown 5 Star Hotels ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/1f8bc8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/6a5d9805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection Gardiner 9.4/10 Exceptional (52) "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." CA $1,720 CA $1,986 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![](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%2F5Star-Middletown-Hotels.s50-0-d8864.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Middletown-Hotels.s50-0-d8864.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Middletown. ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Kartrite Resort & Indoor Waterpark 555 Resorts World Drive, Monticello, NY CA $180 CA $292 total Oct 2 - Oct 3 includes taxes & fees 8/10 Very Good! (1,725 reviews) [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Resorts World Catskills Casino 888 Resorts World Drive, Monticello, NY CA $191 CA $251 total Oct 20 - Oct 21 includes taxes & fees 8.6/10 Excellent! (1,071 reviews) [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![YO1 Longevity & Health Resorts, Catskills](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/ac19baa1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### YO1 Longevity & Health Resorts, Catskills 420 Anawana Lake Rd, Monticello, NY CA $434 CA $490 total Sep 29 - Sep 30 includes taxes & fees 8/10 Very Good! (491 reviews) [](https://expedia.ca/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) Still don't see what you're looking for? [See all properties in Middletown.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=8864&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Middletown Come to Middletown and enjoy its churches, architecture, and food. [See all hotels in Middletown](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&adults=2®ionId=8864) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=399&h=399&p=1&q=high) Photo by Vincent Ramundo ## Top Middletown Hotel Reviews ![Wildflower Farms, Auberge Collection](//images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d_y.jpg) ### Wildflower Farms, Auberge Collection 10/10 Excellent "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." [](https://expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ## Find out more about Middletown ## Five Star Hotels in Middletown There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Middletown so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Middletown and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Middletown Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Middletown The results are in, and Middletown 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Middletown! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Middletown today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Middletown? > You can find a range of pricing options for 5-star hotels in Middletown on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to land the perfect upscale stay. > > > > - Search for the lowest price per night from CA $251 ### What makes a hotel 5 stars in Middletown? > From gourmet restaurants and all-day fitness centres to swimming pools and dreamy bedding, the 5-star experience in Middletown is all about comfort and indulgence. But it requires more than just upscale conveniences to earn a 5-star rating. Stays must also deliver outstanding guest-focused services like massage treatments, laundry and dry cleaning and 24/7 room service. ### Are there any 5-star all-inclusive resorts in Middletown? > Use our convenient filters to find an upscale escape in Middletown where most of what you need is included. Next, narrow down your results for properties that have a 5-star rating and are deemed "All inclusive." The first thing on the agenda at these stays? 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