Title: The Best 5 Star Hotels in Middletown, NY from $216 | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx8864)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.com/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 17 - Mar 18](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-03-17&endDate=2026-03-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 18 - Mar 19](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-03-18&endDate=2026-03-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown 5-star hotels ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b47258f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ridge Suite | Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/3e2f5ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b298f922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection [](https://www.expedia.com/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Gardiner 9.4/10 Exceptional (61 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrienne $1,070 nightly $1,199 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/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/32000000/31690000/31681700/31681637/7b139e0a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Kartrite Resort & Indoor Waterpark 555 Resorts World Drive Monticello NY $250 nightly $283 total Apr 12 - Apr 13 Total with taxes and fees 8.2/10 Very Good! (2,029 reviews) [](https://expedia.com/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Resorts World Catskills Casino 888 Resorts World Drive Monticello NY $194 nightly $216 total Mar 18 - Mar 19 Total with taxes and fees 8.8/10 Excellent! (1,084 reviews) [](https://expedia.com/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![YO1 Longevity & Health Resorts, Catskills](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/42d7329b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### YO1 Longevity & Health Resorts, Catskills 420 Anawana Lake Rd Monticello NY $329 nightly $372 total Apr 1 - Apr 2 Total with taxes and fees 8/10 Very Good! (516 reviews) [](https://expedia.com/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) Still don't see what you're looking for? [See all properties in Middletown.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=8864&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=8864&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=8864&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=8864&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=8864&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®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 Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930. [See all hotels in Middletown](https://www.expedia.com/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&adults=2®ionId=8864) ![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=399&h=399&p=1&q=high) Photo by Vincent Ramundo ## Top Middletown Hotel Reviews ## Find out more about Middletown Ready to experience the next standard in luxury? We know you're thinking about it. Pamper your every desire on your next break. There's no reason to delay a getaway to Middletown any longer. You'll join the multitudes of vacationers who have made Middletown so fashionable recently. The accommodations in Middletown also offer great customer service, averaging 3.8 in our ranking system, giving you a lot to look forward to. Don't wait any longer. Book one of Expedia's luxurious 5-star hotels in Middletown and get ready to enjoy the getaway of a lifetime. ### Get a Great Deal on 5-Star Hotels in Middletown You can expect high quality from your hotel. High-end restaurants, top-notch customer care, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You'll be pleased to note that the hotels in Middletown offer great customer service, averaging 3.8 in our ranking system, so you know you're in good hands. What creature comforts do you want in your lodging? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A reflexology treatment that will leave you feeling outstanding? Butler services? No matter what you want on a perfect getaway, you're bound to find it here. Don't want to take our word for it? Explore the review section and see what previous visitors have said. You're sure to find exactly what you're looking for! You won't sleep and order room service the entire time, though. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Middletown are the perfect place to rest up after an exciting day. ### Make Your Escape 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. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Decide on one of our Middletown 5-star hotels today and soothe yourself in luxe surroundings tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Middletown? > - Search for the lowest price per night from $216 ### What makes a hotel 5 stars in Middletown? ### Are there any 5-star all-inclusive resorts in Middletown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Paramount Theatre ](https://www.expedia.com/Paramount-Theatre-Hotels.0-l553248621561106035-0.Travel-Guide-Filter-Hotels) - [Hotels near Orange County Fair Speedway ](https://www.expedia.com/Orange-County-Fair-Speedway-Hotels.0-l6182288-0.Travel-Guide-Filter-Hotels) - [Hotels near Orange County Fairgrounds ](https://www.expedia.com/Orange-County-Fairgrounds-Hotels.0-l6225664-0.Travel-Guide-Filter-Hotels) - [Mechanicstown Hotels ](https://www.expedia.com/Mechanicstown-Hotels.d553248634999219206.Travel-Guide-Hotels) - 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