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Find 5 Star Hotels in Middletown, NY from $207

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Check availability on Middletown 5 Star Hotels

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Dec 4 - Dec 5
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Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
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Dec 12 - Dec 14

Compare Middletown 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Premium bedding, down comforters, minibar, in-room safe
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5.0 star property
Gardiner
9.4 out of 10, Exceptional, (56)
"Great stay"
United States
Adrienne
$921 nightly
The price is $1,032
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wildflower Farms, Auberge Collection
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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

The Kartrite Resort & Indoor Waterpark

555 Resorts World Drive Monticello NY
$216 nightly
The price is $244 total per night from Dec 7 to Dec 8
$244 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,833 reviews)
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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
Route 17 in ny is a great road to view the fall foliage
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

Wildflower Farms, Auberge Collection

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."
David 1-night trip
Posted 3 months ago
Wildflower Farms, Auberge Collection

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?
How much you pay for a 5-star hotel in Middletown depends on things like when you want to go and the length of your escape. Our top tip for scoring the best deal? Use our pricing filters to compare all of the available accommodations for your chosen dates.

  • Search for the lowest price per night from $207

What makes a hotel 5 stars in Middletown?
From gourmet dining venues and 24-hour fitness centers to pools and premium bedding, the 5-star experience in Middletown is all about luxury and comfort. But it takes more than just top-notch conveniences to earn a 5-star rating. Hotels also have to deliver exceptional services like in-room beauty treatments, on-site dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Middletown?
Use our filter tool to find an upscale escape in Middletown where everything you need is included. After your initial search, narrow your results for accommodations that have a rating of 5 stars and are described as "All inclusive." The most important thing to look forward to at these stays? Pure enjoyment and indulgence.

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