Beautiful Autumn View in Bear Mountain State Park

Find 5 Star Hotels in Middletown, NY from $296

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Check availability on Middletown 5 Star Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Middletown 5-star hotels

Free continental breakfast on weekdays

1. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,100 reviews)
"The hotel was very clean and staff were super nice. The complimentary breakfast was excellent. Will love to stay here during my next visit. "
United States
Qasim
$116 nightly
The price is $137
Aug 10 - Aug 11
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Exterior

2. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,000 reviews)
"Loved our stay!"
United States
Kelly
$123 nightly
The price is $146
Aug 16 - Aug 17
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Property amenity

3. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,012 reviews)
"Great stay!! We will be back"
United States
shanique
$105 nightly
The price is $125
Aug 23 - Aug 24
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Lobby

4. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,002 reviews)
"We were only here for a quick one night stop but the breakfast was excellent, rooms spacious and clean"
United States
Garon
$98 nightly
The price is $115
Aug 13 - Aug 14
Total with taxes and fees
Hampton Inn by Hilton Middletown
Free daily English breakfast

5. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay, friendly staff and clean property. would definitely recommend."
United States
Anurag
$103 nightly
The price is $121
Aug 9 - Aug 10
Total with taxes and fees
Tru by Hilton Middletown
Exterior

6. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (748 reviews)
"Overall great stay no complaints!"
United States
Thomas
$116 nightly
The price is $137
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
Courtyard

7. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (779 reviews)
"Great location"
United States
Chris
$201 nightly
The price is $241
Aug 9 - Aug 10
Total with taxes and fees
Home2 Suites by Hilton Middletown
Exterior

8. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (69 reviews)
"It was a great stay"
United States
Rosanel
$113 nightly
The price is $133
Aug 23 - Aug 24
Total with taxes and fees
Candlewood Suites Middletown Goshen by IHG
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

9. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,000 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
$72 nightly
The price is $85
Aug 23 - Aug 24
Total with taxes and fees
Super 8 by Wyndham Middletown
Exterior

10. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (1,000 reviews)
"Can't say enough about Meghan the manager at the front desk ..this hotel is lucky to have her ..the hotel itself could use a good cleaning but Meghan went above and beyond to make our stay comfortable ..would stay here again if needed though the hotel needs major updates"
United States
sunil
$108 nightly
The price is $127
Aug 23 - Aug 24
Total with taxes and fees
Microtel Inn & Suites by Wyndham Middletown
View from property

11. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (339 reviews)
"Great quick stay!"
United States
Lady
$197 nightly
The price is $233
Aug 30 - Aug 31
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen
Suite | Desk, iron/ironing board, WiFi (free), individually decorated

12. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
6.0 out of 10, (6 reviews)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
United States
Diane
Columbus Hotel
Classic Studio Suite | Soundproofing, WiFi (free)

13. Cottage Suites

Cottage Suites
2.0 star property
Middletown
5.8 out of 10, (12 reviews)
"Everything was neat and clean"
United States
Zahira
Cottage Suites
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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
$270 nightly
The price is $296 total per night from Aug 2 to Aug 3
$296 total
Aug 2 - Aug 3
Total with taxes and fees
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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
Beautiful Autumn View in Bear Mountain State Park

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?
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 $296

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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