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Hotels in Middletown

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Where to stay in Middletown?

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
Modern accommodations just minutes from LEGOLAND® New York. This hotel offers complimentary English breakfast, WiFi, and parking. Energize at the 24-hour fitness center or relax on the terrace after exploring nearby Orange County Fairgrounds.
The price is $106
$125 total
includes taxes & fees
Jun 1 - Jun 2
Tru by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is $101
$119 total
includes taxes & fees
Jun 1 - Jun 2
Hampton Inn by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,016 reviews)
Wake up to a complimentary breakfast before exploring nearby attractions like LEGOLAND® New York and Paramount Theatre. After sightseeing, enjoy a refreshing swim in the indoor pool or visit the 24-hour fitness center. Free WiFi and parking enhance your stay.
The price is $110
$130 total
includes taxes & fees
Jun 17 - Jun 18
Sleep Inn & Suites Middletown - Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,000 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is $110
$130 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott Middletown Goshen

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, (1,001 reviews)
Discover serene comfort near LEGOLAND® New York at this Middletown gem. The indoor pool invites morning swims, while free breakfast, parking, and WiFi enhance your stay. Explore nearby restaurants or visit Galleria at Crystal Run after a peaceful night's rest.
The price is $116
$137 total
includes taxes & fees
May 31 - Jun 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is $106
$126 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Middletown

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (58 reviews)
Set in Middletown, this hotel offers convenient access to LEGOLAND® New York and Galleria at Crystal Run. Just 28 minutes from Stewart Intl. Airport and 22 minutes from Harriman Station, it's perfectly positioned for regional exploration.
The price is $118
$139 total
includes taxes & fees
Jun 14 - Jun 15
Candlewood Suites Middletown Goshen by IHG

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,000 reviews)
Experience peaceful relaxation at this Middletown motel, just 15 minutes from LEGOLAND. Surrounded by restaurants and shopping, guests enjoy complimentary WiFi, free parking, and attentive 24-hour service near Galleria at Crystal Run.
The price is $93
$109 total
includes taxes & fees
Jun 9 - Jun 10
Super 8 by Wyndham Middletown

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, (722 reviews)
Situated just minutes from LEGOLAND® New York and Galleria at Crystal Run, this hotel offers a refreshing indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay in clean, business-friendly accommodations.
The price is $129
$152 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Middletown - Goshen by IHG

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (769 reviews)
Immersive indoor pool and 24-hour fitness center complement spacious suites at this Middletown hotel. Located near Galleria at Crystal Run and LEGOLAND® New York, enjoy free breakfast, WiFi, and parking with friendly staff ready to assist.
The price is $174
$209 total
includes taxes & fees
May 31 - Jun 1
Home2 Suites by Hilton Middletown

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (334 reviews)
Minutes from Galleria at Crystal Run and Orange County Fairgrounds, this hotel offers an inviting indoor pool and complimentary breakfast. Relax at the bar after exploring nearby LEGOLAND®. Free parking and helpful staff ensure a comfortable, convenient stay.
The price is $188
$222 total
includes taxes & fees
May 31 - Jun 1
Residence Inn by Marriott Middletown Goshen

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (726 reviews)
Perched along the Hudson River, this stately hotel combines military tradition with modern comfort. Explore Bear Mountain State Park and West Point Museum nearby. The attentive staff delivers exceptional service in this well-maintained riverside retreat.
The price is $208
$272 total
includes taxes & fees
Jun 1 - Jun 2
The Thayer Hotel at West Point

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (697 reviews)
Enjoy a convenient stay near Bear Mountain State Park at this Highland Falls motel. Clean rooms feature rainfall showerheads and satellite TV. West Point Museum is nearby, and LaGuardia Airport is 75 minutes away by car.
The price is $110
$135 total
includes taxes & fees
Jun 1 - Jun 2
West Point Motel

Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
Nestled near Bear Mountain State Park, this Highland Falls cottage offers a peaceful retreat with fully-equipped kitchen and private patio. West Point Museum is nearby, with free parking and air conditioning for comfort.
The price is $245
$622 total
includes taxes & fees
Jun 2 - Jun 3
Updated Home w/ Patio Half Mile to West Point

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (818 reviews)
Just 5 minutes from Bear Mountain State Park, this friendly Highland Falls motel offers complimentary WiFi and self parking. Business travelers appreciate the 24-hour front desk service, while guests consistently praise the helpful staff. Explore nearby Manitoga The Russel Wright Design Center.
The price is $159
$201 total
includes taxes & fees
May 25 - May 26
FairBridge Inn & Suites at West Point

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (253 reviews)
Retreat to comfort just a 5-minute walk from Bear Mountain State Park. This hotel features an inviting indoor pool, relaxing sauna, and steam room. Enjoy free breakfast, WiFi, and parking, plus in-room refrigerators and microwaves for added convenience.
The price is $144
$170 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express West Point by IHG

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 reviews)
This historic hotel offers deep-tissue massages at the spa and refreshments at the bar. Just 15 minutes from Bear Mountain State Park with nearby shopping outlets, rooms include microwaves and fridges for added convenience.
The price is $169
$208 total
includes taxes & fees
May 26 - May 27
Overlook Lodge at Bear Mountain

Mirbeau Inn & Spa Beacon

Mirbeau Inn & Spa Beacon
3.0 star property
Beacon
The price is $479
$588 total
includes taxes & fees
May 25 - May 26
Mirbeau Inn & Spa Beacon

Beacon Hotel

Beacon Hotel
2.0 star property
Beacon
6.6 out of 10, (76 reviews)
Located on Main Street, this hotel puts you within walking distance of local venues. Enjoy the on-site restaurant after a day exploring nearby hiking trails, kayaking spots, or Dia Beacon art museum. Stewart Airport is just 19 minutes away.
The price is $150
$248 total
includes taxes & fees
May 25 - May 26
Beacon Hotel

The Dutchess Inn and Spa at Beacon

The Dutchess Inn and Spa at Beacon
3.5 star property
Beacon
9.2 out of 10, Wonderful, (174 reviews)
This Victorian hotel offers a rooftop terrace with scenic views and rejuvenating spa treatments. Located near Madam Brett Homestead and Dia Beacon, with free WiFi and parking. Guests love the helpful staff and hot tub.
The price is $369
$425 total
includes taxes & fees
May 25 - May 26
The Dutchess Inn and Spa at Beacon
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.

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When is the best time to visit Middletown?

Our prices for hotels in Middletown are cheapest in February
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Middletown
May
High 20°C / low 9°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
Monthly weather averages (˚C)

Top landmarks in Middletown

Learn more about Middletown

Catch a show at the Paramount Theatre, a beautifully restored 1930s movie palace that anchors downtown with vintage charm. The Orange County Farmers Museum offers a fascinating glimpse into rural life with its collection of antique tractors and agricultural implements. Racing enthusiasts can experience the thunder of engines at Orange County Fair Speedway, one of America's oldest dirt tracks. For family fun, head to nearby LEGOLAND New York, where colorful brick creations delight visitors of all ages. Nature lovers should explore the tranquil paths of Thomas Bull Memorial Park or spend an afternoon at Highland Lake. The Galleria at Crystal Run provides retail therapy when the weather turns, though locals prefer downtown's independent shops and restaurants.

Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

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Frequently asked questions

What accommodations do travelers like in Middletown?
Can I book refundable accommodations in Middletown?
If you want the flexibility to change your plans to Middletown, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Middletown if I want an affordable accommodation?
Where can I stay in Middletown if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, browse our selection of 11 vacation homes. You can also consider one of the 5 cottages for your trip.
What will the weather in Middletown be like during my visit?
July and August are typically the warmest months in Middletown when the average temp is 68°F. January and February are the coldest months when the average temperature is 31°F. October and July are the months with the most rain.
Why should I book my Middletown accommodation with Hotels.com?
There are lots of reasons to book your Middletown trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.