Hotels in Middletown

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Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 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 11 - Jun 12
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, (1,007 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 $105
$124 total
includes taxes & fees
Jun 16 - Jun 17
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, (1,026 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 $116
$137 total
includes taxes & fees
Jun 15 - Jun 16
Sleep Inn & Suites 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, (1,004 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 $125
$148 total
includes taxes & fees
Jun 7 - Jun 8
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,003 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 $114
$135 total
includes taxes & fees
Jun 9 - Jun 10
Courtyard by Marriott Middletown Goshen

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (59 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 $138
$163 total
includes taxes & fees
Jun 14 - Jun 15
Candlewood Suites Middletown Goshen by IHG

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, (725 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 $152
$180 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Express & Suites Middletown - Goshen by IHG

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 $179
$211 total
includes taxes & fees
Jun 14 - Jun 15
Residence Inn by Marriott Middletown Goshen

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,001 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 $88
$103 total
includes taxes & fees
Jun 15 - Jun 16
Super 8 by Wyndham Middletown

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 $101
$120 total
includes taxes & fees
Jun 7 - Jun 8
Microtel Inn & Suites by Wyndham Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (772 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 $183
$220 total
includes taxes & fees
Jun 7 - Jun 8
Home2 Suites by Hilton Middletown

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
Discover cozy apartment living with kitchenettes at this Middletown retreat near LEGOLAND® New York. Enjoy complimentary WiFi and parking, with Paramount Theatre and Orange County Fair Speedway just a short drive away.
The price is $140
$288 total
includes taxes & fees
Jul 1 - Jul 2
Cottage Suites

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very Good, (51 reviews)
The price is $102
$125 total
includes taxes & fees
Jun 15 - Jun 16
Comfort Suites Central Valley - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,088 reviews)
Wake up to a complimentary breakfast at this Monroe hotel, just minutes from LEGOLAND® and premium shopping. The fitness center energizes your day while in-room refrigerators and microwaves offer convenience after exploring nearby Museum Village.
The price is $113
$127 total
includes taxes & fees
Jun 15 - Jun 16
Sleep Inn & Suites Monroe - Woodbury

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,006 reviews)
This Matamoras hotel offers an indoor pool for year-round swimming and a 24-hour fitness center for active travelers. Located near Westfall Town Center and Marie's Flea Market, guests enjoy free breakfast, WiFi, and parking with easy access to local attractions.
The price is $102
$111 total
includes taxes & fees
Jun 16 - Jun 17
Hampton Inn Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,003 reviews)
This tranquil hotel in Matamoras offers a quiet atmosphere with convenient free breakfast, WiFi, and parking. Guests can enjoy the indoor pool and fitness center after exploring nearby Westfall Town Center. The helpful staff ensures a comfortable business-friendly stay.
The price is $102
$111 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Hunt's Landing Hotel Matamoras/Milford

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (865 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.
The price is $108
$122 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Montgomery by IHG

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.0 out of 10, Wonderful, (1,001 reviews)
Experience comfort at this Milford motel where hiking adventures await. Enjoy complimentary WiFi and parking, with Mashipacong Island and Westfall Town Center nearby. Guests consistently praise the helpful staff, clean rooms, and nice bathrooms.
The price is $95
$104 total
includes taxes & fees
Jun 29 - Jun 30
Scottish Inns Milford

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
The price is $122
$144 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn & Suites Newburgh Stewart Airport

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (146 reviews)
Set in Sussex, this motel offers free WiFi and parking near High Point State Park and Dryden Kuser Natural Area. After exploring the outdoors, unwind in the garden area. Newark Liberty International Airport is 89 minutes away.
The price is $92
$103 total
includes taxes & fees
Jun 15 - Jun 16
High Point Motel
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.

Check out hotels with a pool in Middletown

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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.

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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Middletown
June
High 25°C / low 14°C. Sunny most days.
View properties in June
25°
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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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28°
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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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23°
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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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14°
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
20°
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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

Check out reviews of Middletown hotels guests love

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?
Sleep Inn & Suites Middletown - Goshen and Hampton Inn by Hilton Middletown are two accommodations you might want to consider that'll save you money.
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.