Photo by Vincent Ramundo

Hotels in Middletown

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This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Middletown?

Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,013 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
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 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 $96
$114 total
includes taxes & fees
May 28 - May 29
Tru by Hilton Middletown
Exterior

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
Exterior

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)
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 $117
$139 total
includes taxes & fees
May 31 - Jun 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Exterior

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 $152
$180 total
includes taxes & fees
Jun 11 - Jun 12
Holiday Inn Express & Suites Middletown - Goshen by IHG
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 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
May 28 - May 29
Hampton Inn by Hilton Middletown
Property amenity

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)
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
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

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 $89
$105 total
includes taxes & fees
May 31 - Jun 1
Super 8 by Wyndham Middletown
View from property

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (332 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 27 - May 28
Residence Inn by Marriott Middletown Goshen
Courtyard

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
Exterior

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 $100
$118 total
includes taxes & fees
May 25 - May 26
Microtel Inn & Suites by Wyndham Middletown
Seasonal outdoor pool

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (683 reviews)
Wake up to a complimentary on-the-go breakfast at this motel before heading to nearby LEGOLAND® New York, just a 10-minute drive away. Take a refreshing dip in the seasonal outdoor pool after exploring Soons Orchards in the area.
The price is $100
$118 total
includes taxes & fees
May 25 - May 26
Days Inn by Wyndham Middletown
Reception

Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
3.0 star property
Slate Hill
The price is $284
$335 total
includes taxes & fees
May 25 - May 26
Aspiratinns Hotel & Wellness Center
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
Wake up to a free breakfast at this Goshen hotel, just 5 minutes from LEGOLAND® New York. Cool off in the seasonal outdoor pool or maintain your routine at the 24-hour fitness center. Guests love the helpful staff and convenient free parking and WiFi.
The price is $139
$171 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior

Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
Parkway House Goshen Bed & Breakfast
Restaurant

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (161 reviews)
Escape to this boutique hotel where 6 coffee shops keep you energized between LEGOLAND® New York adventures. With a restaurant, bar, and free WiFi, you'll enjoy easy access to local attractions while the helpful staff ensures a memorable stay.
The price is $250
$308 total
includes taxes & fees
May 26 - May 27
The Orange Inn Boutique Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (42 reviews)
Imagination comes alive at this playful retreat steps from LEGOLAND® New York. Families can enjoy the outdoor pool after park adventures, then recharge with complimentary breakfast before building more memories. The on-site restaurant and bar complete your magical brick-filled escape.
The price is $268
$438 total
includes taxes & fees
May 25 - May 26
LEGOLAND Hotel NEW York
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
Discover this countryside apartment featuring full kitchens and private balconies in Westbrookville. Visit nearby Sheriff H. Frank Bigger Memorial Park or explore Gobbler's Knob State Forest. Free parking and air conditioning add to your comfort during your stay.
The price is $183
$342 total
includes taxes & fees
May 25 - May 26
Close to Trails: Studio w/ Water Views
Design Apartment, Patio, Garden View | Private kitchen

Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
2.0 star property
Goshen
The price is $345
$425 total
includes taxes & fees
Jun 18 - Jun 19
Historic Horse Barn Apartment in Goshen
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,001 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is $108
$133 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hotel & Suites Chester by IHG
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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Get last-minute hotel deals in Middletown and save more

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Showing deals for:May 21 - May 22
Free daily English breakfast
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
The price is $169
per night
$200 total
includes taxes & fees
Tru by Hilton Middletown
Showing deals for:May 22 - May 23
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,000 reviews)
The price is $159
per night
$188 total
includes taxes & fees
Super 8 by Wyndham Middletown

Check out hotels with a pool in Middletown

Exterior
La Quinta Inn & Suites by Wyndham 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, (1000)
The price is $117
$139 total
includes taxes & fees
May 31 - Jun 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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You may also like pet-friendly hotels in Middletown

Free daily English breakfast
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1001)
The price is $96
$114 total
includes taxes & fees
May 28 - May 29
Tru by Hilton Middletown
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.
View all properties

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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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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27°
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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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7°
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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.
4°
Monthly weather averages (˚C)

Top landmarks in Middletown

Ferris wheel at the sunset

Orange County Fairgrounds

4.0/5 (87 reviews)
Orange County Fairgrounds is 0.3 mi (0.6 km) from central Mechanicstown, why not stop by during your stay. If you'd also like to explore some of the parks in Mechanicstown, head to Orange County Arboretum and The Rock Sports Complex.
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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.

See all hotels in Middletown
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Check out reviews of Middletown hotels guests love

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Hotel in a nice area, clean/comfortable, nice staff & met our expectations overall."
Ricardo 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Monroe - Woodbury

Frequently asked questions

What accommodations do travelers like in Middletown?
Guests like Sleep Inn & Suites Middletown - Goshen, La Quinta Inn & Suites by Wyndham Middletown-Goshen and Courtyard by Marriott Middletown Goshen.
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.