Hotels in Middletown

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Nov 3 - Nov 4
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Nov 4 - Nov 5
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Nov 6 - Nov 8
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Nov 13 - Nov 15

Where to stay in Middletown?

A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.

1. 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 $111
$131 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A hotel with a modern facade, multiple floors, and a covered entrance area.

2. 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, (792 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 $110
$130 total
includes taxes & fees
Dec 4 - Dec 5
Holiday Inn Express & Suites Middletown - Goshen by IHG
A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

3. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 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 $81
$96 total
includes taxes & fees
Nov 29 - Nov 30
Tru by Hilton Middletown
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

4. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,253 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 $101
$119 total
includes taxes & fees
Nov 29 - Nov 30
Sleep Inn & Suites Middletown - Goshen
An outdoor patio area with seating, a fire feature, and a view of the surrounding buildings.

5. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (797 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 $152
$183 total
includes taxes & fees
Nov 9 - Nov 10
Home2 Suites by Hilton Middletown
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

6. 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)
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 $85
$100 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn by Hilton Middletown
A landscaped outdoor area with a fire feature, seating, and a pathway.

7. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,002 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 $93
$109 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

8. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (352 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
Nov 29 - Nov 30
Residence Inn by Marriott Middletown Goshen
A multi-story hotel with a central courtyard, large windows, and a parking lot.

9. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
6.8 out of 10, Good, (1,004 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 $97
$114 total
includes taxes & fees
Nov 22 - Nov 23
Microtel Inn & Suites by Wyndham Middletown
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

10. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (92 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 $112
$132 total
includes taxes & fees
Nov 9 - Nov 10
Candlewood Suites Middletown Goshen by IHG
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

11. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, Good, (1,003 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 $71
$83 total
includes taxes & fees
Nov 22 - Nov 23
Super 8 by Wyndham Middletown
A modern bedroom with a four-poster bed, a desk, and a chair.

12. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.0 out of 10, (12 reviews)
This charming Middletown B&B offers a cozy restaurant and relaxing bar just 15 minutes from LEGOLAND® New York. Guests enjoy thoughtful touches like plush bathrobes, free WiFi, and complimentary parking, with Paramount Theatre and Orange County Fair Speedway nearby.
The price is $101
$188 total
includes taxes & fees
Nov 4 - Nov 5
Columbus Hotel
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

13. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, Good, (21 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 $72
$155 total
includes taxes & fees
Nov 9 - Nov 10
Columbus Suites
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

14. 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 $129
$159 total
includes taxes & fees
Nov 5 - Nov 6
Fairfield Inn & Suites by Marriott Goshen Middletown
A Simon Premium Outlet sign at Woodbury Commons.

15. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.8 out of 10, Excellent, (1,004 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 $107
$132 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Hotel & Suites Chester by IHG
A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

16. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,121 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 $106
$120 total
includes taxes & fees
Nov 23 - Nov 24
Sleep Inn & Suites Monroe - Woodbury
A lobby with a fireplace, seating area, and a reception desk.

17. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,154 reviews)
Wake up to a complimentary breakfast at this convenient hotel near shopping destinations. The indoor pool offers year-round relaxation after exploring nearby attractions. Rooms include refrigerators and microwaves, with free WiFi and parking completing your comfortable stay.
The price is $118
$145 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn Harriman Woodbury
A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.

18. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,004 reviews)
The price is $132
$156 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Newburgh Stewart Airport
A swimming pool with colorful umbrellas and lounge chairs.

19. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (139 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 $127
$281 total
includes taxes & fees
Dec 4 - Dec 5
LEGOLAND Hotel NEW York
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

20. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,001 reviews)
Positioned 3.2 mi from Stewart Airport with complimentary shuttle service, this New Windsor hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and 24-hour fitness center while staying near Hamilton Fish Bridge and Purple Heart Hall of Honor.
The price is $178
$210 total
includes taxes & fees
Nov 28 - Nov 29
Homewood Suites Stewart Airport
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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Check out pet-friendly hotels in Middletown

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
The price is $81
$96 total
includes taxes & fees
Nov 29 - Nov 30
Tru by Hilton Middletown
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You can also stay at hotels with a pool in Middletown

A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.
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, (1004)
The price is $111
$131 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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

Go beyond your typical stay in Middletown

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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 November
Currently viewing crowd sizes and weather for November.

November

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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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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.
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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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Monthly weather averages (˚C)

Top landmarks in Middletown

A large Ferris wheel against a sunset sky.

Orange County Fairgrounds

8.0/10 (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 The Rock Sports Complex and Orange County Arboretum.
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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
A lake surrounded by autumn-colored trees reflecting on the water.

Check out reviews of Middletown hotels guests love

A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown

10/10 Exceptional

I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.
United States
Jordan
Reviewed October 17, 2023
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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 is an accommodation 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 23 apartments or 5 cottages.

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.