Hotels in Middletown

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Check prices for these dates

Tonight
Oct 30 - Oct 31
Tomorrow
Oct 31 - Nov 1
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Where to stay in Middletown?

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

1. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,474 reviews)
Escape to adventure at this Monticello retreat with 5 restaurants and 2 bars. Splash year-round in the indoor waterpark and outdoor pool. Clean rooms feature microwaves and fridges, all within walking distance of Resorts World casino.
The price is $124
$211 total
includes taxes & fees
Nov 12 - Nov 13
The Kartrite Resort & Indoor Waterpark
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

2. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,248 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 22 - Nov 23
Sleep Inn & Suites Middletown - Goshen
A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.

3. 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 $111
$132 total
includes taxes & fees
Nov 9 - Nov 10
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A landscaped outdoor area with a fire feature, seating, and a pathway.

4. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,004 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
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

5. 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 $81
$96 total
includes taxes & fees
Nov 29 - Nov 30
Tru by Hilton Middletown
A hotel with a modern facade, multiple floors, and a covered entrance area.

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, (789 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
Nov 29 - Nov 30
Holiday Inn Express & Suites Middletown - Goshen by IHG
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

7. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (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 $84
$99 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn by Hilton Middletown
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 hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

9. 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 10 - Nov 11
Candlewood Suites Middletown Goshen by IHG
An outdoor patio area with seating, a fire feature, and a view of the surrounding buildings.

10. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (796 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 8 - Nov 9
Home2 Suites by Hilton Middletown
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.

11. 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 1 - Nov 2
Fairfield Inn & Suites by Marriott Goshen Middletown
A swimming pool with colorful umbrellas and lounge chairs.

12. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (137 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
Nov 1 - Nov 2
LEGOLAND Hotel NEW York
A Holiday Inn Express hotel with a covered entrance, a parking lot, and a well-lit facade.

13. 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, (1,002 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 $103
$127 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Chester by IHG
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

14. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (182 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 $275
$339 total
includes taxes & fees
Nov 2 - Nov 3
The Orange Inn Boutique Hotel
A large, two-story house with a wrap-around porch and multiple chimneys.

15. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
9.8 out of 10, Exceptional, (45 reviews)
The price is $259
$319 total
includes taxes & fees
Nov 1 - Nov 2
Parkway House Goshen Family-Friendly Bed & Breakfast
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

16. Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
Unwind at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary breakfast and room service after a day of adventures at LEGOLAND® New York or the nearby Harness Racing Museum and Hall of Fame.
The price is $305
$375 total
includes taxes & fees
Nov 5 - Nov 6
Stagecoach Inn
A rectangular swimming pool with a wooden deck and a fence.

17. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, Good, (721 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 $78
$92 total
includes taxes & fees
Nov 22 - Nov 23
Days Inn by Wyndham Middletown
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

18. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, Good, (1,002 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 hotel with a prominent glass facade and a distinctive logo on the building.

19. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,291 reviews)
Immerse yourself in the Catskills at this luxurious retreat featuring a casino, 6 restaurants, and multiple bars. Enjoy deep-tissue massages at the full-service spa or take a dip in the indoor pool after a workout in the 24-hour fitness center.
The price is $170
$217 total
includes taxes & fees
Nov 1 - Nov 2
Resorts World Catskills Casino
A multi-story hotel with a central courtyard, large windows, and a parking lot.

20. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
6.8 out of 10, Good, (1,000 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
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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Showing deals for:Oct 30 - Oct 31
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,248 reviews)
The price is $247
per night
$292 total
includes taxes & fees
Sleep Inn & Suites Middletown - Goshen

Check out pet-friendly hotels 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, (1001)
The price is $111
$132 total
includes taxes & fees
Nov 9 - Nov 10
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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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, (1001)
The price is $111
$132 total
includes taxes & fees
Nov 9 - Nov 10
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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Pet friendly
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Hot tub
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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 October
Currently viewing crowd sizes and weather for October.

October

High 16°C / low 7°C. 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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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.
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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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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.