Photo by Vincent Ramundo

Hotels in Middletown

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Middletown?

Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (972 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 CNY619
CNY731 total
includes taxes & fees
Feb 17 - Feb 18
Tru by Hilton Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 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 CNY641
CNY757 total
includes taxes & fees
Mar 5 - Mar 6
Sleep Inn & Suites Middletown - Goshen
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, (703 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 CNY747
CNY883 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express & Suites Middletown - Goshen by IHG
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, (971 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 CNY706
CNY834 total
includes taxes & fees
Feb 16 - Feb 17
La Quinta Inn & Suites by Wyndham 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, (41 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 CNY699
CNY826 total
includes taxes & fees
Mar 1 - Mar 2
Candlewood Suites Middletown Goshen by IHG
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 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 CNY559
CNY660 total
includes taxes & fees
Feb 26 - Feb 27
Hampton Inn by Hilton Middletown
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (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 CNY641
CNY757 total
includes taxes & fees
Feb 15 - Feb 16
Courtyard by Marriott Middletown Goshen
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (750 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 CNY1,011
CNY1,219 total
includes taxes & fees
Feb 20 - Feb 21
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, (319 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 CNY1,113
CNY1,315 total
includes taxes & fees
Feb 20 - Feb 21
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, (1,002 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 CNY488
CNY577 total
includes taxes & fees
Feb 22 - Feb 23
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 CNY629
CNY744 total
includes taxes & fees
Mar 5 - Mar 6
Microtel Inn & Suites by Wyndham Middletown
Days Inn by Wyndham Middletown
Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (679 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 CNY582
CNY688 total
includes taxes & fees
Feb 12 - Feb 13
Days Inn by Wyndham Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1,001 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 CNY643
CNY792 total
includes taxes & fees
Feb 19 - Feb 20
Fairfield Inn & Suites by Marriott Goshen Middletown
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (157 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 CNY1,384
CNY1,704 total
includes taxes & fees
Feb 12 - Feb 13
The Orange Inn Boutique Hotel
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 CNY1,626
CNY2,002 total
includes taxes & fees
Feb 12 - Feb 13
Stagecoach Inn
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 CNY843
CNY1,648 total
includes taxes & fees
Mar 13 - Mar 14
Close to Trails: Studio w/ Water Views
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, (1,000 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 CNY699
CNY826 total
includes taxes & fees
Feb 12 - Feb 13
Holiday Inn Express Hotel & Suites Chester by IHG
Borland House Inn
Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (150 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
Borland House Inn
Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,000 reviews)
At Super 8 Montgomery Maybrook, wake up to complimentary breakfast before exploring nearby City Winery Hudson Valley. Free WiFi and parking enhance your stay while the attentive staff, praised by fellow travelers, ensures a pleasant experience.
The price is CNY482
CNY546 total
includes taxes & fees
Feb 23 - Feb 24
Super 8 by Wyndham Montgomery Maybrook
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
Unwind at this charming B&B with a refreshing outdoor pool, lush garden, and peaceful terrace. After complimentary breakfast, explore nearby hiking trails or head to LEGOLAND and Woodbury Common Premium Outlets, both within 15 minutes.
The price is CNY1,486
CNY1,681 total
includes taxes & fees
Feb 23 - Feb 24
The Dominion House Bed & Breakfast
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 pet-friendly hotels in Middletown

You may also like hotels with pools in 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.

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 February
Currently viewing crowd sizes and weather for February.
Typical weather for Middletown
February
High 3°C / low -6°C. Snow likely.
View properties in February
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
ac_unit
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
20°
weather_sun
May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
25°
weather_sun
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
28°
weather_sun
July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
27°
weather_sun
August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
23°
weather_sun
September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
ac_unit
December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
ac_unit
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
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.

Route 17 in ny is a great road to view the fall foliage
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Check out reviews of Middletown hotels guests love

Frequently asked questions

How much does a hotel room cost in Middletown?
You can discover great hotels in Middletown from CNY546 with properties to suit all budgets and needs. Microtel Inn & Suites by Wyndham Middletown is one low-cost option that's popular with our travelers. If you're after an affordable hotel in Middletown that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Middletown hotels?
Discover great deals on Middletown hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Middletown hotels.
Can I book Middletown hotels with free cancellation?
To book a refundable Middletown hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Middletown?
Consider one of our travelers' favorite pet-friendly hotels in Middletown:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Middletown.
What are some of the best hotels in Middletown for couples?
Choose a top-rated Middletown romantic hotel and enjoy your couple's getaway. Our travelers love Residence Inn by Marriott Middletown Goshen, a hotel with a restaurant and an indoor pool. Another romantic hotel with top reviews is Home2 Suites by Hilton Middletown. This hotel offers an indoor pool and proposal/romance packages for a perfect stay. Discover more hotels in Middletown on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Middletown?
One of the best Middletown hotels for kids is Courtyard by Marriott Middletown Goshen. Courtyard by Marriott Middletown Goshen is a kid-friendly hotel with a guest score of 8.6 out of 10 offering family-friendly amenities like an indoor pool and children's meals, plus free cribs in guestrooms. Find even more kid-friendly hotels in Middletown by using our "Family friendly" filter on Hotels.com when you search.
What are the top Middletown hotels with a pool?
For some added luxury, discover the best Middletown hotels with a pool. La Quinta Inn & Suites by Wyndham Middletown-Goshen is a great hotel with an indoor pool and a guest rating of 9.4 out of 10. Plus, you can make the most of its free continental breakfast and gym. Residence Inn by Marriott Middletown Goshen is a popular hotel that features an indoor pool along with a restaurant and a bar/lounge. To find more stays in Middletown with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Middletown hotels with free parking?
If you're driving, a great Middletown hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Middletown?
For hotels in central Middletown, check out La Quinta Inn & Suites by Wyndham Middletown-Goshen and Residence Inn by Marriott Middletown Goshen. Travelers love La Quinta Inn & Suites by Wyndham Middletown-Goshen for its location, as well as the indoor pool, free continental breakfast and free parking this hotel offers. Residence Inn by Marriott Middletown Goshen is another popular central hotel with an indoor pool, a restaurant and a bar/lounge.
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 also might want to book one of 5 cottages or 5 cabins.

Keep exploring