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

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Where to stay in Middletown?

Reception
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
8.6 out of 10, Excellent, (954)
The price is CNY632
CNY747 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
See more propertiesforward arrow

Check out pet-friendly hotels in Middletown

Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (954)
The price is CNY632
CNY747 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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 December
Currently viewing crowd sizes and weather for December.
Typical weather for Middletown
December
Moderate crowds
High 4°C / low -3°C. Snow likely.
View properties in December
4°
ac_unit
December, Moderate crowds, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
1°
ac_unit
January, Low crowds, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
3°
ac_unit
February, Low crowds, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
7°
ac_unit
March, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
14°
weather_partly_sunny
April, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
4°
20°
weather_sun
May, Low crowds, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
25°
weather_sun
June, High crowds, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
28°
weather_sun
July, High crowds, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
27°
weather_sun
August, High crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
23°
weather_sun
September, Low crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
16°
weather_sun
October, High crowds, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
9°
weather_partly_sunny
November, Moderate crowds, average high temperature 9 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
Monthly weather averages (˚C)

Top landmarks in Middletown

Ferris wheel at the sunset

Orange County Fairgrounds

3.9/5 (33 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.
See properties
Overview of Cold Spring and Hudson Highlands State Park in Fall, New York - October 2024

Highland Lakes State Park

3.8/5 (10 reviews)
Highland Lakes State Park is 5.8 mi (9.3 km) from central Middletown, why not stop by during your stay.
See properties

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
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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Awesome"
Michael 2-night trip
Posted 18 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Frequently asked questions

How much does a hotel room cost in Middletown?
You can discover great hotels in Middletown from CNY628 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 free parking. 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 13 vacation homes. You can also consider one of the 5 cottages for your trip.

Keep exploring