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Our top choices for Middletown hotels

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,008 reviews)
"Fresh breakfast each morning"
United States
Amanda
The price is AED 392
AED 463 total
includes taxes & fees
9 Jun - 10 Jun
Tru by Hilton Middletown

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,005 reviews)
"Breakfast is over at 10am, the pool is open in the evening very small but overall good for kids. Great stay and price."
United States
Stacey
The price is AED 418
AED 494 total
includes taxes & fees
3 Jun - 4 Jun
Courtyard by Marriott 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, (1,005 reviews)
"Very nice hotel, clean and love the breakfast menu."
United States
Sonam
The price is AED 436
AED 515 total
includes taxes & fees
10 May - 11 May
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,007 reviews)
"Breakfast was great and hotel was clean"
United States
Brigitte
The price is AED 372
AED 439 total
includes taxes & fees
27 May - 28 May
Hampton Inn by Hilton Middletown

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, (715 reviews)
"This is a wonderful hotel. Very clean and staff was amazing. "
United States
Joyce
The price is AED 419
AED 495 total
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Middletown - Goshen by IHG

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,021 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is AED 471
AED 556 total
includes taxes & fees
11 May - 12 May
Sleep Inn & Suites 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, (57 reviews)
"Stayed one night to go to Legoland nearby. Place was really clean and spacious. Staff is very friendly "
United States
Shannon
The price is AED 418
AED 494 total
includes taxes & fees
10 May - 11 May
Candlewood Suites Middletown Goshen by IHG

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)
"I'm not sure this is a hotel as much as a long-term shelter. The "guests" seem to be residents. The rooms themselves appear "lived in." Everything's old and outdated and smells like smoke. It only seemed like a hotel because of the Wyndham name attached and that it's next to a Marriot and Hampton Inn. The walls are paper thin and you can hear the blaringTVs coming from rooms on either side. Maybe just convert this place into a proper shelter for the people with children who really need it. But...
United States
Erik
The price is AED 403
AED 476 total
includes taxes & fees
11 May - 12 May
Microtel Inn & Suites by Wyndham Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (765 reviews)
"Very central to a lot of places like restaurants and stores. Also place is very clean and nice. Would def stay again"
United States
William
The price is AED 639
AED 767 total
includes taxes & fees
25 May - 26 May
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, (331 reviews)
"Great stay! The room was great and clean! The breakfast was delicious! The kitchen staff was so friendly! "
United States
Yasmin
The price is AED 691
AED 816 total
includes taxes & fees
17 May - 18 May
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, (1,004 reviews)
"Not in the greatest part of town, but inexpensive and close to shopping. Check in was easy and quick."
United States
John
The price is AED 349
AED 412 total
includes taxes & fees
10 May - 11 May
Super 8 by Wyndham Middletown

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,067 reviews)
"Clean room, polite and friendly staff, and nice location. "
United States
Cheryl
The price is AED 391
AED 442 total
includes taxes & fees
12 May - 13 May
Sleep Inn & Suites Monroe - Woodbury

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,005 reviews)
"We go for the hot breakfast"
United States
Michael
The price is AED 393
AED 428 total
includes taxes & fees
10 May - 11 May
Best Western Hunt's Landing Hotel Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,003 reviews)
"Great room, great breakfast, gym and pool "
United States
David
The price is AED 403
AED 439 total
includes taxes & fees
28 May - 29 May
Hampton Inn Matamoras/Milford

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very Good, (40 reviews)
"Helpful and nice staff"
United States
Albino
The price is AED 400
AED 493 total
includes taxes & fees
11 May - 12 May
Comfort Suites Central Valley - Woodbury

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (132 reviews)
"Was a nice room in a nice town! Would stay there again with a super easy check in and checkout "
United States
Reuben
The price is AED 323
AED 361 total
includes taxes & fees
11 May - 12 May
High Point Motel

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (858 reviews)
"the breakfast was ok, parking felt safe even though a part a it was not well lighted. "
United States
France
The price is AED 367
AED 416 total
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Express & Suites Montgomery by IHG

Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (411 reviews)
"Excellent, very quiet , very quaint and highly recommend."
United States
Luz
The price is AED 349
AED 380 total
includes taxes & fees
11 May - 12 May
Myer Motel

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,006 reviews)
"Always a great stay "
United States
Janice
The price is AED 360
AED 408 total
includes taxes & fees
31 May - 1 Jun
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.0 out of 10, Wonderful, (1,003 reviews)
"The Inn is in a great location for those traveling 81E and need a place to spend the night. The room was comforable and provided us a good nights rest. There's also a nice diner next door that we walked to and purchased breakfast before hitting the road again. The room was clean, and check-in was easy. "
United States
Cathy
The price is AED 364
AED 396 total
includes taxes & fees
21 May - 22 May
Scottish Inns Milford
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Stay near popular Middletown attractions

Learn more about Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

More cheap stays in Middletown

Hotels in Middletown with star-rating

Find out more about Middletown

Top reasons to visit Middletown

  • Family-Friendly Activities: Middletown offers a variety of attractions perfect for families, including an indoor waterpark and urban parks.
  • Vibrant Shopping and Dining: Enjoy retail therapy at a bustling shopping mall and explore diverse dining options throughout the city.
  • Charming Neighborhoods: Discover welcoming neighborhoods filled with friendly locals, creating a warm atmosphere for visitors.
  • Outdoor Adventures: Experience scenic lakes and national state parks for a mix of adventure and relaxation.
  • Diverse Accommodations: From family-friendly hotels to pet-friendly options, there’s a perfect place for every traveler.

Find great hotels in and around Middletown

Middletown, New York offers a diverse selection of accommodations to cater to all types of travelers. From family-friendly hotels to pet-friendly options, you’ll find the perfect place to unwind. Whether you’re seeking the best hotels in Middletown or spacious suites for a longer stay, this charming city has something for everyone, ensuring a memorable vacation experience.

  • Super 8 by Wyndham Middletown: This motel offers a straightforward and comfortable stay in the heart of Middletown. Guests can unwind in well-equipped rooms featuring premium TV channels and satellite TV for entertainment after a day of exploration. The hotel is conveniently located near various outlet shopping options, making it ideal for those looking to indulge in retail therapy. With its cozy atmosphere and essential amenities, Super 8 by Wyndham Middletown is perfect for families and vacationers seeking a budget-friendly option without sacrificing comfort.
  • Super 8 by Wyndham Montgomery Maybrook: Positioned 19.3km away from Middletown, this motel caters to business travelers seeking a functional and efficient stay. The hotel provides essential amenities suitable for work and leisure, making it a great choice for those balancing business commitments with relaxation. The surrounding area offers a quiet environment, allowing guests to recharge after a productive day. Super 8 by Wyndham Montgomery Maybrook is dedicated to ensuring a seamless experience for travelers looking to blend work with leisure during their getaway.
  • Sleep Inn & Suites Middletown - Goshen: This hotel is designed for both business and leisure travelers, offering a perfect blend of comfort and convenience. Guests can enjoy modern accommodations with a range of amenities aimed at enhancing their stay. The property's proximity to Middletown makes it an excellent base for exploring the area. With features such as a fitness center and business facilities, Sleep Inn & Suites caters to the needs of all guests, ensuring a pleasant and productive experience during your visit.

Where to stay in and around Middletown

Middletown, New York, offers a delightful blend of family-friendly activities and vibrant city life. Explore charming neighborhoods and the bustling city center, where friendly locals create a welcoming atmosphere. Nearby attractions provide a mix of budget and luxury experiences, ensuring every traveler finds something special. Whether you’re enjoying local parks or indulging in the city’s entertainment options, Middletown promises unforgettable moments for all ages.

  • Goshen: Located a mere 9.7km from Middletown, Goshen is a vibrant city that offers a delightful mix of family-friendly and entertainment-themed experiences. Visitors can enjoy a variety of activities, from exploring local resorts and shopping centers to visiting the nearby theme park and modern square. The city is particularly lively during March, July, and September, making it an ideal time for those seeking a bustling atmosphere. Whether you're looking for a fun day out with the family or a shopping spree, Goshen has something for everyone.
  • New Hampton: Just 4.8km away from Middletown, New Hampton is another charming city that attracts visitors year-round. With a peak in traveler arrivals during April and June to July, this city is well-known for its family and entertainment-oriented attractions. Popular spots include resorts and shopping areas, ensuring that there's no shortage of things to do. New Hampton also features a lovely street that invites leisurely strolls and exploration of local shops, making it a great destination for those looking to soak in the community vibe.
  • Howells: Nestled within the Middletown area, Howells is a quaint village that appeals to outdoor enthusiasts and adventure seekers. With visitor numbers peaking in the summer months of July and August, Howells offers stunning scenery and recreational opportunities. Outdoor activities abound, with access to beautiful mountains, urban parks, and a local theater for evening entertainment. If you crave a mix of nature and community, Howells is an excellent choice for a memorable getaway.

Things to do in and around Middletown

Middletown, New York, offers a diverse range of family-friendly activities and entertainment options. Visitors can explore a vibrant shopping mall center, enjoy a downtown tour, or have fun at an indoor waterpark. Whether you’re looking for retail therapy or a fun-filled day, Middletown's attractions make it an ideal destination for a city-themed vacation.

Shopping

In Middletown, you can visit the Galleria at Crystal Run, a vibrant shopping mall with entertainment options. For a local experience, check out Soons Orchards, just 4.8km away, or the Mamakating Farmers Market, located 14.5km away, both offering unique gifts and a charming atmosphere.

Recreation

The Rock Sports Complex, located 16.1km from Middletown, offers an energetic atmosphere with various sports activities. At Thomas Bull Memorial Park, 12.9km away, you can enjoy serene walking trails and relaxation spots. Scenic Farms Golf Course, 17.7km from Middletown, provides a scenic outdoor experience for golf enthusiasts.

Adventure

Experience the thrill of motor racing at Orange County Fair Speedway, where adrenaline meets excitement. For winter sports enthusiasts, Mount Peter Ski Area offers fantastic skiing opportunities, located 24.1km away. Enjoy the great outdoors at Continental Road Trailhead, featuring scenic trails and adventure vibes, located 25.7km away.

Nightlife

Experience the charm of the Paramount Theatre for a romantic night filled with entertainment and culture. For family fun, visit Castle Fun Center, an arcade adventure zone nine miles away. Don't miss the thrill of the Alpine Mountain Coaster, located eighteen miles from Middletown.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middletown

To save money on your trip to Middletown, consider visiting during the cheaper months of March or December to January, avoiding the peak summer and fall seasons. Book your stay on a Tuesday for the best rates, and use Expedia’s search tool to find budget-friendly accommodations. Look for Eco-certified hotels for sustainable options, and maximize savings by bundling your hotel, flight, and activities into a package deal. Lastly, take advantage of free activities in the area to enjoy your vacation without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middletown are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middletown is Tuesday. The most expensive day to stay in Middletown is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can organize your search results from the lowest to highest prices, allowing you to view the most affordable hotels first. Additionally, you can refine your choices by hotel category— for instance, selecting the Eco-certified filter will display sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Middletown hotel reservations with your flights and activities by booking an Expedia package.

Find the best attractions in and around Middletown

Middletown, New York, is perfect for family-friendly and entertainment-focused vacations, offering a mix of urban parks, national state parks, and scenic lakes. Visitors can enjoy a variety of outdoor activities and city experiences, making it an ideal destination for travelers seeking adventure and relaxation. Explore the local attractions that cater to both families and outdoor enthusiasts, ensuring a memorable trip for all.

  • Orange County Fairgrounds: Experience the vibrant atmosphere of the Orange County Fairgrounds, where family-friendly events and outdoor activities come to life. Enjoy fairs, concerts, and seasonal festivities that celebrate local culture and community.
  • Touro College of Osteopathic Medicine: Visit Touro College of Osteopathic Medicine, a modern educational institution offering a glimpse into the future of healthcare. The campus features contemporary facilities and a dynamic urban vibe, making it a unique spot for those interested in medical education.
  • Orange County Arboretum: Explore the serene beauty of the Orange County Arboretum, located a short drive from Middletown. This family-friendly outdoor space showcases diverse plant species and walking trails, perfect for a leisurely stroll or a picnic with loved ones.

Best time to go to Middletown

The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnySlightly LowSlightly Low
February28.6°F (-1.9°C)Light RainMostly CloudyAverageAverage
March36.1°F (2.3°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
August70.5°F (21.4°C)Light RainMostly SunnyAverageSlightly High
September63.7°F (17.6°C)Light RainMostly SunnyAverageAverage
October52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December32.7°F (0.4°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Middletown

When planning your trip to Middletown, New York, you have several major airport options. Newark Liberty International Airport (EWR) is 86.9km away, with nearby luxury hotels like The Dominick and The Beekman, both 14.5km from the airport. New York LaGuardia Airport (LGA) is slightly farther at 88.5km, featuring excellent accommodations such as Virgin Hotels New York City and The Plaza, both within 9.7km. Lastly, White Plains Westchester County Airport (HPN) is the closest at 49.7km, with notable hotels like The Opus Westchester, just 6.4km away, offering various transportation services for convenience. Each airport provides easy access to Middletown, enhancing your travel experience.

Frequently asked questions

What's the best place for a stay in Middletown?
Sleep Inn & Suites Middletown - Goshen is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and an indoor pool. Other good choices for your visit include La Quinta Inn & Suites by Wyndham Middletown-Goshen and Courtyard by Marriott Middletown Goshen. See all available top hotels, or vacation rentals in Middletown.
What are some of the best vacation rentals in Middletown?
Red Barn Retreat - Shawangunk Mountains Getaway: Visitors like this Middletown vacation home rental. It is located on a river and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub in this rental home to help you unwind. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
Where can I learn more about changing or cancelling my trip to Middletown?
To access more information about changing or cancelling your trip to Middletown, head over to our customer service page.
What's the best accommodation for a budget-friendly stay in Middletown?
Based on reviews, Microtel Inn & Suites by Wyndham Middletown is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in Middletown.
What's the best place to stay when traveling with kids to Middletown?
Courtyard by Marriott Middletown Goshen is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Hampton Inn by Hilton Middletown is another good option for your kid-friendly vacation. Attractions in the area like Harness Racing Museum and Hall of Fame and LEGOLAND® New York are also fun for kids of all ages. Find more child-friendly accommodations in Middletown.
What is the favorite LGBTQ-friendly accommodation in Middletown?
Hampton Inn by Hilton Middletown is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Home2 Suites by Hilton Middletown and Residence Inn by Marriott Middletown Goshen are two other good options for your stay.
What's the best pet-friendly hotel in Middletown?
Courtyard by Marriott Middletown Goshen is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good options to stay with your pet include La Quinta Inn & Suites by Wyndham Middletown-Goshen and Hampton Inn by Hilton Middletown. See more pet-friendly hotel accommodations in Middletown.
What's the best place to stay near Galleria at Crystal Run?
Microtel Inn & Suites by Wyndham Middletown is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.6 mi (0.9 km) from Galleria at Crystal Run. Other good choices within a short distance include Courtyard by Marriott Middletown Goshen and Tru by Hilton Middletown.
What about the best place to stay close to Paramount Theatre?
One of the top choices for your stay is Tru by Hilton Middletown, located 2.1 mi (3.3 km) from Paramount Theatre, and this hotel offers free breakfast and free parking. Microtel Inn & Suites by Wyndham Middletown and Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel are two other good choices within a few miles.
What are some accommodations with pools in Middletown?
Holiday Inn Express & Suites Middletown - Goshen by IHG is a top hotel with an indoor pool, free breakfast, and free WiFi. View all hotels with pools in Middletown.
What's the best place to stay near Stewart International Airport (SWF)?
Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.
What is staying in Middletown like?
Families will find kid-friendly activities in Middletown, and visitors give high marks for the top-notch restaurants. This welcoming city also attracts tourists with its shopping. In Middletown, there are 41 hotels and other accommodations to choose from. Find out more about Middletown.
What is there to see in Middletown?
The picturesque setting of Highland Lake and Thomas Bull Memorial Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Paramount Theatre and Orange County Fair Speedway. Check out what more to see and do in Expedia's Middletown guide.
What's the weather like in Middletown?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.