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Our top choices for Middletown hotels

Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (968 reviews)
  • cleanliness
    Modern hotel near LEGOLAND® offering free breakfast and convenient parking.
"Yes I enjoyed my stay"
United States
Vivette
The price is ₩130,784
₩154,488 total
includes taxes & fees
Feb 2 - Feb 3
Tru by Hilton Middletown
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Quiet retreat near LEGOLAND with seasonal pool and complimentary amenities.
"Staff, Room Clean, Early breakfast. "
United States
Jessica
The price is ₩117,184
₩138,424 total
includes taxes & fees
Feb 19 - Feb 20
Hampton Inn by Hilton Middletown
Exterior

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, (965 reviews)
  • cleanliness
    Near LEGOLAND and convenient for families, this hotel promises a relaxing stay.
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is ₩155,469
₩183,649 total
includes taxes & fees
Feb 1 - Feb 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Dive into NY adventures at this Middletown hotel near LEGOLAND with an indoor pool.
"Love staying here "
United States
devin
The price is ₩146,788
₩173,394 total
includes taxes & fees
Feb 26 - Feb 27
Courtyard by Marriott Middletown Goshen
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Riverside comfort near LEGOLAND® with pool and friendly service.
"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "
United States
carla
The price is ₩144,905
₩171,170 total
includes taxes & fees
Feb 22 - Feb 23
Sleep Inn & Suites Middletown - Goshen
Exterior

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, (701 reviews)
  • cleanliness
    Enjoy LEGOLAND® New York nearby after a refreshing swim in the indoor pool.
"This was a wonderful experience, hotel was amazing as well as staff. I would stay again"
United States
Tierra
The price is ₩152,177
₩179,761 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express & Suites Middletown - Goshen by IHG
Exterior

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.0 out of 10, Wonderful, (38 reviews)
  • cleanliness
    Scenic Middletown hotel near LEGOLAND® New York with convenient IHG amenities.
"Great staff and very clean room."
United States
Ashley
The price is ₩147,787
₩174,574 total
includes taxes & fees
Feb 22 - Feb 23
Candlewood Suites Middletown Goshen by IHG
View from property

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)
  • cleanliness
    Experience comfort near LEGOLAND® New York in this welcoming Middletown hotel.
"Always amazing was my second time here and will stay again."
United States
CiCi
The price is ₩246,702
₩291,416 total
includes taxes & fees
Feb 2 - Feb 3
Residence Inn by Marriott Middletown Goshen
Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (750 reviews)
  • cleanliness
    Experience indoor pool, fitness, and comfort at this Middletown hotel.
"Room is clean and spacious, staffs are friendly and professional, highly recommended!"
United States
Rocky
The price is ₩238,982
₩287,378 total
includes taxes & fees
Feb 2 - Feb 3
Home2 Suites by Hilton Middletown
Exterior

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)
  • cleanliness
    Stay close to LEGOLAND® with free breakfast and parking in Middletown.
"The room was very clean. The staff was welcoming and polite. Not sure about The amenities was only there on a business trip. Overall would definitely stay again. "
United States
Daniel
The price is ₩146,778
₩173,382 total
includes taxes & fees
Feb 1 - Feb 2
Microtel Inn & Suites by Wyndham Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
  • cleanliness
    Wake up to a peaceful stay near LEGOLAND® New York with free WiFi and parking.
"Never stayed anywhere like this, "
United States
Emelia
The price is ₩103,232
₩121,947 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham Middletown
Exterior

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, (1,002 reviews)
  • cleanliness
    Modern hotel near LEGOLAND® New York with indoor pool and complimentary perks.
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is ₩121,449
₩143,461 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express Hotel & Suites Chester by IHG
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,020 reviews)
  • cleanliness
    Convenient lodging near Woodbury Common Outlets with free breakfast and parking.
"Room always comfortable and convenient location "
United States
laura
The price is ₩116,913
₩132,258 total
includes taxes & fees
Feb 19 - Feb 20
Sleep Inn & Suites Monroe - Woodbury
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (4 reviews)
"Close to town, restaurants, gas, etc… Very clean, comfy bed, decent breakfast"
United States
Michael
The price is ₩135,569
₩166,921 total
includes taxes & fees
Feb 25 - Feb 26
Comfort Suites Central Valley - Woodbury
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,049 reviews)
  • cleanliness
    Minutes from premium outlets with a pool, fitness center, and free breakfast.
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is ₩153,507
₩189,008 total
includes taxes & fees
Feb 10 - Feb 11
Hampton Inn Harriman Woodbury
Bar (on property)

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Experience peaceful stays in a scenic rural setting near the interstate.
"The staff were great, nice lobby, clean rooms. Only downsides were the bathrooms haven’t been updated in many years, and the breakfast was subpar. "
United States
Olivia
The price is ₩131,986
₩143,865 total
includes taxes & fees
Feb 24 - Feb 25
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool

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, (1,014 reviews)
  • cleanliness
    Unwind near Stewart Airport with a complimentary shuttle and indoor pool.
"Superb place to stay."
United States
Denessy
The price is ₩143,653
₩162,508 total
includes taxes & fees
Jan 28 - Jan 29
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (999 reviews)
  • cleanliness
    Modern hotel near Stewart Airport with a free shuttle service and indoor pool.
"Clean hotel, good breakfast choices and space for eating."
United States
Morgan
The price is ₩165,407
₩195,388 total
includes taxes & fees
Feb 10 - Feb 11
Hampton Inn & Suites Newburgh Stewart Airport
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,118 reviews)
  • cleanliness
    Journey to a mountain casino resort with a full-service spa and 24-hour fitness.
"Yessss the hotel was great"
United States
Kelvin
Resorts World Catskills Casino
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Rejuvenating mountain escape with spa services and seasonal outdoor pool.
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ₩172,692
₩195,360 total
includes taxes & fees
Feb 10 - Feb 11
Overlook Lodge at Bear Mountain
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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Stay near popular Middletown attractions

Ferris wheel at the sunset

Orange County Fairgrounds

3.9/5 (33 reviews)
This historic fairgrounds combines a century-old county fair with thrilling dirt track racing. Enjoy carnival rides during the July fair or catch heart-pounding motorsport action at the legendary speedway.
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Overview of Cold Spring and Hudson Highlands State Park in Fall, New York - October 2024

Highland Lakes State Park

3.8/5 (10 reviews)
Discover 3,115 acres of pristine wilderness with informal trails winding through forests and around lakes. Bring supplies for horseback riding, fishing, or hiking in this peaceful, undeveloped natural retreat.
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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.

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

Top Middletown Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Clean, friendly and comfortable. "
Harmeet 1-night trip
Posted 2 days ago
Sleep Inn & Suites Monroe - Woodbury

More cheap stays in Middletown

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe NY
The price is ₩116,913 per night from Feb 19 to Feb 20
₩116,913
₩132,258 total
Feb 19 - Feb 20
includes taxes & fees
9.4/10 Exceptional! (1,020 reviews)

Frequently asked questions

What's the best place for a stay in Middletown?
Residence Inn by Marriott Middletown Goshen is ranked highly by Expedia customers. This hotel offers free breakfast and a restaurant. Reviews from our site also recommend Home2 Suites by Hilton Middletown and Hampton Inn by Hilton Middletown as top choices for your visit. See all available top hotels, or 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?
Hampton Inn by Hilton Middletown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Courtyard by Marriott Middletown Goshen is another good option for your kid-friendly vacation. Attractions in the area like LEGOLAND® New York and Castle Fun Center 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. See all available hotels listed as LGBTQ-friendly in Middletown.
What's the best pet-friendly hotel in Middletown?
Hampton Inn by Hilton Middletown is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and a fitness center for its human guests. Other good options to stay with your pet include Courtyard by Marriott Middletown Goshen and La Quinta Inn & Suites by Wyndham Middletown-Goshen. 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 43 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.