Middletown Hotels from S$99

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

Filter by

Guest rating
Guest rating
Star rating

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, (1,003 reviews)
"Fresh breakfast each morning"
United States
Amanda
The price is S$147
includes taxes & fees
25 May - 26 May
Tru by Hilton Middletown
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,013 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is S$186
includes taxes & fees
9 Jun - 10 Jun
Sleep Inn & Suites Middletown - Goshen
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Amazing stay and good breakfast. The parking was also easy and free "
Canada
Karanjeet
The price is S$159
includes taxes & fees
28 May - 29 May
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, (1,005 reviews)
"Very nice hotel, clean and love the breakfast menu."
United States
Sonam
The price is S$179
includes taxes & fees
31 May - 1 Jun
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
8.4 out of 10, Very good, (1,012 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 S$166
includes taxes & fees
31 May - 1 Jun
Courtyard by Marriott Middletown Goshen
Exterior

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (58 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 S$162
includes taxes & fees
26 May - 27 May
Candlewood Suites Middletown Goshen by IHG
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)
"Yes clean and great service "
United States
Reginald
The price is S$152
includes taxes & fees
25 May - 26 May
Microtel Inn & Suites by Wyndham Middletown
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, (722 reviews)
"Friendly staff and clean rooms"
United States
Stephannie
The price is S$230
includes taxes & fees
11 Jun - 12 Jun
Holiday Inn Express & 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, (332 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 S$285
includes taxes & fees
26 May - 27 May
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, (768 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 S$268
includes taxes & fees
31 May - 1 Jun
Home2 Suites by Hilton Middletown
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,005 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 S$136
includes taxes & fees
31 May - 1 Jun
Super 8 by Wyndham Middletown
Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,078 reviews)
"Clean room, polite and friendly staff, and nice location. "
United States
Cheryl
The price is S$163
includes taxes & fees
31 May - 1 Jun
Sleep Inn & Suites Monroe - 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
8.6 out of 10, Excellent, (1,001 reviews)
"the stay was great and the food was awesome."
United States
Diane
The price is S$163
includes taxes & fees
1 Jun - 2 Jun
Best Western Hunt's Landing Hotel Matamoras/Milford
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,111 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is S$193
includes taxes & fees
25 May - 26 May
Hampton Inn Harriman Woodbury
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (47 reviews)
"Clean nice new hotel"
United States
Amjad
The price is S$157
includes taxes & fees
27 May - 28 May
Comfort Suites Central Valley - Woodbury
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, (1,000 reviews)
"Very clean, good breakfast. Well lit. Packed a few amenities, but good for the price."
United States
Shanen
The price is S$194
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Chester by IHG
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
"Large shower, clean, good breakfast, right off the highway, convenient parking "
United States
Michelle
The price is S$172
includes taxes & fees
2 Jun - 3 Jun
Hampton Inn & Suites Newburgh Stewart Airport
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,004 reviews)
"Breakfast menu was poor at best."
United States
Constance
The price is S$124
includes taxes & fees
3 Jun - 4 Jun
Quality Inn near Mountain Creek
In-room safe, desk, iron/ironing board, free cots/infant beds

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is S$152
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Wurtsboro
Reception

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)
"Staff was wonderful , very clean hotel"
United States
Edna
The price is S$219
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites by Marriott Goshen 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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Middletown attractions

Ferris wheel at the sunset

Orange County Fairgrounds

4.0/5 (87 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.
See properties

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
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

10/10 Excellent
"Wonderful staff and hotel"
Rebecca 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Middletown - Goshen by IHG

More cheap stays in Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

20 Crystal Run Crossing Middletown NY
The price is S$159 per night from 28 May to 29 May
S$159
28 May - 29 May
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)

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 traveller data. This hotel offers free breakfast and an indoor pool. Other good choices for your trip 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.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's the best budget-friendly hotel in Middletown?
Based on reviews, Microtel Inn & Suites by Wyndham Middletown is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Middletown.
What's the best family accommodation in 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 choice for your child-friendly holiday. Also, attractions in the area such as Harness Racing Museum and Hall of Fame and LEGOLAND® New York are fun for children of all ages. Find more child-friendly accommodations in Middletown.
What is the top LGBTQ-friendly place to stay in Middletown?
Hampton Inn by Hilton Middletown is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Home2 Suites by Hilton Middletown and Residence Inn by Marriott Middletown Goshen are other good choices for your trip. See all available hotels listed as LGBTQ-friendly in Middletown.
What's the best dog-friendly accommodation option in Middletown?
Courtyard by Marriott Middletown Goshen is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices to stay with your pet include Hampton Inn by Hilton Middletown and La Quinta Inn & Suites by Wyndham Middletown-Goshen. See more pet-friendly hotel accommodations in Middletown.
What are some accommodation options 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 is staying in Middletown like?
Families will find child-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 accommodation options 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 itinerary are Paramount Theatre and Orange County Fair Speedway. Take a look at what more there is to see and do in Expedia's Middletown guide.
What's the seasonal weather in Middletown?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

Explore a world of travel with Expedia