Photo by Vincent Ramundo
Find 2 Star Hotels in Middletown, NY from SAR 236
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Middletown 2 Star Hotels
Compare Middletown 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Hampton Inn Harriman Woodbury
Central Valley
9.2 out of 10, Wonderful, (1004)
"Very clean rooms, nice courteous staff continental breakfast was great."
KATHERINE
The price is SAR 357
SAR 440 total
includes taxes & fees
11 Dec - 12 Dec
Sleep Inn & Suites Middletown - Goshen
Middletown
8.6 out of 10, Excellent, (1001)
"Friendly staff, clean room and great breakfast "
Janet
The price is SAR 380
SAR 448 total
includes taxes & fees
23 Dec - 24 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
8.4 out of 10, Very Good, (1024)
"Fast check in, great parking area. "
Helene
The price is SAR 390
SAR 441 total
includes taxes & fees
7 Dec - 8 Dec
Overlook Lodge at Bear Mountain
Bear Mountain
8.4 out of 10, Very Good, (1024)
"Parking was very easy, beautiful area, very nice staff"
Elizabeth
The price is SAR 380
SAR 429 total
includes taxes & fees
4 Dec - 5 Dec
Sleep Inn & Suites Monroe - Woodbury
Monroe
9.4 out of 10, Exceptional, (1001)
"Clean and easy check in. "
chris
The price is SAR 326
SAR 369 total
includes taxes & fees
1 Jan - 2 January 2026
Holiday Inn Express Hotel & Suites Chester by IHG
Chester
8.6 out of 10, Excellent, (1000)
"Great for a quick stay 👍"
Jerry
The price is SAR 297
SAR 351 total
includes taxes & fees
7 Dec - 8 Dec
Days Inn by Wyndham Wurtsboro
Wurtsboro
7.6 out of 10, Good, (590)
"I love "
Niralkumar
The price is SAR 297
SAR 335 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
9.2 out of 10, Wonderful, (976)
"Clean great staff great breakfast pool area warm "
LaRhonda
The price is SAR 387
SAR 458 total
includes taxes & fees
28 Dec - 29 Dec
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Middletown.
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
The price is SAR 368 per night from Dec 4 to Dec 5
SAR 368
SAR 435 total
4 Dec - 5 Dec
includes taxes & fees
7/10 Good! (694 reviews)
Still don't see what you're looking for?
See all properties in Middletown.
You can also use these popular filters to refine your search.
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.
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
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
Explore a world of travel with Expedia
Middletown Hotels by Star Rating
Stay near popular Middletown attractions
- Hotels near Galleria at Crystal Run
- Hotels near Orange County Fair Speedway
- Hotels near Orange County Fairgrounds
- Hotels near Paramount Theatre
- Hotels near Touro College of Osteopathic Medicine
- Hotels near Woodbury Common Premium Outlets
- Hotels near LEGOLAND® New York
- Hotels near Resorts World Catskills
- Hotels near Mountain Creek Ski Resort
- Hotels near Crystal Springs Golf Resort
- Hotels near Bear Mountain State Park
- Hotels near Mohonk Lake
- Hotels near The Kartrite Resort & Indoor Waterpark
- Hotels near World Headquarters of Jehovah's Witnesses
- Hotels near United States Military Academy
- Hotels near Mountain Creek Waterpark
- Hotels near Dia Beacon
- Hotels near Minnewaska State Park
- Hotels near Mount Peter Ski Area
- Hotels near Mohonk Preserve Visitor Center
More Hotel Options in Middletown
- Adventure Hotels in Middletown
- Business Hotels in Middletown
- Cheap Hotels in Middletown
- Family Hotels in Middletown
- Golf Hotels in Middletown
- Hotel Wedding Venues in Middletown
- Hotel with a Concierge in Middletown
- Hotels with Bars in Middletown
- Hotels with Free Parking in Middletown
- Hotels with Hot Tubs in Middletown
- Hotels with WiFi in Middletown
- Hotels with a Pool in Middletown
- Hotels with an Indoor Pool in Middletown
- Hotels with smoking rooms in Middletown
- Luxury Hotels in Middletown
- Pet-friendly Hotels in Middletown
- Resorts & Hotels with Spas in Middletown
- Shopping Hotels in Middletown
- Ski Hotels in Middletown
More Accommodation Types in Middletown
- Vacation Homes in Middletown
- Apartments in Middletown
- Cottages in Middletown
- Cabin Rentals in Middletown
- Condo Rentals in Middletown
- Villas in Middletown
- Motels in Middletown
- Farmstay in Middletown
- Chalets in Middletown
- RV Parks in Middletown
- B&B in Middletown
- Guest Houses in Middletown
- Inns in Middletown
- Lodges in Middletown
- Resorts in Middletown
- Aparthotels in Middletown
- Holiday Park Resorts in Middletown
Explore more hotels
- Candlewood Suites Middletown Goshen by IHG
- The Kartrite Resort & Indoor Waterpark
- Hampton Inn Harriman Woodbury
- Overlook Lodge at Bear Mountain
- Resorts World Catskills Casino
- Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
- Wildflower Farms, Auberge Collection
- Holiday Inn Express Hotel & Suites Chester by IHG
- Sleep Inn & Suites Monroe - Woodbury
- The Crossroads Hotel, Newburgh
- The Thayer Hotel at West Point
- Minnewaska Lodge
- Howard Johnson by Wyndham Newburgh/West Point
- Best Western Hunt's Landing Hotel Matamoras/Milford
- Hampton Inn & Suites Newburgh Stewart Airport
- Hampton Inn Matamoras/Milford
- Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
- Americas Best Value Inn at Central Valley-Woodbury
- Mountain Creek
- Holiday Inn Express West Point by IHG