4/5 - Good
Frank
Not a bad area for shopping and dining
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is $135 per night from Jun 13 to Jun 14
$135
$160 total
includes taxes & fees
Jun 13 - Jun 14
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (395 reviews)
"Pool"
Reviewed on Jun 5, 2024
Tru by Hilton Middletown
41 Dunning Road, Middletown, NY
The price is $127 per night from Jun 17 to Jun 18
$127
$150 total
includes taxes & fees
Jun 17 - Jun 18
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (695 reviews)
"Very good stay. Front desk was extremely nice."
Reviewed on May 26, 2024
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is $144 per night from Jun 13 to Jun 14
$144
$170 total
includes taxes & fees
Jun 13 - Jun 14
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (851 reviews)
"I was there for a training, it was very nice to study."
Reviewed on Apr 30, 2024
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.
Cottage Suites
89 Cottage Street, Middletown, NY
Stay at this 3-star apartment in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Paramount Theatre and Orange County ...
8/10 Very Good! (1 review)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs."
Reviewed on May 28, 2024
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.6/10 Exceptional! (78 reviews)
Oh, the View!
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
Reviewed on Nov 12, 2023
Lazy River Cottage on the Delaware River
Matamoras
Stay at this cottage in Matamoras. Enjoy free WiFi, a garden, and patios. Our guests praise the clean rooms in our reviews. Popular attractions Fort Decker Museum ...
9.8/10 Exceptional! (119 reviews)
Weekend Getaway
"The cottage was perfect! Everything about the cottage was just as it was described. The cottage was neat as a pin upon arrival, we got in at night and David had the light on and music playing for us. Would definitely recommend the Cottage to others as the perfect weekend retreat."
Reviewed on May 1, 2024
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.
Popular places to visit
Orange County Fair Speedway
4/5(5 reviews)
Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.
Orange County Fairgrounds
4.5/5(4 reviews)
Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.
Galleria at Crystal Run
4/5(20 reviews)
During your visit to Middletown, you can search for that perfect souvenir at Galleria at Crystal Run. While in this family-friendly area, you can savor the top-notch restaurants.
Paramount Theatre
3.5/5(28 reviews)
You can enjoy a show at Paramount Theatre on your trip to Middletown. While in this family-friendly area, find time to visit its shops.
Orange Regional Medical Center
Though Orange Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.
Highland Lakes State Park
Explore the great outdoors at Highland Lakes State Park, a lovely green space in Middletown. While in this family-friendly area, you can savor the top-notch restaurants.
Reviews of Middletown
3.9
Guest rating
5/5 - Excellent
Verified traveler
I really enjoyed been there
2/5 - Disappointing
Verified traveler
Middletown has become rundown and neglected despite obscenely high property taxes in Orange County, NY
4/5 - Good
Verified traveler
Quiet town, but I really did not explore much. Driving around it was very nice
4/5 - Good
Verified traveler
We have family that lives in Middletown, Port Jervis and Pond Eddy. This is a convenient location for an overnight as it's on our way to see family and on our way home to Massachusetts. Thank you
4/5 - Good
Brooklyn
It was a nice town to visit my move up there and we all came up for Thanksgiving
Read travel guides and advice on visiting Middletown
- Orange County Fair Speedway
- Orange County Fairgrounds
- Galleria at Crystal Run
- Paramount Theatre
- LEGOLAND® New York
- Woodbury Common Premium Outlets
- Crystal Springs Golf Resort
- Bear Mountain State Park
- United States Military Academy
- Resorts World Catskills
- Minnewaska State Park
- Mountain Creek Waterpark
- Mountain Creek Ski Resort
- World Headquarters of Jehovah's Witnesses
- Dia Beacon
- Delaware Water Gap National Recreation Area
- The Kartrite Resort & Indoor Waterpark
- Mohonk Lake
- Storm King Art Center
- Mohonk Preserve Visitor Center
- Delaware River
- Harriman State Park
- Brotherhood Winery
- Hudson River
- Angry Orchard
- Warwick Valley Winery and Distillery
- Monticello Casino and Raceway
- The Rock Sports Complex
- Resorts World Hudson Valley