4/5 - Good
Frank
Not a bad area for shopping and dining
Visit Middletown
Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
The price is ￥17,545 per night from Oct 1 to Oct 2
￥17,545
￥20,725 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,031 reviews)
"The rooms are comfortable and cozy. The breakfast is great. Clean rooms"
Reviewed on Sep 24, 2025
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
The price is ￥18,820 per night from Oct 6 to Oct 7
￥18,820
￥22,232 total
Oct 6 - Oct 7
includes taxes & fees
Stay at this 3-star 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! (841 reviews)
"Friendly staff. Clean and cool room. 24-hour store. I would definitely visit again."
Reviewed on Sep 23, 2025
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
The price is ￥16,294 per night from Oct 19 to Oct 20
￥16,294
￥19,245 total
Oct 19 - Oct 20
includes taxes & fees
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (993 reviews)
"Ryyyfgyu"
Reviewed on Sep 25, 2025
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.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Monticello
Book a stay at this family-friendly vacation home in Monticello. Enjoy free WiFi, private pools, and a water park. Our guests praise the property condition in ...
8.8/10 Excellent! (80 reviews)
"Ben was very responsive. The property was great, lots of space, and the beds were very comfortable. Any issues were dealt with promptly. Thanks for a great week!"
Reviewed on Sep 4, 2025
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
Book a stay at this ski vacation home in Vernon. Enjoy free WiFi, ski-in/ski-out access, and balconies. Popular attractions Mountain Creek Waterpark and Crystal ...
9.4/10 Exceptional! (38 reviews)
"Amazing stay"
Reviewed on Sep 23, 2025
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 ...
9.8/10 Exceptional! (104 reviews)
"Most beautiful views in town! Wish we could have seen the fall foliage. Quick drive to West Point. Very nice hosts!"
Reviewed on Aug 31, 2025
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.
Touro College of Osteopathic Medicine
Though Touro College of Osteopathic Medicine might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.
Things to do
BEST LEGOLAND New York 1-Day Tour from New York
￥26,806
per adult
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
- Woodbury Common Premium Outlets
- LEGOLAND® New York
- Crystal Springs Golf Resort
- United States Military Academy
- Mohonk Preserve Visitor Center
- The Kartrite Resort & Indoor Waterpark
- Dia Beacon
- World Headquarters of Jehovah's Witnesses
- Minnewaska State Park
- State University of New York-New Paltz
- Warwick Valley Winery and Distillery
