- see
Download the VroomVroomVroom app and access the best car hire deals wherever you are. App Store Google Store
Need help with your car rental? Phone: 1888-269-6248
Need help with your car rental?
Phone: 1888-269-6248
Car Rental
Travel Guide

Compare Deals in New York to Find the Best Car Rental in Middletown

Middletown is a city located in Orange County, New York, United States of America. It is seated in the Hudson Valley area, near the Wallkill River, at the foot of Shawangunk Mountains.  Middletown was settled by John Green in the middle of the 18th century. Because other locations named Middletown already existed, it was named South Middletown, but when it became a village it remained without the South in its name. In 1848, Middletown was incorporated as a city. Notable current or former residents of Middletown include Boston Red Sox player Mike Aviles, activist Alan Berkman, writer Linda Fite, actor Shane McDermott, race car driver Bill Schindler and artist Spencer Tunick.

Top Attractions within Middletown

Webb Horton House is a 40 room mansion located in Middletown. It was designed by architect Franks Lindsey and has great decorations outside its walls. The building has an extravagant style and a unique aspect. It was built in 1906 and listed on the National Register of Historic Places in 1990.

Galleria at Crystal Run is a shopping mall near Middletown. This is the second largest in Hudson Valley. It opened in 1992 and occupies an area of 1.100.000 square feet. It has more than 250 shops and restaurants and is a favorite of the locals.

Paramount Theater is a located in Middletown, on South Street. The attraction was built in 1930 in Art Deco style and is the twin of a theater with the same name located in Peekskill. The company that designed the building is Rapp and Rapp. In 2002, the theater was listed on the National Register of Historic Places.

First Congregational Church of Middletown was established in 1785 and marks the early years of the city of Middletown. The building still standing perfectly downtown was raised in 1872.

Middletown Map