Middletown can be reached from New York City by bus and is near the intersection of Interstate 84 and NY 17 (the future Interstate 86). State routes 17M and 211 run right through the city, and US 6 parallels I-84 to the south.
The Middletown-Town of Wallkill station on Metro-North Railroad's Port Jervis line is nearby, in the Town of Wallkill, and provides rail service from Port Jervis, other communities in Orange and Rockland Counties and Bergen County, New Jersey, Hoboken and New York City via a transfer at Secaucus, New Jersey.
Middletown offers a bus service, Middletown Transit, with four routes that connect at the bus station on Railroad Avenue, where passengers can connect to Coach USA and Short Line bus service. There is also a "Main Line" bus connecting to surrounding Orange County villages and another route connecting to areas such as Newburgh and Woodbury.
Middletown's Hillside Cemetery was designed by British architect and landscape designer Calvert Vaux, who worked with Frederick Law Olmsted to design New York City's Central Park.
- The Rotary Club runs an annual Horse Show at Fancher Davidge Park each fall. Middletown is also the site of the Orange County Fair each summer and the Orange County Fair Speedway.
- Highland Lakes State Park is the nearest state park.
Shopping in the area includes the Galleria at Crystal Run, a mall just east of Middletown, and a long retail strip along Route 211 on the east side of town.
|Routes through Middletown|
|END ← Port Jervis ←||N S||→ Central Valley-Harriman → Ridgewood|