Overview
Middletown is a city of 28,000 people (2019) in Orange County, New York.
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Plan your trip
Best time to visit & weather
Most comfortable: May–Sep. Summer highs reach about 82°F; winter lows dip to about 21°F. Cold months (Jan, Feb, Dec) can bring snow and ice; check road conditions. Wettest: Sep and Mar. (climate data from nearby Briarcliff Manor)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- SWF New York Stewart International Airport, Newburgh — 16 mi away. Directions
- HPN Westchester County Airport, White Plains — 45 mi away. Directions
- EWR Newark Liberty International Airport, Newark — 54 mi away (major hub). Directions
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.
Full “Get in” guide ↓Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Food for you
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Photos
Get in
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.
Get around
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.
See
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.
Do
- 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.
Buy
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.
Nearby
Warwick
City / town · 20 listings · 14 mi away
Port Jervis
City / town · 13 listings · 15 mi away
Central Valley-Harriman
City / town · 4 listings · 17 mi away
Vernon
City / town · 1 listings · 18 mi away
Ellenville
City / town · 31 listings · 18 mi away
Montague
City / town · 2 listings · 20 mi away
New Windsor
City / town · 6 listings · 21 mi away
Newburgh
City / town · 8 listings · 21 mi away
My experience
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