Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.


Middletown Vacation Packages

Middletown is a popular part of Newburgh, United States of America, a city of 29,000 residents. If you are flying in, Middletown lies 18 miles (29 kilometers) to the east of the Stewart International Airport. The city center of Newburgh is situated 20 miles (32 kilometers) to the east.

Many of Newburgh’s most interesting sights can be found within easy driving distance of Middletown, so it is a convenient place to base yourself. Two destinations that should be at the top of every visitor’s itinerary is the fabulous Galleria at Crystal Run and the iconic Orange County Genealogical Society. Two other recommended attractions you’ll find close by Middletown are the Harness Racing Museum and Hall of Fame and the Castle Fun Center.

There are a number of beautiful natural destinations here so make sure you enjoy the chance to get outdoors. Grab your camera and discover the well-used nature preserves for which this area is so renowned, such as the Sterling Forest State Park in Tuxedo Park. See if you can spot some of the area’s special birdlife with a trip to a lake in the area like the Arrow Park Lake and Lodge in Monroe.

Grab your credit card and head to the Orange County Choppers and the Woodbury Common Premium Outlets in Central Valley to get in some retail therapy.

If you love to ski, grab your googles, scarf and skis and head to the Hidden Valley Ski Resort in Vernon, the Mountain Creek Ski Resort and the Sterling Forest Ski Center in Tuxedo Park for the best slopes around Newburgh.

For those without kids, there are some great places to spend time, such as Brotherhood Winery in Washingtonville and the Warwick Valley Winery in Warwick.

Spend an evening high in the stands of Dutchess Stadium, Fishkill, cheering on the much-loved Hudson Valley Renegades. On match days follow the sea of black, blue, silver and white, to the stadium, then after the full-time hooter blows, join fellow sports lovers in the nearby pubs and relive the games finest moments over a few cold beers.

Finding somewhere suitable to unpack your bags within the Middletown area is simple. The Hampton Inn Harriman Woodbury, Central Valley, the America's Best Value Inn, Central Valley and the Days Inn Newburgh Stewart International, New Windsor are just three of the best places to stay while you are enjoying this special area.


Top Hotel Deals

See all 99 Hotels in Middletown
£69
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

3491 Route 6, Middletown
5.0
of 5, from 8 reviews
2.5 out of 5.0

Located in the heart of Middletown, this hotel is 1.9 mi (3.1 km) from Paramount Theatre and 1.9 mi (3.1 km) from Soons Orchards. Orange County Fair Speedway and Orange County Fairgrounds are also within 6 mi (10 km).

£64
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

19 Crystal Run Crossing, Middletown
3.9
of 5, from 138 reviews
2.0 out of 5.0

Located in the heart of Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

£51
Super 8 Middletown

Super 8 Middletown

563 Route 211 E, Middletown
2.9
of 5, from 149 reviews
2.0 out of 5.0

Situated in Middletown, this motel is within 2 mi (3 km) of Galleria at Crystal Run, Orange County Fairgrounds, and Orange County Fair Speedway. Paramount Theatre is 3 mi (4.9 km) away.

£101
Courtyard by Marriott Middletown

Courtyard by Marriott Middletown

24 Crystal Run Xing, Middletown
4.5
of 5, from 49 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

£95
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

600 Route 211 East, Middletown
4.6
of 5, from 5 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is 1 mi (1.6 km) from Galleria at Crystal Run and within 3 mi (5 km) of Orange County Fairgrounds and Orange County Fair Speedway. Paramount Theatre and Goshen Historic Track are also within 9 mi (15 km).

£89
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

20 Crystal Run Crossing, Middletown
4.2
of 5, from 66 reviews
2.5 out of 5.0

Situated in the suburbs, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

£74
Holiday Inn Middletown - Goshen

Holiday Inn Middletown - Goshen

68 Crystal Run Rd, Middletown
3.7
of 5, from 75 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is 1.2 mi (1.9 km) from Galleria at Crystal Run and within 3 mi (5 km) of Orange County Fair Speedway and Orange County Fairgrounds. Paramount Theatre and Soons Orchards are also within 6 mi (10 km).

£49
Hudson Valley Hotel and Conference Center by Fairbridge

Hudson Valley Hotel and Conference Center by Fairbridge

90 Rt. 17K, Newburgh
2.1
of 5, from 260 reviews
2.0 out of 5.0

Situated near the airport, this hotel is 0.3 mi (0.5 km) from Orange County Choppers and within 3 mi (5 km) of Algonquin Park and Delano-Hitch Recreation Park. Ice Time Sports Complex and Motorcyclepedia Museum are also within 3 mi (5 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.