Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Middletown

Middletown is part of Newburgh, a city with 29,000 permanent inhabitants.

Packages in Middletown

It is really easy to save with your flight and accommodation packages via Expedia. This has to be one of the most straightforward ways to save money. You just select your desired flights along with your accommodation preference and combine them together in one package deal. Just think of all the things you can do in Middletown with the extra money.

Smart vacationers who make the most of a deal can save as much as $603.

You can select from about 400 partner airlines and 321,000 worldwide hotels via our global list of flights and hotels.

Expedia gives you great deals for your Newburgh travels.

You can delay your vacation itineraries with us because we do not charge cancellation fees for almost all of our hotel bookings.

Middletown Vacation Packages

It sits 18 miles to the west of Stewart International Airport, and 20 miles from the city's center.

If you plan to see some of this region's most popular sites, then you've picked an ideal location. Don't miss the Harness Racing Museum & Hall of Fame and the Harness Racing Museum and Hall of Fame. Be sure that you don't neglect the Orange County Genealogical Society and Galleria at Crystal Run. Howells and New Hampton are close by neighborhoods that you might like to head down to.

Accommodation in Middletown

Don't expect to find a huge range of hotel deals in Middletown, so it would be wise to explore the listings and deals on Expedia's lodging page.

The Courtyard by Marriott Middletown and Hampton Inn by Hilton Middletown are the best lodgings in Middletown.


Top Hotel Deals

See all 129 Hotels in Middletown
Home2 Suites by Hilton Middletown $116
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

600 Route 211 East, Middletown
     
    4.5
    of 5, from 64 reviews
    3.0 out of 5.0

    Situated in Middletown, this hotel is 1.7 mi (2.7 km) from Orange County Fairgrounds and 2.1 mi (3.4 km) from Orange County Fair Speedway. Paramount Theatre and Soons Orchards are also within 6 mi (10 km).

    Sleep Inn & Suites Middletown - Goshen $91
    Sleep Inn & Suites Middletown - Goshen

    Sleep Inn & Suites Middletown - Goshen

    3491 Route 6, Middletown
       
      4.6
      of 5, from 128 reviews
      2.5 out of 5.0

      Located in the heart of Middletown, this hotel is within 2 mi (3 km) of Orange County Genealogical Society, Goshen Historic Track, and Harness Racing Museum and Hall of Fame. Soons Orchards and Castle Fun Center are also within 6 mi (10 km).

      Microtel Inn & Suites by Wyndham Middletown $76
      Microtel Inn & Suites by Wyndham Middletown

      Microtel Inn & Suites by Wyndham Middletown

      19 Crystal Run Crossing, Middletown
         
        4.0
        of 5, from 658 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).

        Courtyard by Marriott Middletown $121
        Courtyard by Marriott Middletown

        Courtyard by Marriott Middletown

        24 Crystal Run Xing, Middletown
           
          4.5
          of 5, from 273 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).

          Hampton Inn by Hilton Middletown $110
          Hampton Inn by Hilton Middletown

          Hampton Inn by Hilton Middletown

          20 Crystal Run Crossing, Middletown
             
            4.2
            of 5, from 357 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).

            Super 8 Middletown $64
            Super 8 Middletown

            Super 8 Middletown

            563 Route 211 E, Middletown
               
              3.0
              of 5, from 601 reviews
              2.0 out of 5.0

              Situated in Middletown, this motel is within 3 mi (5 km) of Orange County Fairgrounds, Orange County Fair Speedway, and Paramount Theatre. Soons Orchards and Castle Fun Center are also within 12 mi (20 km).

              Holiday Inn Middletown - Goshen $102
              Holiday Inn Middletown - Goshen

              Holiday Inn Middletown - Goshen

              68 Crystal Run Rd, Middletown
                 
                3.8
                of 5, from 325 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).

                5BR Wawayanda House W/multiple Fireplaces!
                5BR Wawayanda House W/multiple Fireplaces!

                5BR Wawayanda House W/multiple Fireplaces!

                , Wawayanda
                   
                  0.0 out of 5.0

                  Situated in Middletown, this vacation home is in the same region as Soons Orchards, Paramount Theatre, and Pine Island Town Park. Regional attractions also include Scenic Farms Golf Course and Warwick Valley Winery and Distillery.

                  Top Deals on Flights

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