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It's time to fly. What's waiting for you in Middletown?

Perhaps you’re searching cheap flights to Middletown for a much-needed vacation or you simply have to roll in to see the relatives. Either way, we say rock that family reunion. Tell one too many stories at the hotel bar. Traveling for work? Crush it. If you lie back and relax without your cell phone, we won’t tell.

In the end you want to score a great deal and have a fantastic time, right? Flying is a small part of the whole adventure. We get that. Wherever you’re excited to go – or get away from – start this story with Hotwire’s cheap flights to Middletown.

Not sure how to get the best price on plane tickets to Middletown?

We know there are some airline aficionados out there. If you don’t know the industry like the back of your hand, don’t worry. You can make spending less look good with our booking tips.

Search certain days of the week for Middletown flights

For better savings, consider departing on a Wednesday, Thursday or Saturday. Return on a Sunday, Tuesday or Wednesday. International deals are often available when departing Monday through Thursday.

Change up your days for cheaper weekend getaways

Jetting off on Thursday and returning on Sunday is generally less expensive than flying on Friday and returning on Monday.

Stay a Saturday night to play more

Spending the weekend at your destination will generally result in lower airfares. We’re all for that.

Consider alternate airports when searching Middletown flights

Other nearby airports may offer different fares from your current search results. Clicking “Nearby Airports” after your initial search will give a list of the closest options.

See a fare that you like? Pounce!

Coordinate with your travel buddies before searching and you’ll be able to act quickly when it’s time to book. Airline ticket prices often change in minutes. We know you’re combing for the best prices but so is everyone else! If the deal is right, snag it and feel the sweet satisfaction of booking victory.

Fly during the off-peak season

Certain travel destinations have especially high volume during particular seasons. For example, Europe, Hawaii and Alaska are big hits in the summer. Florida, New Orleans and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest and New England draw visitors. Flying during less popular periods can mean extra money in your wallet – yes, please!

Last Minute Hotel Deals in Middletown

See all 194 Properties in Middletown
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

563 Route 211 E, Middletown
    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 ...

    Super 8 by Wyndham Middletown$68

    Super 8 by Wyndham Middletown$68
    Microtel Inn & Suites by Wyndham Middletown

    Microtel Inn & Suites by Wyndham Middletown

    19 Crystal Run Crossing, Middletown
      2.0 out of 5.0
       
       

      Located in the heart of Middletown, this hotel is 1.6 mi (2.5 km) from Galleria at Crystal Run and 2.7 mi (4.4 km) from Orange County Fair Speedway. Orange County ...

      Microtel Inn & Suites by Wyndham Middletown$84

      Microtel Inn & Suites by Wyndham Middletown$84
      Sleep Inn & Suites Middletown - Goshen

      Sleep Inn & Suites Middletown - Goshen

      3491 Route 6, Middletown
        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 ...

        Sleep Inn & Suites Middletown - Goshen$95

        Sleep Inn & Suites Middletown - Goshen$95
        Home2 Suites by Hilton Middletown

        Home2 Suites by Hilton Middletown

        600 Route 211 East, Middletown
          3.0 out of 5.0
           
           

          Situated in a shopping district, 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. Harness Racing ...

          Home2 Suites by Hilton Middletown$107

          Home2 Suites by Hilton Middletown$107