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

Perhaps you’re searching cheap flights to Winterset 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 Winterset.

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

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 Winterset 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 Winterset 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 Winterset

See all 108 Properties in Winterset
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

1304 North 4th Avenue, Winterset
    2.5 out of 5.0
     
     

    Situated in a rural location, this hotel is within 1 mi (2 km) of The Winterset Stage, Madison County Courthouse, and John Wayne Birthplace Museum. Cedar Bridge ...

    Cobblestone Inn & Suites - Winterset, IA$86

    Cobblestone Inn & Suites - Winterset, IA$86
    Covered Bridge Inn

    Covered Bridge Inn

    1312 Cedar Bridge Rd., Winterset
      2.5 out of 5.0
       
       

      Situated in Winterset, this motel is within 2 mi (3 km) of The Winterset Stage, Madison County Courthouse, and John Wayne Birthplace Museum. Cedar Bridge and ...

      Covered Bridge InnGet Rates

      Wildwood Lodge

      Wildwood Lodge

      11431 Forest Ave, Clive
        3.0 out of 5.0
         
         

        Situated in Clive, this hotel is within 9 mi (15 km) of Pump It Up, Wells Fargo Arena, and Des Moines Public Library. Des Moines Civic Center and Science Center ...

        Wildwood Lodge$82

        Wildwood Lodge$82
        Days Inn by Wyndham West Des Moines

        Days Inn by Wyndham West Des Moines

        1258 8th St, West Des Moines
          2.0 out of 5.0
           
           

          Situated in West Des Moines, this hotel is 0.7 mi (1.2 km) from Val Air Ballroom and within 3 mi (5 km) of Des Moines Art Center and Salisbury House. Valley ...

          Days Inn by Wyndham West Des Moines$47

          Days Inn by Wyndham West Des Moines$47