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

Perhaps you’re searching cheap flights to Ashland 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 Ashland.

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

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 Ashland 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 Ashland 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 Ashland

See all 218 Properties in Ashland
Sleep Inn & Suites Ashland - Richmond North

Sleep Inn & Suites Ashland - Richmond North

80 S Cottage Green Dr, Ashland
    2.5 out of 5.0
     
     

    Located in the heart of Ashland, this hotel is within 1 mi (2 km) of Randolph-Macon College and Ashland/Hanover Visitor's Center. James River Cellars Winery ...

    Sleep Inn & Suites Ashland - Richmond North$70

    Sleep Inn & Suites Ashland - Richmond North$70
    Country Inn & Suites by Radisson, Ashland - Hanover, VA

    Country Inn & Suites by Radisson, Ashland - Hanover, VA

    11600 Lakeridge Pkwy, Ashland
      3.0 out of 5.0
       
       

      Situated in the business district, this hotel is 1.9 mi (3 km) from James River Cellars Winery and within 6 mi (10 km) of Randolph-Macon College and Ashland/Hanover ...

      Country Inn & Suites by Radisson, Ashland - Hanover, VA$93

      Country Inn & Suites by Radisson, Ashland - Hanover, VA$93
      Quality Inn & Suites

      Quality Inn & Suites

      107 N Carter Road, Ashland
        2.5 out of 5.0
         
         

        Situated in Ashland, this hotel is within 1 mi (2 km) of Randolph-Macon College and Ashland/Hanover Visitor's Center. James River Cellars Winery and Hanover ...

        Quality Inn & Suites$73

        Quality Inn & Suites$73
        Fairfield Inn & Suites by Marriott Richmond Ashland

        Fairfield Inn & Suites by Marriott Richmond Ashland

        11625 Lakeridge Parkway, Ashland
          2.5 out of 5.0
           
           

          Situated in the historical district, this hotel is 1.8 mi (2.9 km) from James River Cellars Winery and within 6 mi (10 km) of Randolph-Macon College and Ashland/Hanover ...

          Fairfield Inn & Suites by Marriott Richmond Ashland$89

          Fairfield Inn & Suites by Marriott Richmond Ashland$89