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Winona Vacations

Pack those stellar shades. We have Winona vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Winona – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Winona vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Winona

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Winona vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Winona well.

Winona Flight + Hotel packages

Top Hotel Deals

See all 49 Hotels in Winona
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

303 Pelzer Street, Winona
    2.5 out of 5.0
     
     

    Situated in Winona, this hotel is within 3 mi (5 km) of St. Mary's University of Minnesota, Minnesota Marine Art Museum, and Winona County Historical Society. ...

    AmericInn by Wyndham Winona$125

    AmericInn by Wyndham Winona$125
    Days Inn by Wyndham Winona

    Days Inn by Wyndham Winona

    420 Cottonwood Dr, Winona
      2.0 out of 5.0
       
       

      Situated in Winona, this hotel is 1 mi (1.7 km) from St. Mary's University of Minnesota and within 3 mi (5 km) of Minnesota Marine Art Museum and Lake Lodge ...

      Days Inn by Wyndham Winona$67

      Days Inn by Wyndham Winona$67
      Holiday Inn Express & Suites Winona

      Holiday Inn Express & Suites Winona

      1128 Homer Rd, Winona
        2.5 out of 5.0
         
         

        This family-friendly Winona hotel is within 2 mi (3 km) of Sugar Loaf and St. Stanislaus Kostka Basilica. Lake Lodge Recreation Center and Polish Cultural Institute ...

        Holiday Inn Express & Suites Winona$106

        Holiday Inn Express & Suites Winona$106
        Super 8 by Wyndham Winona MN

        Super 8 by Wyndham Winona MN

        1025 Sugar Loaf Rd, Winona
          2.0 out of 5.0
           
           

          Situated in Winona, this hotel is 0.5 mi (0.8 km) from Sugar Loaf and within 3 mi (5 km) of St. Stanislaus Kostka Basilica and Lake Lodge Recreation Center. ...

          Super 8 by Wyndham Winona MN$62

          Super 8 by Wyndham Winona MN$62
          Alexander Mansion Historic Bed and Breakfast

          Alexander Mansion Historic Bed and Breakfast

          274 East Broadway Street, Winona
            3.5 out of 5.0
             
             

            Located in the heart of Winona, this historic bed & breakfast is within a 15-minute walk of Polish Cultural Institute & Museum Annex, St. Stanislaus Kostka Basilica, ...

            The Plaza Hotel & Suites Winona

            The Plaza Hotel & Suites Winona

            1025 Highway 61 E, Winona
              3.0 out of 5.0
               
               

              Situated in Winona, this hotel is 0.8 mi (1.2 km) from Sugar Loaf and within 3 mi (5 km) of St. Stanislaus Kostka Basilica and Lake Lodge Recreation Center. ...

              Express Suites Riverport Inn & Suites

              Express Suites Riverport Inn & Suites

              900 Bruski Dr, Winona
                3.0 out of 5.0
                 
                 

                Located in the heart of Winona, this hotel is within 2 mi (3 km) of Sugar Loaf, St. Stanislaus Kostka Basilica, and Lake Lodge Recreation Center. Polish Cultural ...

                Carriage House Bed and Breakfast

                Carriage House Bed and Breakfast

                420 Main St, Winona
                  3.0 out of 5.0
                   
                   

                  Situated in Winona, this bed & breakfast is within a 10-minute walk of Winona County Historical Society and Lake Lodge Recreation Center. Winona County Courthouse ...

                  Super 8 by Wyndham La Crosse

                  Super 8 by Wyndham La Crosse

                  1625 Rose St, La Crosse
                    2.5 out of 5.0
                     
                     

                    Situated in La Crosse, this hotel is 1.1 mi (1.8 km) from Riverside Amusement Park and within 3 mi (5 km) of Hixon House and Riverside Park. La Crosse Queen ...

                    Super 8 by Wyndham La Crosse$50

                    Super 8 by Wyndham La Crosse$50
                    Days Inn by Wyndham La Crosse Conference Center

                    Days Inn by Wyndham La Crosse Conference Center

                    101 Sky Harbour Dr, La Crosse
                      2.5 out of 5.0
                       
                       

                      Situated in La Crosse, this hotel is within 6 mi (10 km) of Riverside Amusement Park, Hixon House, and Valley View Mall. Mississippi Explorer Cruise Dock and ...

                      Days Inn by Wyndham La Crosse Conference Center$59

                      Days Inn by Wyndham La Crosse Conference Center$59

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.