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Historic Downtown Winona Vacations

Pack those stellar shades. We have Historic Downtown 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 Historic Downtown Winona – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Historic Downtown 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 Historic Downtown 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 Historic Downtown 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 Historic Downtown Winona well.

Top Hotel Deals

See all 15 Hotels in Historic Downtown 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
    Draft Horse Inn and Suites

    Draft Horse Inn and Suites

    1475 E. Blaschko Ave, Arcadia
      2.5 out of 5.0
       
       

      Situated in Arcadia, this hotel is 1.3 mi (2.1 km) from Memorial Park and within 20 mi (32 km) of Trempealeau Moutain Golf Club and Elmaro Vineyard. Trempealeau ...

      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
            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. ...

              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, ...

                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 ...

                  Buffalo County Resort

                  Buffalo County Resort

                  S 2020A County Hwy U, Waumandee
                    2.5 out of 5.0
                     
                     

                    Situated in the historical district, this cabin is in the same region as Castlerock Museum, Rock in the House, and National Eagle Center. Regional attractions ...

                    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 ...

                      Top Flight Deals

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