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Madison Vacations

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

Hotwire can help you find your travel bliss with Madison 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 Madison

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 Madison 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 Madison well.

Top Hotel Deals

See all 149 Hotels in Madison
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

1600 Emmet Street, Charlottesville
    3.0 out of 5.0
     
     

    Situated in Charlottesville, this hotel is 0.9 mi (1.4 km) from Barracks Road Shopping Center and within 3 mi (5 km) of Rotunda and University of Virginia. Scott ...

    Country Inn & Suites by Radisson, Charlottesville-UVA, VA$105

    Country Inn & Suites by Radisson, Charlottesville-UVA, VA$105
    University of Virginia Inn at Darden

    University of Virginia Inn at Darden

    10 Duffy Boulevard, Charlottesville
      3.0 out of 5.0
       
       

      Situated in Charlottesville, this hotel is close to John Paul Jones Arena, University of Virginia, and Rotunda. Also nearby are Scott Stadium and University ...

      University of Virginia Inn at Darden$98

      University of Virginia Inn at Darden$98
      La Quinta Inn & Suites Charlottesville-UVA Medical

      La Quinta Inn & Suites Charlottesville-UVA Medical

      1803 Emmet Street North, Charlottesville
        2.5 out of 5.0
         
         

        Situated in Charlottesville, this hotel is 0.9 mi (1.4 km) from Barracks Road Shopping Center and within 3 mi (5 km) of Rotunda and University of Virginia. Scott ...

        La Quinta Inn & Suites Charlottesville-UVA Medical$84

        La Quinta Inn & Suites Charlottesville-UVA Medical$84
        English Inn of Charlottesville

        English Inn of Charlottesville

        2000 Morton Drive, Charlottesville
          3.0 out of 5.0
           
           

          Situated in Charlottesville, this hotel is within 2 mi (3 km) of Barracks Road Shopping Center, Rotunda, and University of Virginia. Downtown Mall and Scott ...

          English Inn of Charlottesville$124

          English Inn of Charlottesville$124
          Days Inn by Wyndham Luray Shenandoah

          Days Inn by Wyndham Luray Shenandoah

          138 Whispering Hill Rd, Luray
            2.0 out of 5.0
             
             

            Located in Thorton Gap Entrance Shenandoah, this hotel is 2.3 mi (3.7 km) from Warehouse Art Gallery and within 6 mi (10 km) of Luray Caverns and Car and Carriage ...

            Days Inn by Wyndham Luray Shenandoah$72

            Days Inn by Wyndham Luray Shenandoah$72
            Days Inn by Wyndham Charlottesville/University Area

            Days Inn by Wyndham Charlottesville/University Area

            1610 Emmet St N, Charlottesville
              2.0 out of 5.0
               
               

              Situated in Charlottesville, this motel is within 2 mi (3 km) of Barracks Road Shopping Center, Rotunda, and University of Virginia. Scott Stadium and Downtown ...

              Days Inn by Wyndham Charlottesville/University Area$55

              Days Inn by Wyndham Charlottesville/University Area$55
              Hyatt Place Charlottesville

              Hyatt Place Charlottesville

              2100 Bond Street, Charlottesville
                3.0 out of 5.0
                 
                 

                Situated in Charlottesville, this hotel is close to Barracks Road Shopping Center, Fashion Square Mall, and John Paul Jones Arena. Also nearby are University ...

                Hyatt Place Charlottesville$143

                Hyatt Place Charlottesville$143
                Holiday Inn Charlottesville-Univ Area

                Holiday Inn Charlottesville-Univ Area

                1901 Emmet St N, Charlottesville
                  3.0 out of 5.0
                   
                   

                  Situated in Charlottesville, this hotel is 0.9 mi (1.5 km) from Barracks Road Shopping Center and within 3 mi (5 km) of Rotunda and University of Virginia. Scott ...

                  Holiday Inn Charlottesville-Univ Area$102

                  Holiday Inn Charlottesville-Univ Area$102
                  Fairfield Inn & Suites by Marriott Charlottesville North

                  Fairfield Inn & Suites by Marriott Charlottesville North

                  577 Branchlands Blvd, Charlottesville
                    2.5 out of 5.0
                     
                     

                    Situated in Charlottesville, this hotel is 0.6 mi (1 km) from Fashion Square Mall and within 3 mi (5 km) of Barracks Road Shopping Center and Klockner Stadium. ...

                    Fairfield Inn & Suites by Marriott Charlottesville North$114

                    Fairfield Inn & Suites by Marriott Charlottesville North$114
                    Super 8 by Wyndham Charlottesville

                    Super 8 by Wyndham Charlottesville

                    390 Greenbrier Dr, Charlottesville
                      2.0 out of 5.0
                       
                       

                      Situated in Charlottesville, this motel is 0.9 mi (1.4 km) from Fashion Square Mall and within 3 mi (5 km) of Rotunda and University of Virginia. Barracks Road ...

                      Super 8 by Wyndham Charlottesville$62

                      Super 8 by Wyndham Charlottesville$62

                      Top Flight Deals

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