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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 167 Properties in Madison
Madison Beach Hotel

Madison Beach Hotel

94 West Wharf Road, Madison
    4.0 out of 5.0
     
     

    Nestled on the beach, this Madison hotel is within 1 mi (2 km) of Deacon John Grave House and Scranton Memorial Library. Allis-Bushnell House and Museum is 1.3 ...

    Madison Beach Hotel$370

    Madison Beach Hotel$370
    The Scranton Seahorse Inn

    The Scranton Seahorse Inn

    818 Boston Post Road, Madison
       
       

      Situated near the beach, this bed & breakfast is steps from Scranton Memorial Library and Allis-Bushnell House and Museum. Deacon John Grave House and Hammonasset ...

      The Scranton Seahorse Inn$169

      The Scranton Seahorse Inn$169
      Tidewater Inn

      Tidewater Inn

      949 Boston Post Road, Madison
        3.0 out of 5.0
         
         

        Situated by the ocean, this bed & breakfast is within a 10-minute walk of Allis-Bushnell House and Museum and Scranton Memorial Library. Deacon John Grave House ...

        Tidewater Inn$160

        Tidewater Inn$160
        Omni New Haven Hotel at Yale

        Omni New Haven Hotel at Yale

        155 Temple St, New Haven
          4.0 out of 5.0
           
           

          Combining classic New England style with up-to-date features, this 19-story hotel is one block from the historic New Haven Green and the Shubert Theater and ...

          Omni New Haven Hotel at Yale$167

          Omni New Haven Hotel at Yale$167
          La Quinta Inn & Suites New Haven

          La Quinta Inn & Suites New Haven

          400 Sargent Dr, New Haven
             
             

            Located in Long Wharf, this hotel is 0.1 mi (0.1 km) from Long Wharf Theatre and 1.7 mi (2.7 km) from Yale University. Knights of Columbus Museum and Wooster ...

            La Quinta Inn & Suites New Haven$84

            La Quinta Inn & Suites New Haven$84
            New Haven Village Suites

            New Haven Village Suites

            3 Long Wharf Dr, New Haven
              3.0 out of 5.0
               
               

              This all-suite hotel is near all downtown New Haven attractions, 1 mile from Yale University, and within 5 miles of Tweed/New Haven Airport. Albertus Magnus ...

              New Haven Village Suites$122

              New Haven Village Suites$122
              Hawthorn Suites by Wyndham Hartford Meriden

              Hawthorn Suites by Wyndham Hartford Meriden

              1151 E Main St, Meriden
                3.0 out of 5.0
                 
                 

                Situated in the business district, this hotel is within 1 mi (2 km) of Saint Johns Field, Black Pond State Wildlife Area, and Connecticut Law Enforcement Memorial. ...

                Hawthorn Suites by Wyndham Hartford Meriden$81

                Hawthorn Suites by Wyndham Hartford Meriden$81
                Baymont by Wyndham Branford/New Haven

                Baymont by Wyndham Branford/New Haven

                3 Business Park Dr, Branford
                  2.0 out of 5.0
                   
                   

                  This family-friendly Branford hotel is located near the airport, 4.1 mi (6.6 km) from Bishops Orchard and Winery, and within 12 mi (20 km) of Shoreline Trolley ...

                  Baymont by Wyndham Branford/New Haven$85

                  Baymont by Wyndham Branford/New Haven$85
                  Best Western Plus North Haven Hotel

                  Best Western Plus North Haven Hotel

                  201 Washington Avenue, North Haven
                    3.0 out of 5.0
                     
                     

                    Situated in North Haven, this hotel is 1.8 mi (2.9 km) from Wharton Brook State Park and within 6 mi (10 km) of Tradition Golf Club at Wallingford and Toyota ...

                    Best Western Plus North Haven Hotel$98

                    Best Western Plus North Haven Hotel$98
                    Comfort Inn & Suites

                    Comfort Inn & Suites

                    900 East Main Street, Meriden
                      2.5 out of 5.0
                       
                       

                      Located in the heart of Meriden, this hotel is within 2 mi (3 km) of Saint Johns Field, Black Pond State Wildlife Area, and Connecticut Law Enforcement Memorial. ...

                      Comfort Inn & Suites$71

                      Comfort Inn & Suites$71

                      Top Flight Deals

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