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Madison Avenue Vacations

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

Hotwire can help you find your travel bliss with Madison Avenue 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 Avenue

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 Avenue 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 Avenue well.

Madison Avenue Flight + Hotel packages

Top Hotel Deals

See all 1,644 Hotels in Madison Avenue
The Mark

The Mark

Madison Ave at 77th Street, New York
    5.0 out of 5.0
     
     

    This 16-story hotel is in Manhattan's Upper East Side, close to the Metropolitan Museum of Art, The Whitney Museum, and Central Park. With Madison Avenue less ...

    The Mark$506

    The Mark$506
    The Surrey

    The Surrey

    20 East 76th Street, New York
      5.0 out of 5.0
       
       

      The boutiques and hip restaurants of Madison Avenue are just steps from The Surrey, which places guests on Manhattan's vibrant Upper East Side. Both Central ...

      The Surrey$368

      The Surrey$368
      Hotel Plaza Athenee

      Hotel Plaza Athenee

      37 E 64th St, New York
        5.0 out of 5.0
         
         

        Beautifully situated on a treelined street amid historic townhouses, this hotel is 1 block from Central Park and Fifth Avenue, a half-block from Madison Avenue ...

        Hotel Plaza Athenee$314

        Hotel Plaza Athenee$314
        Four Seasons Hotel New York

        Four Seasons Hotel New York

        57 E 57th Street, New York
          5.0 out of 5.0
           
           

          Located on "Billionaire's Row" between Park Avenue and Madison Avenue just steps from Central Park and Madison Avenue shopping.

          Four Seasons Hotel New York$995

          Four Seasons Hotel New York$995
          The Carlyle, A Rosewood Hotel

          The Carlyle, A Rosewood Hotel

          35 E 76th St, New York
            5.0 out of 5.0
             
             

            Host to world leaders and entertainment luminaries, this Upper East Side landmark presides over fashionable Madison Avenue, 1 block from Central Park and 5 blocks ...

            The Carlyle, A Rosewood Hotel$425

            The Carlyle, A Rosewood Hotel$425
            The Lowell

            The Lowell

            28 East 63rd Street, New York
              5.0 out of 5.0
               
               

              Located in Upper East Side, this luxury hotel is within a 10-minute walk of Barney's, Bloomingdale's, and Tiffany & Co.. Rockefeller Center and Grand Central ...

              The Lowell$496

              The Lowell$496
              Amazing Studio in the Heart of Manhattan

              Amazing Studio in the Heart of Manhattan

              17 East 67th Street, New York
                3.5 out of 5.0
                 
                 

                Located in Manhattan, this apartment building is within a 10-minute walk of Central Park Zoo and Barney's. Bloomingdale's and Tiffany & Co. are also within 15 ...

                The Roosevelt Hotel, New York City

                The Roosevelt Hotel, New York City

                45 E 45th Street, New York
                  4.0 out of 5.0
                   
                   

                  Located at the corner of East 45th Street and Madison Avenue, the Roosevelt Hotel, New York City, provides ready access to shopping, as well as Broadway theaters, ...

                  The Roosevelt Hotel, New York City$125

                  The Roosevelt Hotel, New York City$125
                  The Manhattan at Times Square Hotel

                  The Manhattan at Times Square Hotel

                  790 7th Ave, New York
                    4.0 out of 5.0
                     
                     

                    This New York hotel is located 1 block east of the major concentration of Broadway theaters, 2 blocks from Rockefeller Center, and 3 blocks from the Museum of ...

                    The Manhattan at Times Square Hotel$102

                    The Manhattan at Times Square Hotel$102
                    Hotel Pennsylvania

                    Hotel Pennsylvania

                    401 7th Ave, New York
                      2.5 out of 5.0
                       
                       

                      This New York City hotel located on Seventh Avenue at 33rd Street is across from Madison Square Garden and Penn Station.

                      Hotel Pennsylvania$78

                      Hotel Pennsylvania$78

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