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East Side Vacations

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

Hotwire can help you find your travel bliss with East Side 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 East Side

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 East Side 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 East Side well.

East Side Flight + Hotel packages

Top Hotel Deals

See all 270 Hotels in East Side
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
    Pod 51

    Pod 51

    230 E 51st St, New York
      3.0 out of 5.0
       
       

      The innovative Pod Hotel offers compact, cleverly designed rooms and a prime location 4 blocks from Manhattan's Fifth Avenue, less than 6 blocks from the Theater ...

      Pod 51$129

      Pod 51$129
      Grand Hyatt New York

      Grand Hyatt New York

      109 East 42nd Street, New York
        4.0 out of 5.0
         
         

        This luxury New York hotel boasts a prime location on the city's East Side adjacent to Grand Central Station. Times Square, Broadway theaters, Central Park, ...

        Grand Hyatt New York$169

        Grand Hyatt New York$169
        Shelburne NYC-an Affinia hotel

        Shelburne NYC-an Affinia hotel

        303 Lexington Avenue, New York
          4.0 out of 5.0
           
           

          Murray Hill, a cool and convenient neighborhood on Midtown's East Side, is the setting for this eclectic hotel; the Chrysler Building is 5 blocks north, and ...

          Shelburne NYC-an Affinia hotel$132

          Shelburne NYC-an Affinia hotel$132
          DoubleTree by Hilton Metropolitan - New York City

          DoubleTree by Hilton Metropolitan - New York City

          569 Lexington Ave, New York
            4.0 out of 5.0
             
             

            This landmark New York City hotel is a short walk to shopping at Fifth Avenue and Bloomingdales, and in close proximity to the United Nations, Broadway theaters, ...

            DoubleTree by Hilton Metropolitan - New York City$109

            DoubleTree by Hilton Metropolitan - New York City$109
            The Westin New York Grand Central

            The Westin New York Grand Central

            212 East 42nd Street, New York
              4.5 out of 5.0
               
               

              Located in Midtown, this luxury hotel is within a 10-minute walk of Chrysler Building, Grand Central Terminal, and United Nations Headquarters. New York Public ...

              The Westin New York Grand Central$175

              The Westin New York Grand Central$175
              Pod 39

              Pod 39

              145 East 39th Street, New York
                3.0 out of 5.0
                 
                 

                Grand Central Station is a 6-minute walk from Pod 39, and guests can reach the shops of Bryant Park in 12 minutes. Times Square, the Museum of Modern Art, and ...

                Pod 39$89

                Pod 39$89
                The Maxwell New York City

                The Maxwell New York City

                541 Lexington Ave, New York
                  4.0 out of 5.0
                   
                   

                  An urban oasis, this trendsetting East Side W hotel, 1 block from Park Avenue, is within 1 mile of Rockefeller Center, Times Square, and the Broadway Theatre ...

                  The Maxwell New York City$99

                  The Maxwell New York City$99
                  Iberostar 70 Park Avenue

                  Iberostar 70 Park Avenue

                  70 Park Ave, New York
                    4.0 out of 5.0
                     
                     

                    Combining a gracious neighborhood feel with a host of desirable amenities, this New York hotel is about 3 blocks from Grand Central Terminal, 4 blocks from Bryant ...

                    Iberostar 70 Park Avenue$144

                    Iberostar 70 Park Avenue$144
                    The Kimberly Hotel

                    The Kimberly Hotel

                    145 E 50th St, New York
                      4.0 out of 5.0
                       
                       

                      This boutique hotel in Midtown New York is within a five-minute walk of Fifth Avenue shopping, St Patrick's Cathedral, and Rockefeller Center, and 6 blocks from ...

                      The Kimberly Hotel$218

                      The Kimberly Hotel$218

                      Top Flight Deals

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