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Downtown Crossing Vacations

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

Hotwire can help you find your travel bliss with Downtown Crossing 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 Downtown Crossing

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 Downtown Crossing 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 Downtown Crossing well.

Downtown Crossing Flight + Hotel packages

Top Hotel Deals

See all 1,214 Hotels in Downtown Crossing
The Godfrey Hotel Boston

The Godfrey Hotel Boston

505 Washington Street, Boston
    4.0 out of 5.0
     
     

    Located in Downtown Boston, this boutique hotel is steps from Boston Opera House and Orpheum Theater. Boston Common and Boston Public Garden are also within ...

    The Godfrey Hotel Boston$172

    The Godfrey Hotel Boston$172
    Club Quarters Hotel in Boston

    Club Quarters Hotel in Boston

    161 Devonshire St, Boston
      4.0 out of 5.0
       
       

      Located only 2 blocks from Faneuil Hall and Post Office Square, Club Quarters Hotel in Boston's financial district offers full-service accommodations in a club ...

      Club Quarters Hotel in Boston$161

      Club Quarters Hotel in Boston$161
      Hyatt Regency Boston

      Hyatt Regency Boston

      One Avenue De Lafayette, Boston
        4.0 out of 5.0
         
         

        This Boston theater-district hotel has direct access to the subways and is connected to Macy's at Downtown Crossing, within 2 blocks of Faneuil Hall/Quincy Market ...

        Hyatt Regency Boston$169

        Hyatt Regency Boston$169
        Kimpton Nine Zero Hotel

        Kimpton Nine Zero Hotel

        90 Tremont St, Boston
          4.0 out of 5.0
           
           

          This trendy hotel is located along Boston's historic Freedom Trail and is 1 block from the Boston Common, the 18th-century King's Chapel, and the Park Street ...

          Kimpton Nine Zero Hotel$180

          Kimpton Nine Zero Hotel$180
          Stunning 4BR in Downtown Crossing by Sonder

          Stunning 4BR in Downtown Crossing by Sonder

          Hamilton Place, Boston
            3.5 out of 5.0
             
             

            Located in Downtown Boston, this apartment building is steps from Orpheum Theater, Downtown Crossing, and Boston Athenaeum.

            ARTlab DX

            ARTlab DX

            8 Winter Street, Boston
              3.5 out of 5.0
               
               

              Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Opera House.

              Modern 2BR in Downtown Crossing by Sonder

              Modern 2BR in Downtown Crossing by Sonder

              Hamilton Place, Boston
                4.0 out of 5.0
                 
                 

                Located in Downtown Boston, this apartment building is steps from Orpheum Theater, Downtown Crossing, and Boston Athenaeum.

                Chic 2BR in Downtown Crossing by Sonder

                Chic 2BR in Downtown Crossing by Sonder

                Hamilton Place, Boston
                  3.5 out of 5.0
                   
                   

                  Located in Downtown Boston, this apartment building is steps from Orpheum Theater, Downtown Crossing, and Boston Athenaeum.

                  Charming 3BR in Downtown Crossing by Sonder

                  Charming 3BR in Downtown Crossing by Sonder

                  Hamilton Place, Boston
                    3.5 out of 5.0
                     
                     

                    Located in Downtown Boston, this apartment building is steps from Orpheum Theater, Downtown Crossing, and Boston Athenaeum.

                    Charming 2BR in Downtown Crossing by Sonder

                    Charming 2BR in Downtown Crossing by Sonder

                    Hamilton Place & Tremont St., Boston
                      3.5 out of 5.0
                       
                       

                      Located in Downtown Boston, this apartment building is steps from Orpheum Theater, Boston Athenaeum, and Downtown Crossing.

                      Top Flight Deals

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