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Chelsea Vacations

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

Hotwire can help you find your travel bliss with Chelsea 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 Chelsea

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 Chelsea 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 Chelsea well.

Chelsea Flight + Hotel packages

Top Hotel Deals

See all 1,206 Hotels in Chelsea
TownePlace Suites Boston Logan Airport/Chelsea

TownePlace Suites Boston Logan Airport/Chelsea

30 Eastern Avenue, Chelsea
    3.0 out of 5.0
     
     

    Situated on a river, this hotel is 2.9 mi (4.7 km) from Revere Beach and within 6 mi (10 km) of TD Garden and Faneuil Hall Marketplace. Boston Common and USS ...

    TownePlace Suites Boston Logan Airport/Chelsea$143

    TownePlace Suites Boston Logan Airport/Chelsea$143
    Doubletree By Hilton Boston Logan Airport Chelsea

    Doubletree By Hilton Boston Logan Airport Chelsea

    201 Everett Ave, Chelsea
      3.5 out of 5.0
       
       

      This hotel offers a free shuttle to the airport, three miles away, and an airport subway station offers downtown service; Boston is four miles south by car.

      Doubletree By Hilton Boston Logan Airport Chelsea$153

      Doubletree By Hilton Boston Logan Airport Chelsea$153
      Homewood Suites by Hilton Boston Logan Airport Chelsea

      Homewood Suites by Hilton Boston Logan Airport Chelsea

      145 Beech St, Chelsea
        3.0 out of 5.0
         
         

        Situated in Chelsea, this hotel is within 6 mi (10 km) of Bunker Hill Monument, TD Garden, and USS Constitution Museum. Faneuil Hall Marketplace and Boston Common ...

        Homewood Suites by Hilton Boston Logan Airport Chelsea$178

        Homewood Suites by Hilton Boston Logan Airport Chelsea$178
        Residence Inn Boston Logan Airport/Chelsea

        Residence Inn Boston Logan Airport/Chelsea

        200 Maple St, Chelsea
          3.0 out of 5.0
           
           

          Residence Inn Boston Logan Airport/Chelsea is 4 miles (6.5 km) north of downtown Boston, and an 8-minute ride by free hotel shuttle from Logan International ...

          Residence Inn Boston Logan Airport/Chelsea$152

          Residence Inn Boston Logan Airport/Chelsea$152
          Sage Apartments Boston Logan Airport

          Sage Apartments Boston Logan Airport

          Gerrish Avenue, Chelsea
            3.5 out of 5.0
             
             

            Situated in Chelsea, this apartment building is close to USS Constitution Museum, TD Garden, and Faneuil Hall Marketplace. Local attractions also include Bunker ...

            Holiday Inn Boston Logan Airport - Chelsea

            Holiday Inn Boston Logan Airport - Chelsea

            1012 BROADWAY STREET, Chelsea
              3.0 out of 5.0
               
               

              Situated near the airport, in Chelsea, this hotel is close to Revere Beach, USS Constitution Museum, and Bunker Hill Monument. Local attractions also include ...

              Revere Hotel Boston Common

              Revere Hotel Boston Common

              200 Stuart St, Boston
                4.0 out of 5.0
                 
                 

                The Revere Hotel is at the edge of the Theatre District, 1 block from the Arlington "T" Station and 2 blocks from Boston Common and the Public Garden.

                Revere Hotel Boston Common$195

                Revere Hotel Boston Common$195
                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
                  Boston Park Plaza

                  Boston Park Plaza

                  50 Park Plaza at Arlington Street, Boston
                    4.0 out of 5.0
                     
                     

                    Located in historic Back Bay, this hotel just completed a $100 million dollar renovation, and is 3 miles from Logan International Airport and 200 yards from ...

                    Boston Park Plaza$127

                    Boston Park Plaza$127
                    Sheraton Boston Hotel

                    Sheraton Boston Hotel

                    39 Dalton St, Boston
                      4.0 out of 5.0
                       
                       

                      This hotel in Boston's historic Back Bay provides indoor access to the Hynes Convention Center, the Prudential Center, Copley Place malls, numerous shops and ...

                      Sheraton Boston Hotel$129

                      Sheraton Boston Hotel$129

                      Top Flight Deals

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