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Lowest round trip fares by airline from Portland and Boston

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

Cheap flights from Portland to Boston

Cheap flights from Portland to Boston

Whether you explore colonial history along the Freedom Trail or browse French Impressionist paintings at the Museum of Fine Arts, there's plenty to discover in New England's cultural hub. After landing at General Edward Lawrence Logan International Airport (BOS), visit the Old State House and learn about a massacre that ignited the American Revolution. Walk the cobblestone streets at Quincy Marketplace to shop for some souvenirs or feast on American lobster and blue crab.

Key Facts

The Ted Williams Tunnel and Sumner Tunnel offer a quick drive between General Edward Lawrence Logan International Airport and downtown Boston. Find a parking garage near Fenway Park and watch the Red Sox compete against MLB opponents. Cross the Charles River and head to the MIT Museum to discover the history of computer technology on the campus of a prominent research university.

From the Arbor Arboretum to the Boston Common, there are hundreds of acres in Boston that offer tranquility amid busy streets. Enjoy the tunes of classical music at Symphony Hall or watch some drama unfold at the Cutler Majestic Theatre.

Hints and Tips

A flight from Portland International Airport (PDX) to Boston takes 6 hours. If you're interested in doing some bird watching and fishing near BOS, get in your rental car and drive to Deer Island Park along the Massachusetts Bay.

Packages from Portland to Boston

Hotels in Boston

See all 1,303 Properties in Boston
Boston Park Plaza

Boston Park Plaza

50 Park Plaza at Arlington Street, Boston, MA
    4.0 out of 5.0
     
     
    4.0 out of 5 (25 reviews)

    Located in Back Bay, this historic hotel is within a 10-minute walk of Newbury Street, Boston Public Garden, and Boston Common. Copley Place and Hynes Convention ...

    Boston Park Plaza$171

    Boston Park Plaza$171
    Encore Boston Harbor

    Encore Boston Harbor

    1 Broadway, Everett, MA
      5.0 out of 5.0
       
       
      1.0 out of 5 (1 reviews)

      Situated in Everett, this luxury hotel is within 2 mi (3 km) of The Freedom Trail, Bunker Hill Monument, and LEGOLAND® Discovery Center Boston. USS Constitution ...

      Encore Boston Harbor$227

      Encore Boston Harbor$227
      Boston Omni Parker House Hotel

      Boston Omni Parker House Hotel

      60 School St, Boston, MA
        4.0 out of 5.0
         
         
        3.6 out of 5 (7 reviews)

        Located in Downtown Boston, this historic hotel is within a 10-minute walk of Boston City Hall, Quincy Market, and Boston Common. New England Aquarium and Boston ...

        Boston Omni Parker House Hotel$214

        Boston Omni Parker House Hotel$214
        The Revolution Hotel

        The Revolution Hotel

        40 Berkeley Street, Boston, MA
          3.5 out of 5.0
           
           
          5.0 out of 5 (1 reviews)

          Located in South End, this hotel is within a 10-minute walk of John Hancock Tower, Hancock Conference Center, and Copley Square. Newbury Street and Charles Playhouse ...

          The Revolution Hotel$128

          The Revolution Hotel$128
          Hilton Boston Logan Airport

          Hilton Boston Logan Airport

          One Hotel Drive, Boston, MA
            4.0 out of 5.0
             
             
            4.6 out of 5 (15 reviews)

            Located in East Boston, this hotel is within 3 mi (5 km) of Boston Harbor, New England Aquarium, and Faneuil Hall Marketplace. Paul Revere House and The Freedom ...

            Hilton Boston Logan Airport$198

            Hilton Boston Logan Airport$198
            citizenM Boston North Station

            citizenM Boston North Station

            80-120 Causeway Street, Boston, MA
              4.0 out of 5.0
               
               
              4.5 out of 5 (2 reviews)

              Located in West End, this hotel is within a 5-minute walk of TD Garden and The Freedom Trail. Boston Harbor and Copp's Hill Burying Ground are also within 10 ...

              citizenM Boston North Station$169

              citizenM Boston North Station$169
              Lakeside Inn

              Lakeside Inn

              595 North Ave, Wakefield, MA
                2.0 out of 5.0
                 
                 
                3.2 out of 5 (29 reviews)

                Situated on a lake, this hotel is 3.1 mi (5 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall and Salem Witch Museum. Tufts University and LEGOLAND® ...

                Lakeside Inn$99

                Lakeside Inn$99
                The Bostonian Boston

                The Bostonian Boston

                26 North St, Boston, MA
                  4.0 out of 5.0
                   
                   
                  4.6 out of 5 (12 reviews)

                  Located in Downtown Boston, this romantic hotel is steps from Faneuil Hall Marketplace, The Freedom Trail, and Quincy Market. Boston Harbor and Boston City Hall ...

                  The Bostonian Boston$191

                  The Bostonian Boston$191
                  The Godfrey Hotel Boston

                  The Godfrey Hotel Boston

                  505 Washington Street, Boston, MA
                    4.0 out of 5.0
                     
                     
                    4.7 out of 5 (9 reviews)

                    Located in Downtown Boston, this boutique hotel is steps from Boston Opera House, The Freedom Trail, and Orpheum Theater. Boston Common and Downtown Crossing ...

                    The Godfrey Hotel Boston$269

                    The Godfrey Hotel Boston$269
                    Courtyard by Marriott Woburn/Boston North

                    Courtyard by Marriott Woburn/Boston North

                    700 Unicorn Park Dr, Woburn, MA
                      3.0 out of 5.0
                       
                       
                      3.9 out of 5 (13 reviews)

                      Situated in Woburn, this golf hotel is within 9 mi (15 km) of Woburn Mall, Tufts University, and LEGOLAND® Discovery Center Boston. Burlington Mall and Somerville ...

                      Courtyard by Marriott Woburn/Boston North$124

                      Courtyard by Marriott Woburn/Boston North$124
                      Map

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.