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354 customers have received the equivalent of one or more free room nights by booking a Flight + Hotel holiday package!*
354 customers have received the equivalent of one or more free room nights by booking a Flight + Hotel holiday package!*
354 customers have received the equivalent of one or more free room nights by booking a Flight + Hotel holiday package!*

Top Boston Holiday Packages - 3 Nights

Boston Holiday Packages

The birthplace of a revolution. A concentration of higher learning and innovation. A city of avid sports fans. All of these things make up the modern, straight-talking city of Boston, Massachusetts. Boston holidays will teach you about the founding of the U.S. or entertain you with stylish shopping, Fenway Park baseball and (of course) museums. Whether you’re headed to Cape Cod or exploring downtown, this city will keep you busy.

Things to Do in Boston

Boston is known for winding streets laid out during colonial times, but the city makes it easy to explore the abundance of history on nearly every street corner. Follow the red brick line of the Freedom Trail as it meanders through downtown to take in all, or part, of the 4 km route to historic sites that helped to shape the nation. Afterward, head to the Seaport District. Recently transformed from warehouses and vacant lots to one of the hottest spots in town, the Seaport is no-brainer for any visitor. Stroll along the Harborwalk, take in contemporary art performances at the ICA or visit the Boston Children's Museum for a hands-on experience with nature.

If the beach is calling your name, reserve one of Wotif’s Boston car hire options and head south on Route 3 to Cape Cod. Holidays to Cape Cod are a local favourite: try biking the Cape Cod Rail Trail, hiking along the National Seashore or meandering through the shops and cafes of the villages dotting the peninsula.

Shopping, Dining & Nightlife

Boston packages are sure to include shopping. The top destination for shopping in Boston is along Newbury Street. While Copley Place and Faneuil Hall have everyone's favourite stores in a familiar shopping atmosphere, Newbury Street retains all the historical charm of this city, providing a tree-lined avenue peppered with high-end shops and restaurants.

Boston's South End (Southie) is filled with contemporary dining options and farm-to-table offerings. After your meal, take a stroll through the Rose F. Kennedy Greenway and view the changing exhibitions of contemporary art. For more traditional Boston dining, nothing beats the North End with its narrow and winding streets and old-world Italian feel. Pick any restaurant along the main drag, Hanover Street, or duck into a side alley for a lesser-known treasure. Pick up a cannoli and head to Faneuil Hall and Quincy Market, where you'll find cafes to end your night…or bars and clubs to get it started.

The city is dotted with after-dark venues for every taste, from the upscale and subdued bars of the high-end hotels, to the more eclectic crowds at clubs in the Theatre District. If one of the local teams is playing, you'll find action at nearly every spot with sports-crazy New Englanders keeping one eye on the TV and one on their Sam Adams local brew.

What's Next?

Whether you want a history tour or a relaxing few days in a world-class seaside city, Wotif can help you find the experience you're looking for. Wotif's Boston holiday packages will help you save when you bundle your flight and accommodation. Any time of year is special in Boston, whether it's a blue-sky summer day or a cosy colonial winter night, so book today!

Need insider tips on must-see attractions in Boston? Check out our Boston travel guide!


Guide to Exploring Boston

Best Boston Flight + Hotel Holiday Deals

See all 1,458 properties in Boston
Boston Park Plaza

Boston Park Plaza

50 Park Plaza at Arlington Street, Boston
    4.0 out of 5.0
     
     
    4.8 out of 5 (4 reviews)

    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 PlazaAU$140

    Boston Park PlazaAU$140
    Revere Hotel Boston Common

    Revere Hotel Boston Common

    200 Stuart St, Boston
      4.0 out of 5.0
       
       
      3.8 out of 5 (4 reviews)

      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 CommonAU$173

      Revere Hotel Boston CommonAU$173
      Boston Omni Parker House Hotel

      Boston Omni Parker House Hotel

      60 School St, Boston
        4.0 out of 5.0
         
         
        5.0 out of 5 (2 reviews)

        Located on Freedom Trail in downtown Boston, this hotel is 3 blocks from Quincy Market, 2 from the State House and Boston Common, and adjacent to the Financial ...

        Boston Omni Parker House HotelAU$141

        Boston Omni Parker House HotelAU$141
        Hyatt Place Boston/Braintree

        Hyatt Place Boston/Braintree

        50 Forbes Road, Braintree
          3.5 out of 5.0
           
           

          Hyatt Place Boston/Braintree is located right across the street from premier shopping at South Shore Plaza. Guests can take a free shuttle to select destinations ...

          Hyatt Place Boston/BraintreeAU$118

          Hyatt Place Boston/BraintreeAU$118
          Royal Sonesta Boston

          Royal Sonesta Boston

          40 Edwin H. Land Boulevard, Cambridge
            4.0 out of 5.0
             
             
            4.0 out of 5 (1 reviews)

            Set on the banks of the Charles River, across from the 100 shops of CambridgeSide Galleria, Royal Sonesta Hotel Boston offers sweeping views of the city's ...

            Royal Sonesta BostonAU$184

            Royal Sonesta BostonAU$184
            Lakeside Inn

            Lakeside Inn

            595 North Ave, Wakefield
              2.0 out of 5.0
               
               

              Situated on a lake, this hotel is within 9 mi (15 km) of Woburn Mall, Burlington Mall, and Square One Mall. Royall Park and Tufts University are also within ...

              Lakeside InnAU$87

              Lakeside InnAU$87
              Battery Wharf Hotel, Boston Waterfront

              Battery Wharf Hotel, Boston Waterfront

              3 Battery Wharf, Boston
                4.5 out of 5.0
                 
                 

                This waterfront retreat is surrounded by unique shopping, fine dining, spectacular coastal views, and the rich historical setting of downtown Boston. It’s also ...

                Battery Wharf Hotel, Boston WaterfrontAU$225

                Battery Wharf Hotel, Boston WaterfrontAU$225
                The Godfrey Hotel Boston

                The Godfrey Hotel Boston

                505 Washington Street, Boston
                  4.0 out of 5.0
                   
                   
                  5.0 out of 5 (1 reviews)

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

                  The Godfrey Hotel BostonAU$153

                  The Godfrey Hotel BostonAU$153
                  Boston Marriott Copley Place

                  Boston Marriott Copley Place

                  110 Huntington Ave, Boston
                    4.0 out of 5.0
                     
                     
                    3.0 out of 5 (1 reviews)

                    This 38-story Boston hotel is adjacent to 2 malls and a convention center, forming 3 climate-controlled blocks of shops and restaurants; within a half-mile of ...

                    Boston Marriott Copley PlaceAU$172

                    Boston Marriott Copley PlaceAU$172
                    Seaport Hotel

                    Seaport Hotel

                    1 Seaport Lane, Boston
                      4.0 out of 5.0
                       
                       
                      4.0 out of 5 (1 reviews)

                      Atop Commonwealth Pier, near the Seaport World Trade Center and the Boston Convention & Exhibit Center, this hotel is one mile from the Financial District, three ...

                      Seaport HotelAU$244

                      Seaport HotelAU$244

                      *Savings based on all Flight + Hotel package bookings on Wotif.com from Jan 2017 to Jun 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.