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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 1,064 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$141

    Boston Park PlazaAU$141
    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$211

      Seaport HotelAU$211
      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 Boston Opera House and Orpheum Theater. Boston Common and Boston Public Garden are also within ...

        The Godfrey Hotel BostonAU$186

        The Godfrey Hotel BostonAU$186
        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$203

          Revere Hotel Boston CommonAU$203
          Club Quarters Hotel in Boston

          Club Quarters Hotel in Boston

          161 Devonshire St, Boston
            4.0 out of 5.0
             
             
            4.5 out of 5 (4 reviews)

            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 BostonAU$170

            Club Quarters Hotel in BostonAU$170
            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$166

              Boston Omni Parker House HotelAU$166
              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$105

                Hyatt Place Boston/BraintreeAU$105
                The Westin Boston Waterfront

                The Westin Boston Waterfront

                425 Summer St, Boston
                  4.0 out of 5.0
                   
                   

                  Located in Seaport, The Westin Boston Waterfront is connected to the Boston Convention & Exhibition Center, a 7-minute drive from Logan International Airport. ...

                  The Westin Boston WaterfrontAU$201

                  The Westin Boston WaterfrontAU$201
                  Copley Square Hotel

                  Copley Square Hotel

                  47 Huntington Ave, Boston
                    4.0 out of 5.0
                     
                     
                    4.0 out of 5 (2 reviews)

                    Boston's fashionable and historic Back Bay is the setting for this fully renovated boutique hotel on Copley Square. Newbury Street shops are 2 blocks away, and ...

                    Copley Square HotelAU$197

                    Copley Square HotelAU$197
                    Boston Marriott Copley Place

                    Boston Marriott Copley Place

                    110 Huntington Ave, Boston
                      4.0 out of 5.0
                       
                       
                      3.0 out of 5 (2 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$142

                      Boston Marriott Copley PlaceAU$142

                      Top Flight Deals

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

                      *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.