Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Find a lower price online up to 24-hours prior to check-in and we’ll refund the difference.

Save up to $387* on holiday packages when you bundle a hotel and flight.

With more than 550 airlines and 665,000 properties worldwide, it’s easy to find your best holiday.

Top Boston Holiday Packages

Top Boston Holiday Packages - 5 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

Family Hotels in Boston

Embassy Suites Boston Waltham AU$160
Embassy Suites Boston Waltham

Embassy Suites Boston Waltham

550 Winter Street, Waltham, MA
    3.5 out of 5.0

    Embassy Suites Boston Waltham places guests a 30-minute drive from the city center, near the Boston Tech Corridor. Harvard and MIT are both within a 20-minute drive of the hotel. The area is also the cradle of the American Revolution: Minute Man National Historic Park is a 15-minute drive north.

    Hyatt Place Boston/Braintree AU$151
    Hyatt Place Boston/Braintree

    Hyatt Place Boston/Braintree

    50 Forbes Road, Braintree, MA
      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 within a 3-mile (4.8-km) radius, and downtown attractions like the New England Aquarium and Museum of Science are a 30-minute drive.

      Hyatt Place Boston/Medford AU$205
      Hyatt Place Boston/Medford

      Hyatt Place Boston/Medford

      116 Riverside Ave, Medford, MA
        3.0 out of 5.0

        Hyatt Place Boston/Medford is a 15-minute drive from the city center. History buffs will want to visit the Bunker Hill Monument, only 10 minutes by car. From there it's another 10 minutes on foot along the Freedom Trail to the world's oldest commissioned naval vessel, the USS Constitution.

        Revere Hotel Boston Common AU$231
        Revere Hotel Boston Common

        Revere Hotel Boston Common

        200 Stuart St, Boston, MA
          of 5, from 4 reviews
          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.

          Romantic Hotels in Boston

          Seaport Hotel AU$247
          Seaport Hotel

          Seaport Hotel

          1 Seaport Lane, Boston, MA
            of 5, from 1 reviews
            4.0 out of 5.0

            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 miles from Logan Airport, and a 10-minute bus ride from South Station.

            Nantasket Beach Resort AU$152
            Nantasket Beach Resort

            Nantasket Beach Resort

            45 Hull Shore Drive, Hull, MA
              3.0 out of 5.0

              This oceanfront resort is on sandy Nantasket Beach, between Boston and Cape Cod, 15 miles from Logan International Airport. An array of restaurants and attractions are within walking distance.

              Kimpton Nine Zero Hotel AU$279
              Kimpton Nine Zero Hotel

              Kimpton Nine Zero Hotel

              90 Tremont St, Boston, MA
                4.5 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 T station.

                Kimpton Marlowe Hotel AU$175
                Kimpton Marlowe Hotel

                Kimpton Marlowe Hotel

                25 Edwin H. Land Blvd, Cambridge, MA
                  4.0 out of 5.0

                  This Cambridge hotel overlooks the Charles River and is adjacent to the CambridgeSide Galleria shopping center; Boston is across the river.

                  *Savings based on all package bookings made with Flight + Hotel on from January 1, 2018 to December 31, 2018, 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.