Boston Holiday Packages

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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!

Top Boston hotels

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 25 Jan to 26 Jan
AU$232
25 Jan - 26 Jan
includes taxes & fees
Seaport Hotel Boston: Pet-friendly hotel with free WiFi and an indoor pool. Located near the airport.
Front desk and staff amazing and friendly.

Reviewed on 17 Jan 2026

Opens in a new windowSeaport Hotel Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$649 per night from 24 Jan to 25 Jan
AU$649
24 Jan - 25 Jan
includes taxes & fees
The Langham, Boston: Luxury hotel with free WiFi and an indoor pool. Located near a metro station.
Room was extremely clean, staff was beyond wonderful and helpful. Our new favorite hotel!

Reviewed on 19 Jan 2026

Opens in a new windowThe Langham, Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Harborside Inn Of Boston: Hotel with free WiFi and a bar/lounge. Located in the historical district.
Just an overall positive experience! Made everything painless!

Reviewed on 20 Jan 2026

Opens in a new windowHarborside Inn Of Boston
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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