
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

The Dagny Boston
Very clean and friendly staff. We LOVED the sweet little man in the hat that greeted us each day and asked if we needed help with our bags! Was a bit noisy throughout the night but was outside noise, street sweepers, honking cars etc. not hotels fault.
Reviewed on 28 Oct 2025

The Revolution Hotel
Comfortable, great location, very clean shared bathrooms. Will stay again!
Reviewed on 27 Oct 2025

Omni Boston Hotel at the Seaport
Room was clean, property was very nice, front desk staff were great. Close to the water with shops and restaurants. Overall a great stay and will definitely stay again
Reviewed on 25 Oct 2025
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