Boston Holiday Packages

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Top Boston holiday packages

Price found within the past 48 hours. Click for updated prices.
Seaport Hotel Boston
Boston Harbor Hotel
Raffles Boston
InterContinental Boston by IHG
Fairmont Copley Plaza, Boston

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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

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$325 per night from 13 July to 14 July
AU$325
13 July - 14 July
includes taxes & fees
CitizenM Boston Back Bay: Hotel with free WiFi and a bar/lounge.
"Always a great stay"

Reviewed on 11 Jul. 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$307 per night from 20 July to 21 July
AU$307
20 July - 21 July
includes taxes & fees
CitizenM Boston North Station: Business-friendly hotel with free WiFi and a bar/lounge. Located near the airport.
"na"

Reviewed on 10 Jul. 2025

citizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$435 per night from 10 Aug to 11 Aug
AU$435
10 Aug - 11 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport: Pet-friendly hotel with free WiFi and an outdoor pool. Located in the city centre.
"great stay as always"

Reviewed on 9 Jul. 2025

Omni Boston Hotel at the Seaport
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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.