Massachusetts Holiday Deals

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Frequently asked questions

It depends on your definition of pretty! Nantucket is a cute maritime island lined with cobblestones and bathed in hydrangeas, while Sturbridge is a historic town where the past comes to life. Boston is one of the nation’s oldest cities and blends historical sites with modern attractions beautifully.


Well this all depends on where you’re heading and the time of year you’re travelling. As a general guide, comfortable walking shoes are a must! Massachusetts weather is also known to be a little unpredictable, so pack accordingly with a rain jacket or an umbrella.


Culture seekers could easily (and happily) spend all of their time in Boston exploring the city, sipping, snacking and skipping between galleries, while those who love the great outdoors will love The Berkshires. Nantucket Island and Cape Cod offer a dose of ‘vitamin sea’, while Martha’s Vineyard is a cute pit-stop; it should be noted that there are no actual wineries here. For history buffs, there’s Salem and Plymouth.


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Let’s face it, travelling with kids can be a bit of a challenge, but some destinations make holidays with tiny humans a breeze. If you’re planning a getaway for the whole kit and caboodle, Cape Cod is a popular spot for the sun and sea, Plymouth is a step back in time, while Boston is ideal for those who love city life. Families who love the great outdoors should also check out The Berkshires and Jiminy Peak Mountain Resort.


Massachusetts has plenty to see and do all year round, from sun-soaked summer days by beaches of Cape Cod to the beautiful fall colours that turn the trees shades of orange and red. If you are planning a summer vacay, aim for Mid May to September, but being peak season, it can get pricey. The shoulder seasons including April and November can often bring smaller crowds and a few more budget–friendly options. For those searching for a snow-filled adventure, December to March is your time.


Well, this all depends on which part of Massachusetts you plan to visit and the time of year you are travelling. Visitors can step back in time at the Plimouth Plantation and see how the Pilgrims lived in 1627, explore the quaint seaside villages of Cape Cod, hear about haunted happenings in Salem, strap on your hiking boots (or skis, if the weather permits) and explore The Berkshires or get wonderfully lost wandering around Boston.


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A Travel Expert Service Fee will be applied to bookings made in store, over the phone or via email, and is charged in addition to the advertised price. Click here for more information.

*Travel restrictions & conditions apply. Review any specific conditions stated and our general terms at Terms and Conditions. Prices & taxes are in NZD and are correct as at the date of publication & are subject to availability and change without notice. Prices quoted are on sale until the dates specified unless otherwise stated or sold out prior. Prices are per package.