13 Best Holiday Shopping Destinations in Massachusetts!

The holidays are upon us, and that means it’s time to do some gift shopping for family members and friends. Massachusetts has some fabulous places to shop, whether you’re seeking funky vintage finds or haute couture. Check out the following 13 shopping destinations in Massachusetts. You’re sure to find exactly what you’re looking for.

Newbury Street, Boston, MA

A stroll down Boston’s Newbury Street puts shoppers in proximity to luxurious finds and unique offerings. Peruse high end jewelry at Dorfman and top notch accessories and makeup at Chanel Boutique. Check out one-of-a-kind jewelry at Cartier, and find the latest in women’s fashion at Kate Spade.

Hyannis Main Street, Hyannis, MA

For old-fashioned holiday shopping, check out Hyannis Main Street. Part of the town’s Business Improvement District, the area includes specialty shops, antiques, furniture, clothing, accessories and more. Visit an art gallery while shopping, and check out one or more of the eateries for coffee or a meal.

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Faneuil Hall Marketplace, Boston, MA

Originally a market for merchants, Faneuil Hall Marketplace is a historical hub for shoppers and those meeting for food and/or drinks. Now home to more than 50 shops selling everything from art to handbags, there is something for every person on your shopping list at this eclectic shopping location. For that hard-to-please gift recipient, check out A Hat for Every Head or Art for Em for some truly unusual finds.

Wrentham Village Premium Outlets, Wrentham, MA

Probably one of the best outlet malls in all of New England, the Wrentham Village Premium Outlets in Wrentham features discount deals on everything from shoes to children’s clothing. Visit the Kate Spade Outlet for handbags and accessories, Jared Vault for fine jewelry, Le Creuset for cookware and bakeware, and Movado for watches. That should help you make progress on your shopping list, and this is only a fraction of what is offered there.

Burlington Mall, Burlington, MA

Anchored by Nordstrom’s and Macy’s, the Burlington Mall is big enough to meet all your holiday shopping needs without being so large that walking from one end to the next is overwhelming. When you need to take a break to check your shopping list, Bobby Flay’s restaurant, Bobby’s Burger Palace, is the perfect place to stop.

Copley Place, Boston, MA

Located in Boston’s Back Bay, Copley Place is your holiday shopping stop if high-end stores are on your list. Check out Barney’s New York, Tory Burch, Tiffany & Co., and Neiman Marcus to find gifts for the most discerning people on your list. You won’t feel like you’re in a mall, as the two-story structure features extra wide walkways that lend themselves to the feeling of being in some place very special.

The Shops at Chestnut Hill, Chestnut Hill, MA

As if the Boston area hasn’t already satiated your holiday shopping needs, visiting The Shops at Chestnut Hill opens up a whole new world. Techies will love the latest finds from the Apple store, tweens and teens will covet something trendy from Bloomingdales, and who wouldn’t love something luxuriously scented from L’ Occitane? Check out all 54 stores and services.

Ring Brothers Marketplace, South Dennis, MA

A favorite place for holiday shopping on Cape Cod, Ring Brothers Marketplace in Dennis is the brainchild of a group of Cape business owners who wanted to create a marketplace mode of shopping. Even though most of the businesses are food-related, they go all out for the holidays, creating themed baskets and more that are perfect for gift-giving.

The Shops at Prudential Center, Boston, MA

Accessed via a walkway from Copley Place, the Shops at Prudential Center will help you find the perfect holiday gifts for everyone from your sister to your husband’s great-uncle. Barnes & Noble proves that brick and mortar book stores really do have relevance in this electronic world of ours. Saks Fifth Avenue means you can check off several of the men and women on your list. And when you’re done for the day or evening, treat yourself to something decadent at the Cheesecake Factory to top off your holiday shopping adventure.

Tannery Marketplace, Newburyport, MA

Shop for books, cookware, toys, pottery and more at Tannery Marketplace in Newburyport. Buy the foodies on your list a fine selection from Newburyport Olive Oil. Called the “best shopping on the North Shore,” the marketplace overlooks Newburyport Harbor. Enjoy a bite to eat at one of several restaurants and cafes.

Harvard Square, Cambridge, MA

Almost as exciting as the eclectic mix of stores is the holiday shopping atmosphere at Harvard Square. Check out Bob Slate Stationers, African Gift Items, Cabot’s Candy, Glee Gifts Boutique, Cardullo’s Gourmet Shoppe and more. You’ll find something for everyone—especially those hard to please relatives! As the holidays approach, you might even catch some carolers filling the square with Christmas music.

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Main Street, Gloucester, MA

For some old-fashioned shopping fun, check out Main Street in Gloucester. It will be as entertaining as it is productive. Decorations galore, carolers, and scheduled outdoor shows grace the downtown area, as do boutiques and eateries. From clothing and books to gifts for your pets, you’ll find interesting offerings along this old New England Main Street.

Boutique Shops in the Berkshires

Boutique Shops in the Berkshires will find you crossing just about everyone off your holiday shopping list. A collection of specialty retailers selling everything from antiques to spa gift certificates, you’ll enjoy the experience as much as the outcome when shopping here. There are options for eating and for procuring foodie gifts like you’ve probably never seen before.


This text was created by the author with the assistance of GPT-3, a large-scale language generation model developed by OpenAI. The author reviewed, edited, and revised the draft language to their satisfaction and is fully responsible for the content of this publication.

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