Gift Shopping in Boston :: 2019


November 30

Lowell City of Lights (Lowell)

Ring in the holidays in downtown Lowell with this year’s City of Lights parade and holiday celebration! Take the afternoon to stroll the city streets and enjoy live performances, holiday shopping, photos with Santa, and the crowd favorite — a hot chocolate competition! The daytime fun leads to the nighttime extravaganza — the City of Lights parade and city hall lighting — which marks the city’s official start to the holiday season!

December 6–8

SOWA Winter Festival (Boston)

‘Tis the season for the fourth annual SoWa Winter Festival. Now over two weekends, join for the biggest winter shopping village and holiday festival in Boston. You’ll find the perfect handmade gifts, sip on winter cocktails, and discover the best of the SoWa Art + Design District. The SoWa Winter Festival is family friendly and free to attend.

December 6

Downtown Haverhill Christmas Stroll (Haverhill)

Kick off the holiday season with the 2019 Christmas Stroll! The event will include family-friendly activities, including cookie decorating, ornament making, and live music with performances by local artists. Don’t miss the opportunity to take a ride on the Haverhill Bank Express Trolley or visit Santa’s Workshop to meet Santa and some of his elves. Enjoy the spirit of the season with holiday music performed by wandering carolers and a saxophone quartet. The highlight of the evening will be the official tree lighting with Santa in Washington Square.

December 7

Red Bow Fair (North Andover) 

For over 25 years the Red Bow Fair has attracted large crowds of enthusiastic holiday shoppers. The fair includes a variety of juried crafts, a silent auction, holiday greens, gift baskets, baked goods, quilt and wine drawings, used books and media, and the ever-popular luncheon.

December 7

Old South Church Christmas Craft Fair (Boston) 

This craft fair features 30 New England artists who will vend their unique offerings in the festively decorated chapel of historic Old South Church in Boston, located in the heart of Boston’s Back Bay. Shop pottery, jewelry, felted wool, stained glass, photography, knitwear, soaps and potpourris, weaving, metal and woodwork, and much more! This year, find that one-of-a-kind holiday gift or stocking stuffer that’ll be sure to wow!

December 13–15

CraftBoston Holiday Show (Boston) 

Comprised of 175 exhibitors, CraftBoston Holiday is a highly regarded, must-attend event for artists, collectors, and craft enthusiasts. At the Hynes Convention Center in Back Bay, CraftBoston Holiday is conveniently located in a fashionable, concentrated shopping district perfect for the holiday season. Come for the day to shop for unique, one-of-a-kind gifts, meet and support the makers, and learn about fine contemporary craft.

December 17

Jingle Mingle Sip and Shop (Danvers)

Jingle, mingle, and dine with wine at the second Jingle Mingle Holiday Sip and Shop. Kick off your holiday in style with vendors, crafters, and free swag bags! Wear your ugly sweater for a chance to win a gift card! And don’t forget BOGO pizza in the restaurant.

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Deanna Greenstein
Deanna is a mom of five (yes, five) children under 11 years old, who lives in Brockton with her small circus of kids, her husband, their Boston Terrier and a few cats. Her life is loud, energetic, mostly fun, often gross (did she mention four of those kids are boys?), and she wouldn't have it any other way. In between carting kids to school, baseball, gymnastics, guitar, dance, track and field and every other kid activity known to mankind, she works as the Director of Religious Education at the Unity Church of North Easton, a Unitarian Universalist congregation. Deanna also holds degrees in Elementary Physical Education and Dance Education, which she plans to put back into use one day. At parties, Deanna can often be found hanging out with family pets. She follows her children around with a camera like the paparazzi, is pretty sure that 97% of her blood stream is made of coffee, and her laundry is never done. You can also find her blogging at


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