1 December
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A Magical Winter Wonderland: Christmas Strolls Around Boston | By Maya Michalewicz

With Thanksgiving behind us, winter festivities are in full swing! One of the best ways to immerse yourself in Boston’s festive atmosphere is by taking leisurely strolls through the streets adorned with twinkling lights and charming decorations. But where should you head? Below are some of our favorite neighborhood walks where you can experience the magic of Boston transforming into a winter wonderland!


Boston Common and Public Garden:

Start your winter stroll in the heart of the city. Located between Back Bay, Beacon Hill, and Midtown, in the iconic Boston Common and Public Garden. These historic parks transform into a dazzling display of lights during the holiday season. Stroll through the Common, which is adorned with a giant 40-year-old, 45-foot-tall white spruce Christmas tree from Nova Scotia. If that’s not enough, the Frog Pond turns into an ice skating rink, which always makes for a fun afternoon. 

Newbury Street:

Known for its upscale shops and boutiques, Newbury Street undergoes a festive transformation during the holidays. The storefronts come alive with creative window displays, and the trees lining the street are wrapped in twinkling lights. As you stroll down this iconic shopping destination in Back Bay, you’ll feel the holiday spirit in the air, and while you are walking I’m sure you’ll find something special for everyone on your list.

Faneuil Hall Marketplace:

Faneuil Hall is a historic marketplace that takes on a whole new charm during the Christmas season. The dazzling Blink!, a light and sound show, featuring thousands of lights synchronized to holiday music, is a must-see and runs in the evenings from late November through early January. Plus, you can explore the market stalls for unique gifts and warm up with a cup of hot cocoa as you take in the festive atmosphere.

Commonwealth Avenue Mall:

Lined with grand Victorian brownstones, Commonwealth Avenue Mall is a picturesque setting for a winter stroll. During the holidays, the trees along the mall are illuminated, creating a magical tunnel of lights. Bundle up in your coziest scarf, grab a cup of hot chocolate at L.A. Burdick, and get ready to be transported to a winter wonderland as you wander down this tree-lined boulevard.

Seaport District:

Snowport has recently become a Boston winter staple and is open until December 31st! Filled with holiday cheer, 120+ small businesses selling gifts and crafts, fun activities, food, and beverages – it’s one of our favorites! If you need to stop in to warm up, after perusing the market, head over to the Superette at The Echelon and check out one of our favorite restaurants Borrachitto!

The North End:

Known for its rich history and delicious Italian cuisine, the North End becomes even more charming during the holiday season. From the blue lights of the Christopher Columbus arch to the cozy decor at Caffé Vittoria. The narrow streets are adorned with twinkling lights, and many of the local shops and restaurants decorate their facades with festive flair. Consider ending your stroll with a warm cannoli from one of the area’s famous bakeries.


Bundle up, grab a hot drink, and immerse yourself in the holiday season around Boston. From the historic parks to the bustling marketplaces, each charming neighborhood offers a unique and magical experience. And if the spirit of the season inspires you to do some bigger home shopping, be sure to reach out: Jeff Hamliton