Boston Neighborhoods Get in the Spirit

For local shopping and fun, check out festive holiday strolls around town.

Photos provided by Shutterstock.

With trees lighting up around town and holiday celebrations in full swing, it’s the time of year when Boston neighborhoods really shine. To get in the spirit, visit the planned holiday strolls throughout the city—all centered around finding unique gifts and admiring the decorations.

During the events, many local stores and restaurants will offer discounts, giveaways, and free bites. Keep your eye out for Santa and Victorian carolers, or let a pedi cab take you from shop to shop.

Here are five holiday strolls not to miss:

The Fort Point Holiday Stroll

When: Friday, December 5, 4-8 p.m.

What Not to Miss: Visit the Fort Point Arts Community Holiday Sale for works by 14 local artists, get $1 oysters at the Barking Crab, free ginger molasses cookies at Flour, and a complimentary hot chocolate at Barrington Coffee Roaster if you are shorter than the oxcart wheel. Collect 10 stamps on your program, and become eligible for gift certificates from local businesses.


The North End Holiday Stroll

When: Friday, December 5, 6-11 p.m.

What Not to Miss: Start with hot chocolate and cookies at the corner of Hanover and Cross Streets. Pick up a passport at any local shop and collect stamps to win gift baskets and gift certificates, and use #northendholidaystroll.


The Newbury Street Holiday Stroll

When: Saturday, December 6, 12-4 p.m.

What Not to Miss: Play the Elf Challenge and try to spot an elf on the shelf at participating boutiques. Bring a family photo and use it to make holiday ornaments at the New England Historic Genealogical Society. Many stores will offer 10-20% off merchandise.


The South End Holiday Stroll

When: Wednesday, December 10, 4-9 p.m.

What Not to Miss: Park for free on Harrison Avenue. Take a pedi cab to any of the 32 retailers in the South End and enjoy discounts throughout the neighborhood.


The Beacon Hill Holiday Stroll

When: Thursday, December 11, 6-9 p.m.

What Not to Miss: Victorian carolers, a brass band, and free horse and buggy rides are all part of the night. Kids can visit santa between 3:30 and 6:45. Later, gather at Mt. Vernon and Charles Street to watch Santa light the tree.