One of the best photo opportunities in the city, this gorgeous park situated on the Boston waterfront is lit up by 50,000 blue lights every year from late November. If the cold weather starts to get to you, then make sure to stop in at one of the many bars or restaurants located along the waterfront.
One of the city’s most popular tourist destinations, Quincy Market hosts a series of special events during the holiday season. Go in the afternoon for the tree lighting, historical tours, and Blink!, a holiday-themed light and sound show.
Located in the suburb of Stoneham, about a 20-minute drive from Boston, the Stone Zoo has winter exhibits featuring snow leopards, wolves, cougars, jaguars, black bears, and more. The zoo closes at 4:00 pm, so try to get an early start.
Open until 11:00 pm on Friday and Saturday (9:00 pm on weeknights), this custom-designed skating path is perfect for couples, families or anyone looking to keep their ice-skating skills from going rusty. Check out the nearby holiday market for food, drinks, and shopping.
This huge park in downtown Boston is a perfect destination for couples, families, and anyone looking for some good clean holiday fun. After the snowfall, this is one of the most beautiful spots in the city to take a stroll and sip hot cocoa.
This BYOB trolley ride takes passengers on a tour of the most impressive lighting displays throughout the city. Did we mention it was BYOB? Find out more about schedules and tickets here.
During the holiday season, the legendary Boston Pops Orchestra becomes the Holiday Pops for a performance complete with the standard Christmas classics and visit from Santa Claus. Find out more about schedules and ticketing here.
Hands down the most enviable neighborhood in Boston, Back Bay only gets more picturesque after the snowfall. For a scenic stroll through the city, start in the Boston Common and make your way to Back Bay and the neighboring Beacon Hill.
The Boston Ballet performs this all-ages classic, ultimate Christmas play every year at one of the best venues in the Northeast. In the weeks before and after Christmas, there is a show almost every night, so finding tickets should not be a problem if your schedule is flexible.
Not quite as family-friendly, this adult interpretation of the above classic features dry-humping clowns, a mischievous aunt, and, of course, the Dildo Prince. The show debuted to a sold-out crowd in Somerville 10 years ago, and it continues to sell out year after year. After you lock in a babysitter, find tickets here.