Boston has a really wide variety of things you can do in the winter. These days you get your pick of winter markets, outdoor activities like ice skating (and even curling), museums, sight seeing, or bar hopping.
SoWa Winter Festival
550 Harrison Avenue, Boston, MA 02118
100+ of the region’s best makers, artists, designers, and specialty food vendors, all assembled together under one festive roof
Holiday Market at Snowport
65 Northern Ave, Boston, MA 02210
120+ makers, a tree market, tons of food vendors, and other activies like ice skating and curling!
Faneuil Hall
1 South Market Street, Boston, MA 02109
Either for the historic site-seeing or for the plethora of Irish bars.. both are valid reasons to make a stop here.
Freedom Trail
Boston, MA
If you are a history buff and have never been to Boston, this is a great way to hit all the major spots!
Isabella Stewart Gardner Museum
25 Evans Way, Boston, MA 02115
Institute of Contemporary Art
25 Harbor Shore Drive, Boston, MA 02210
Museum of Science
Museum Of Science Driveway, Boston, MA 02114
Boston Common Frog Pond
38 Beacon Street, Boston, MA 02108
Family-friendly, iconic spot for ice skating (heads up - lines can get pretty long)
PKL Boston
64 C Street, Boston, MA 02127
Pickleball bar in Southie (they have shuffleboard & cornhole too!)