Things to do in Boston this Weekend of January 26 include The Taste of Chocolate Festival, Skating with FRIENDS, & More!

Things to do in Boston this Weekend of January 26 include The Taste of Chocolate Festival, Skating with FRIENDS, & More!

Our picks for fun things to do in Boston this weekend of January 26 – January 28 include The Taste of Chocolate Festival, Skating with FRIENDS on the Frog Pond, Amazing Scavenger Hunt Adventure, Somerville Winter Farmers Market, and more!

For a complete list of fun events in the Greater Boston area check out the Localite Boston Calendar!

There’s always lots going on in Boston in terms of events and activities. There are fun things to do in Boston for adults and also Things to do in Boston with family. Our weekly round-up brings you the best things to do in Boston this weekend.


Editor’s Note: Our staff makes every effort to bring you the latest updates on activities, entertainment, food, and drink specials in the Greater Boston area. However, all information is subject to change by the organizers. As always, please confirm before you make your plans!


Things to do in Boston this weekend of January 26, 2024 – Friday

Amazing Scavenger Hunt Adventure

Things to do in Boston this weekend

Image credit: Urban Adventure Quest Facebook

Experience Boston like a giant board game with friends at this amazing scavenger hunt. You will race through the city, completing challenges and solving clues, all while learning local history.

This is one of the best things to do in Boston this weekend with family and friends.

When: Friday, January 26, 2024, 10:30 am – 8 pm | Everyday
Where: Boston Common, 139 Tremont St, Boston, MA 02111
How much: $49 for a team of 2 – 5 people


Winter City Sauna Popup

This winter season, you can keep yourself toasty at the free pop-up Winter City Sauna.

This pop-up features a Finnish-style sauna, a food truck from a local eatery, and outdoor seating.

When: Friday, January 26, 2024, 1 pm – 8 pm | Until March 3, 2024
Where: City Hall Plaza, 1 City Hall Square, Boston, MA 02203
How much: Free


The Taste of Chocolate Festival

The Taste of Chocolate Festival

Image credit: Harvard Square Facebook

Chocolate is delicious year-round. But this winter, enjoy all that the annual Taste of Chocolate Festival has to offer. Try heavenly treats from some of Harvard Square’s most loved restaurants and businesses.

Vendors for this event include The Dough Club, El Jefe’s Taqueria, and Sheraton Commander.

When: Friday, January 26, 2024, 1 pm | Until January 28, 2024
Where: Brattle Plaza, 31 Brattle St, Cambridge, MA 02138
How much: Free admission


Things to do in Boston this Weekend of January 27, 2024 – Things to do in Boston on Saturday

Full Wolf Moon Hike

Powisset Farm is inviting you for a special, family-friendly evening hike under the Full Moon! Opening after hours, this hike will take you on a tranquil walk along the farm trails.

As you take in the stunning views, the guide will lead an informal discussion about the traditional significance of January’s Full Wolf Moon. You might also see a few wildlife that become more active at night.

When: Saturday, January 27, 2024, 10 am – 11 am
Where: Powisset Farm, 39 Powisset St, Dover, MA 02030
How much: $12 – $25


Somerville Winter Farmers Market

Things to do in Boston this weekend

Image credit: Somerville Winter Farmers Market Facebook

The 14th season of the Somerville Winter Farmers Market will have over 35 vendors who offer a variety of awesome stuff.

You can get your fix of the best locally grown and regionally produced foods like fresh produce, cheese, eggs, meats, fish, breads, tamales, Peruvian pastries, chocolate, and more.

When:  Saturday, January 27, 2024, 9:30 am –  1:30 pm | Until April 6, 2024
Where: Center for the Arts at the Armory, 191 Highland Ave #1c, Somerville, MA 02143
How much: Free


Lookout Rooftop Igloo Bar

Spend your Sunday night relaxing and enjoying the stunning views of Boston’s skyline and harbor. Do all that while sipping on some drinks, indulging in small plates, and enjoying the overall igloo experience.

The heated igloos ups the cozy factor and can host up to six people. However, these are available by reservation only.

When: Sunday, January 27, 2024, 4 pm – 12 am | Until February 28, 2025
Where: Lookout Rooftop and Bar, 70 Sleeper St, Boston, MA 02210


Winter Art and Nature

BNC is calling you for an afternoon of natural explorations and an art project, experiencing nature with an artistic perspective.

From seeing the leaves changing color to smelling the air, you’ll use all you’ve observed as inspiration for art projects

When: Saturday, January 27, 2024, 1 pm – 2:30 pm
Where: Boston Nature Center, 500 Walk Hill St, Mattapan, MA 02126
How much: $13 for non-members; $10 for members


Boston Events this Weekend of January 26, 2024 – Sunday

Skating with FRIENDS on the Frog Pond

Skating with FRIENDS on the Frog Pond

Image credit: Friends of the Public Garden Facebook

Now that Frog Pond has frozen over, you can take your friends and family to ice skate! You can rent skates on-site and skating assistants will be available. Frog Pond Freddie will also make a special appearance!

To warm up after gliding around, enjoy the hot chocolate care of the Skating Club of Boston. What’s more you can enjoy all these for free!

When: Sunday, January 28, 2024, 10 am – 6 pm
Where: Frog Pond, Boston, MA 02108
How much: Free


Paw Print Brunch

Onyva is reopening and to celebrate, they’re inviting you and your pup for a day of food, drinks, and art-making.

With the guidance of the artist in residence, you and your fur baby will make a mini paw print painting with dog-safe paint. After letting your creativity out, professional groomers on-site will help clean up your dog.

You can also just sip and nosh on some delicious treats.

When:  Sunday, January 28, 2024, 10 pm – 12 pm 
Where: Onyva, 171 Newbury St, Boston, MA 02116
How much: Free


Kid-Friendly Paint Nite

The people at All Ways Arts will guide you and your little one through this 16×20 canvas painting.

Neither of you needs any experience in art! But you’ll have a great time doing something together.

This event is open to ages eight and older.

When:  Sunday, January 28, 2024, 1 am – 3 pm 
Where: Lord Hobo Brewing Co., 5 Draper St, Woburn, MA 01801
How much: $35


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