Things to Do with Kids

A shortlist of cherry-picked events NYC and Boston areas.  These are the things we'd actually want to spend time and money doing.

Got intel on a good upcoming event? Tell us:  

Feb 2

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02

Feb 2

Greater Boston

Feb 2

Black History Month Kick Off and Flag Raising

Start:

Monday, February 2, 2026

12:00 pm

End:

Monday, February 2, 2026

1:30 pm

Join the City of Boston at the beginning of Black History Month with a flag-raising ceremony and community gathering honoring the legacy, resilience, and achievements of Black communities in Boston and beyond. Established in 1926 by Dr. Carter G. Woodson as Negro History Week, this annual observance has grown into a global month-long celebration recognized across the U.S., Canada, and the U.K.

This year’s kickoff will feature speakers, cultural performances, and the raising of the Black Liberation Flag—a moment of reflection, celebration, and unity.

This event is FREE!

Location

1 City Hall Square

Boston, MA 02201

Website

Feb 7

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07

Feb 7

Greater Boston

Feb 7

Miss Rachel Sing-Along!

Start:

Saturday, February 7, 2026

10:00 am

End:

Saturday, February 7, 2026

11:00 am

Join Little Lovage Club for a Miss Rachel–inspired morning filled with music, movement, and interactive play!

Their party room will be decorated with a balloon arch in Miss Rachel’s signature colors, setting the scene for a joyful sing-along experience.

Schedule:

  • 10:00 AM: Miss Rachel arrives
  • 10:00–10:45 AM: Sing-alongs, parachute games, and movement play
  • 10:45–11:00 AM: Pictures with Miss Rachel

Children can sing along, move their bodies, and enjoy playful interaction throughout the event.

The cost for non-members is $40 per child, and members get $10 off (use code SINGTOGETHER at checkout)! Buy tickets here!

Location

Little Lovage Club

485 Harrison Avenue
Boston, MA 02118

Parking: Limited 2-hour street parking is available on Harrison Ave and Randolph Street. A paid lot is also located across the street at the SoWa Open Market (460–500 Harrison Ave) — $10 for the first hour, $5 for each additional hour.

Website

Feb 7

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07

Feb 7

NYC

Feb 7

Pre-K for All Free Admission Day - Staten Island Children's Museum

Start:

Saturday, February 7, 2026

12:00 pm

End:

Saturday, February 7, 2026

4:00 pm

The Staten Island Children's Museum is partnering with the Staten Island Alliance to offer FREE museum admission on Saturday, February 7 from 12:00 pm to 4:00 pm, as well as an early childhood development informational fair with representatives from city agencies and non-profit organizations who will provide resources for families and assist with 3K and PreK enrollment.

The event will also include cooking classes, a bounce house, and giveaways!

Register online ahead of time!

Location

Staten Island Children’s Museum

1000 Richmond Terrace, Building M
Staten Island, NY 10301

Website

Feb 14

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22

Feb 14

Greater Boston

Feb 14

Family Vacation Week at Wachusett Mountain

Start:

Saturday, February 14, 2026

9:00 am

End:

Sunday, February 22, 2026

6:00 pm

February vacation week brings a whole line-up of winter fun to the mountain. Visits from Princess Elsa, winter crafts, themed spirit days, and more!

Location

Wachusett Mountain Ski Area

499 Mountain Rd

Princeton MA 01541

Website