3 Must-See Family Shows to Beat the Winter Blues!
Family Fun Guide | Winter 2026–2027
When the temperatures drop and outdoor playdates become a little less appealing, it’s the perfect time to plan something special with the kids! Luckily, the New York and Connecticut area has some incredible family-friendly entertainment coming our way.
From magical ice-skating performances to roaring monster trucks and a dance party with everyone’s favorite Sesame Street characters, these three live shows are guaranteed to bring some excitement to the colder months.
Here are three family outings worth putting on your calendar! Glenwood residents keep reading to find out more.
Disney On Ice — A Magical Winter Adventure
November 11–15, 2026
UBS Arena, Belmont Park, NY
There’s something truly magical about seeing your favorite Disney characters come to life on ice! Disney On Ice presents Spotlight Magic!, a spectacular production filled with dazzling costumes, impressive skating, familiar music, and beloved Disney stories.
Little ones will be captivated by the colorful performances, while parents will love watching their children’s faces light up as the magic unfolds.
Why we love it: It’s a wonderful first live-show experience for young children, especially those who already love Disney movies and music.
Planning tip: Choose a daytime performance for younger children, and bring a cozy layer for the chilly arena.Disney On Ice dates and tickets
Monster Jam — Big Trucks, Bigger Excitement!
Dates: January 29–31, 2027
Location: UBS Arena, Belmont Park, NY
Calling all little truck lovers! Monster Jam is roaring into UBS Arena this January, bringing an action-packed weekend of massive monster trucks, gravity-defying stunts, thrilling races, and jaw-dropping tricks.
Kids will love watching fan favorites like Grave Digger, El Toro Loco, and Megalodon compete in an arena filled with excitement. From incredible jumps to high-speed racing, this is an unforgettable experience for children who love anything with wheels!
Why we love it: For kids who spend their days playing with toy trucks, seeing these enormous machines in person is a dream come true. Families can even purchase special Pit Party passes to see the trucks up close, meet drivers, and take photos.
Showtimes:
- Friday, January 29 — 7 PM
- Saturday, January 30 — 12 PM and 6 PM
- Sunday, January 31 — 1 PM
Planning tip: Bring protective earmuffs for little ones, as the engines can be extremely loud. The Saturday noon and Sunday afternoon performances are especially convenient for younger children.Monster Jam at UBS Arena — Tickets and Details
Sesame Street Live — Elmo’s Got the Moves!
March 14, 2027
Kings Theatre, Brooklyn, NY
Get ready to sing, dance, and laugh with Elmo and all his Sesame Street friends!
Sesame Street Live: Elmo’s Got the Moves! is an interactive stage production designed especially for little ones. Featuring favorite characters, upbeat music, colorful sets, and plenty of opportunities to move along with the show, this is a wonderful introduction to live theater.
Children can enjoy familiar songs like “Sunny Days” and “Letter of the Day” while watching their favorite furry friends perform right before their eyes.
Why we love it: This is an especially appealing choice for toddlers and preschoolers. The familiar characters, music, and playful atmosphere make it easy for young audiences to get involved.
Planning tip: Book seats with a clear view of the stage so little ones can easily spot their favorite characters.Sesame Street Live dates and tickets
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