Because nothing says “festive family bonding” like dragging your kids through Manhattan in matching scarves.

New York City during the holidays is pure magic — the lights, the music, the giant tree that makes everyone gasp, and the hot chocolate that mysteriously costs $12. If you’re planning a family holiday getaway this year, consider this your cheat sheet to doing NYC right: fun, festive, and just the right amount of chaos.

This guide gives you a fresh, mom-approved itinerary packed with classic holiday gems, new-for-2025 attractions, and insider tricks that will save your sanity (you’re welcome). And yes — we’re staying right in the middle of the action at Tempo Times Square, because convenience is the best gift of all.


Where to Stay: Tempo Times Square

If Santa designed a hotel for families who want to be in the heart of NYC without losing their minds, it would be this one.

Why it’s perfect:

  • Steps from… basically everything.
  • Modern, bright rooms that somehow make you forget you’re sharing one bathroom with three kids.
  • Easy access to holiday attractions, food, snacks, and emergency coffee.

It’s the ideal home base for families who want to explore, recharge, then head back out for round two (or three) of holiday fun.


Must-Do NYC Moments

Let’s break down all the magic you have to experience — whether you’re traveling with toddlers, teens, grandparents, or that one cousin who shows up late but critiques everything.


❄️ Bryant Park Winter Village

Part holiday market, part ice rink, part “I must buy that ornament” temptation zone. With 180+ pop-up shops, warm treats, and free-admission skating (bring your own skates), this place is pure holiday joy.

Must do:

  • Sip hot chocolate while pretending you’re in a Hallmark movie.
  • Try the holiday-themed eats at The Lodge.
  • Let the kids skate while you “supervise” from a heated chair.

⛸️ Wollman Rink in Central Park

If Bryant Park is the fun cousin, Wollman Rink is the elegant aunt. This open, scenic ice rink sits inside Central Park with skyline views that look like a snow globe come to life.

Why go:

  • Less chaotic than Midtown
  • Gorgeous backdrop for holiday photos
  • Perfect cooldown (or warm-up) from sightseeing

🎄 Rockefeller Center + Fifth Avenue Lights

The moment. The iconic tree. The holiday windows. The lights. The pure “wow.”

Pro tip:
Hit it early morning or late night for fewer crowds and better pics.

Extra credit:
Walk Fifth Avenue for the holiday window displays. They get more extra every year, and we love them for it.


🎅 Radio City Christmas Spectacular

The Rockettes do not miss. The music, the costumes, the precision, the camel — yes, there is a live camel — it’s peak holiday entertainment.

Bring the whole fam.
Even your teenagers will be impressed (just don’t expect them to admit it).


🛍️ Holiday Markets All Around the City

If you want to feel like the main character in a holiday rom-com, go here.

Top picks:

  • Union Square Holiday Market
  • Columbus Circle Holiday Market
  • Grand Central Holiday Fair (indoor — perfect for freezing days)

Grab ornaments, gifts, treats, crafts, or just browse and snack your way through.


🗓️ THE ULTIMATE 4-DAY NYC HOLIDAY ITINERARY

Short, sweet, and guaranteed to give everyone at least one core memory.


 DAY 1: Arrival + Midtown Magic

  • Check into Tempo Times Square
  • Grab a slice (non-negotiable)
  • Evening walk to see Fifth Avenue holiday windows
  • Rockefeller Center nighttime glow-up

Welcome to holiday heaven.


⭐ DAY 2: Bryant Park Winter Village

  • Morning ice skating + hot chocolate
  • Shop the pop-ups (resist buying another holiday mug… or don’t)
  • Lunch at Bryant Park
  • Afternoon break at the hotel
  • Dinner + dessert in Times Square area

This is when the festive spirit hits.


⭐ DAY 3: Central Park + Radio City

  • Morning skate at Wollman Rink
  • Walk through Central Park like the chic winter family you are
  • Hot cocoa stop
  • Get dressed up for Radio City Christmas Spectacular
  • End the day with something sweet (cookies? cake? both.)

This is your memory-making day.


⭐ DAY 4: Choose Your Own Holiday Adventure

Depending on energy levels (yours and the children’s):

  • Explore another market
  • Visit a museum
  • Catch a matinee show
  • Shop for last-minute stocking stuffers
  • Take photos in front of every giant holiday decoration in Manhattan (I support this hobby)

Wrap with a cozy brunch before heading home.


Insider Tips to Save Your Sanity

Because you deserve a holiday miracle, too.

  • Comfortable shoes > fashionable boots every time.
  • Book skating + show tickets early — holiday crowds are no joke.
  • Bring layers — NYC weather has mood swings.
  • Use the subway — it’s faster and more fun for kids.
  • Schedule breaks — holiday magic is more magical when no one is melting down.

Ready for NYC Holiday Magic?

New York City in December is unmatched — sparkly, cozy chaos in the best possible way. With this itinerary (and a home base like Tempo Times Square), you can give your family the holiday adventure they’ll never forget.

YOU MAY ALSO LIKE

Tips for Parenting In Style...

straight to your inbox
Never boring, always awesome. Keep up to date with the latest from City Girl Gone Mom.

SHOP THE LOOKS

Pin This Post

LISTEN TO THE PODCAST

Leave a Comment

Send this to a friend