New York City Holiday Experience with Kids: Where to save versus splurge

What’s Worth It

If there’s one thing a New York City holiday trip will teach you quickly, it’s this: you cannot splurge on everything—especially when traveling with kids.

Between hotels, transportation, food, activities, and the occasional emergency coffee (or change of clothes), choices add up fast. The good news? Not everything needs to be top-tier or VIP to feel magical.

This is exactly how we decided where to save and where to splurge—based on comfort, convenience, sanity, and yes… real-life parenting moments.

FAO Schwarz Experience

Save:

  • Arrive before opening and expect a wait (often 45–90 minutes)
  • Manage expectations: the magic is inside, but the line is very real

Splurge:

  • VIP experience if lines are a dealbreaker
  • More personalized shopping and bypassing crowds
  • Book a reservation at the Jellycat to get right in after your dining experience (tickets starting at $70)

Parent reality check: Standing in long lines with kids who suddenly have to pee is not for the faint of heart. One memorable moment involved our toddler riding on dad’s shoulders through the crowds… followed by a very quiet realization that gravity always wins. Pack extra clothes and toddlers, wear pull-ups. Always.

Rockefeller Ice Rink

Save:

  • Book at least a month in advance (for skating experience only, book months in advance for VIP experience)
  • Choose morning skate times (lower cost + fewer crowds)
  • Rent skate aids (penguins) in advance

Splurge:

  • VIP skating for less crowding, seating, food access, and restrooms

Worth it if: This is a lifelong dream moment you want to savor without rushing.

Transportation Around the City

Save:

  • Subway for couples or families with older kids
  • Walking when locations are close
  • Taxi or Ride Share (some ride shares include car seats but may not be as reliable when needing two different types)

Splurge:

  • Car service for airport transfers
  • Hotel-arranged transportation when traveling with carseats and luggage

Why we splurged: Navigating stairs, crowds, suitcases, and two kids—one of whom may or may not suddenly need the bathroom—was not something we wanted to tackle after a flight. The bonus, our transportation included car seats (less bulk to travel with)!

Hotel

Save:

  • Chain hotels
  • Using points
  • Staying slightly outside peak holiday zones

Splurge:

  • Iconic holiday hotels (Plaza, Lotte, Bryant Park)
  • Booking early for deals (we booked 6 months out and saved 20%)

Our take: Location matters more than luxury when traveling with kids. Being able to walk back quickly for naps or wardrobe malfunctions is priceless.

Tours and Experiences

Save:

  • Base-rate tickets
  • DIY exploring and self-guided walks

Splurge:

  • VIP tours with transportation, reserved access, and knowledgeable guides

Worth it if: You want to maximize time, reduce waiting, and stay warm—especially at night.

Restaurants

Save:

  • Skip overhyped holiday restaurants
  • Eat early or grab casual meals nearby
  • Chain, fast food options when kids are exhausted

Splurge:

  • One meaningful reservation booked months in advance

Reality check: Many festive restaurants are more about vibes than food. Read reviews. With kids, proximity and speed often matter more than ambiance.

Final Thoughts on Saving vs Splurging

As my husband likes to joke, we survive all the chaos for about 10% of the memories—and somehow, those are the ones that last a lifetime.

Saving in the right places allowed us to splurge where it truly mattered: comfort, safety, and experiences that made our kids’ eyes light up—even if one of those moments required an emergency outfit change in the middle of Midtown.

Hey, It's Tiffany!

Click around and read up on everything family, home and travel related!

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Meet the Blogger

Hi, I’m Tiffany Dill!

As a mom with profound hearing loss, I know firsthand the beauty and chaos of navigating life with young kids, extended family, and all the little surprises along the way. At Blue Day 2, I’m all about creating spaces and experiences that bring joy to families of all ages and abilities. From home designs that work seamlessly for everyone to sharing my favorite picks from my LTK and Amazon shops, I’m here to make life and travel simpler, more accessible, and filled with joy. Stick around for plenty of inspiration, a little less stress, and a whole lot more fun as we embrace life’s perfectly imperfect adventures together!

Let's Get Personal!

Click on the tabs below to learn more fun facts about me. Do we have anything in common?

Tiffany, you've been married to Andrew for over 16 years now. Any special anniversary traditions?

Oh, absolutely! Every year since we got married in September 2008, we’ve worn the exact same clothes we left our wedding reception in. Yup, I'm talking my gold cocktail dress, wedding jewelry shining, and Andrew rocking his wedding suit. We’re not about to let that tradition slide. It’s been 16 years of pure anniversary magic. I guess you could say we’re "stuck" in our wedding day outfits, but in the best way possible!

Completing an Ironman and earning a doctorate in occupational therapy in the same year sounds intense. How did you pull that off?

Intense is one way to put it! But honestly, raising two energetic boys might just be the hardest thing I’ve ever done. The Ironman and doctorate were definitely tough, but mom life? That’s the ultimate endurance race. It’s the one that keeps me—and even Andrew—on our A-game, every single day. I wouldn’t trade it for the world, though. There’s nothing like their opposite personalities and they surprise you with so much joy even in the chaos, and that's where my energy goes—no finish line required.

You’ve set a pretty ambitious goal with playing ‘Sweet By and By’ on the piano. What’s the story there?

Ah, yes! I miss playing the piano. I started playing piano since second grade and even made it to an advanced level through college. But now, my life goal is to master Sweet By and By (again) before I leave earth. It’s definitely a stretch, but that’s the fun part, right? First, though, I need to add a piano in a room I’ve been dreaming of since we built our home. Playing piano was always my outlet. Until then, running is my stress reliever.

Hidden talent alert: You can read lips. How’d you discover that one?

Oh, this one goes way back! When I was four years old, I managed to fool five different audiologists during my hearing tests. It wasn’t until a doctor noticed that I wasn’t repeating what she said when she turned around (back in those days they didn’t cover their lips nor did they have tinted windows in the sound booth)! I had spinal meningitis at 13 months, which nearly took my life and left me in a coma for a week. As a result, I had to start over on a few developmental milestones and missed a lot of early speech and language development. Thanks to years of speech therapy and a knack for lip-reading, I still manage to fool people with my profound hearing loss. It comes in handy when someone wants to know what the ref said on the field or TV, or if I’m in a crowded room and want to eavesdrop—just kidding. Sort of.

On the flip side, what are some things you’re not a fan of?

Confined spaces. Cilantro. Olives. Blue cheese. I could live without all of those. And don’t even get me started on being stuck inside for hours at a time. I'm much more suited to wide-open spaces, the great outdoors, and pretty much anything that involves fresh air.

We all know you’re a planner, but what do you hold closest to your heart?

Sentiments. They’re irreplaceable. There’s something about the things that carry emotional weight—whether it’s a moment or an object—that just can’t be duplicated. I’ve learned to really appreciate the simple, meaningful stuff in life. In fact, our Christmas tree is adorned with over 20 years of ornaments symbolizing memories from a loss of loved ones to trips and even sour times. It’s like finding joy in the simple little things whether they are happy or sad or even bad memories.

You’re a busy mom and entrepreneur, but how do you manage to squeeze in family time?

Time? What’s that? Ha! Honestly, there’s just not enough of it. And the thing is, we can’t get it back. So I prioritize memory-making with my family. That’s my top priority. Whether it’s hiking, running, biking, traveling, or exploring the great outdoors with my boys, I live for those moments. In fact, I devote one day off work a week to be with my little guys and my husband and I carve out a weekly date night.

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