A Whole Lotta Happy, The Sweetest Thing on Two Wheels

Sally and Sydney

In Hilltop, you don’t really schedule fun—it just sort of shows up.

One minute the block is quiet, the next there’s a small crowd forming, kids abandoning scooters mid-driveway, parents wandering over “just to see what’s going on.”

And lately, more often than not, it’s because something sweet has been planned.

Not just any treat—artisan ice cream cookie sandwiches, served from an e-bike that somehow feels perfectly at home at a summer party.

That’s A Whole Lotta Happy—run by Hilltop resident Sally Davis, who, as it turns out, didn’t just start a business. She created a way to be part of the moments that make this neighborhood feel like home.

It began with something simple: time with her daughter, Sydney.

What started as something the two of them could build together—fun, flexible, and rooted in connection—quickly grew into something bigger. These days, Sydney (now 16) still jumps in for the big events, but like many teenagers, her summers are a little more spoken for.

Still, that original spirit—the idea of creating something joyful and shared—has never really left.

You can feel it at every event.

Because A Whole Lotta Happy isn’t about randomly riding through the neighborhood—it shows up where it’s invited. School events, block parties, birthdays, graduations, weddings. Pool decks at places like Virginia Vale, Crestmoor, and Skyline. Even local brewery gatherings. If there’s a reason for people to come together, there’s a good chance Sally’s already on the calendar.

And when she arrives, something shifts.

It’s not just a dessert stop—it’s a moment. Kids gather quickly, scanning the options. Someone changes their mind halfway through. There’s laughter, a little indecision, maybe the familiar “Can I try a bite?” negotiation playing out in real time.

At the center of it all is Sally—handing out beautifully pre-assembled ice cream cookie sandwiches, each one made ahead of time with care. She typically brings five or six flavors to choose from (plus a gluten-free option), making the hardest part simply deciding which one to grab.

“What inspired me was creating something that brings genuine joy in a personal, connected way,” she says. “And something my daughter and I could share.”

The sandwiches themselves hit that perfect Hilltop note: nostalgic, but just elevated enough. Fresh-baked cookies, premium ice cream, a little indulgent—and gone faster than you planned.

But the real magic is how it all fits into the bigger picture.

A block party feels fuller. A pool day stretches longer. A celebration becomes just a little more memorable.

“The best part is the connection,” Sally says. “Seeing neighbors together, kids running around, just being part of those simple, happy moments.”

Five seasons in, A Whole Lotta Happy has become less of a surprise and more of a staple—woven into the fabric of Hilltop summers.

Not something you stumble upon.

Something you look forward to.

Because in a neighborhood that already knows how to gather, sometimes all it takes is the right addition—thoughtful, a little nostalgic, and just sweet enough—to make it all the more memorable.

Want to book Sally? Visit www.AWholeLottaHappy.com or contact sally@awholelottahappy.com
(847)269-1664