Why We Can’t Stop Talking About Winter Park

Every now and then, you stumble upon a place that feels like it was made just for you. That’s how we felt the first time we explored Winter Park. Just two hours outside of Tampa, this charming little city stole our hearts.

With its cobblestone streets, European-style architecture, and tree-lined avenues, Winter Park has a vibe that’s hard to find in Florida. Add in Rollins College, dozens of independent cafes, boutique shops, and a Saturday morning farmer’s market that feels like a movie set—and you’ve got yourself the perfect weekend escape.

We loved the art, the culture, the walkability, and let’s not forget: it’s dog friendly. Henry (our four-legged sidekick) gave it two paws up.

If you're ever looking for a little adventure without hopping on a plane, do yourself a favor and visit Winter Park. It's beautiful, unique, and only a short drive away.