Central Florida’s Fashion Icons

At this year’s show Winter Park Fashion Week will award 3 Icon Awards. 2 Fashion Icons awarded by Winter Park Fashion Week and 1 Fashion Icon People’s Choice. This will be voted on by the public. The voting will be narrowed down to 3 Finalists and the Winner will be Announced at this year’s show. We hope you will vote for the person you find most fashionable. Fashion is personal. The Winter Park Fashion Week People’s Choice Award honors more than style—it celebrates heart, character, and community.

The recipient should embody grace in how they carry themselves and generosity in how they treat others. They are someone who lifts people up, makes others feel seen, and gives their time, talent, and kindness freely. Their presence is warm, respectful, and inspiring—both on and off the runway.

This honoree represents the spirit of Winter Park: stylish yet humble, confident yet compassionate. They lead with integrity, show gratitude, and use their platform to encourage, include, and serve. The People’s Choice winner is chosen not just because they shine—but because they help others shine too.

Cast your Vote! 

Reconnect with your body and mind as you escape the noise of everyday life.
Day One

Arrive & Meet

As everyone arrives, we take time to settle in, get comfortable, and begin connecting with those around us. The journey starts here.

Check-In

9:00 – 9:30am

Group Activity

11:00am

Lunch Break

12:30pm

Creative Workshop

2:00pm

Dinner

6:30pm

Day Two

Set Intentions & Reflect

Together, we pause to consider our goals, hopes, and direction. This is about aligning with ourselves and with the journey ahead. This is a chance to reconnect with what brought you here—your questions, your hopes, your turning points—and consider how they’ve shifted or deepened.

Check-In

9:00 – 9:30am

Group Activity

11:00am

Lunch Break

12:30pm

Creative Workshop

2:00pm

Dinner

6:30pm

Day Three

Look Forward & Wrap Up

We explore the possibilities beyond this moment, making space for growth, action, and forward momentum. As we end our time together, we honor the experience, the growth, and the connections made along the way.

Check-In

9:00 – 9:30am

Group Activity

11:00am

Lunch Break

12:30pm

Creative Workshop

2:00pm

Dinner

6:30pm

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  • Browse our upcoming events to find the one that feels right for you. We host events year-round in all different locations and climates.

  • Sign up and pay all required fees to reserve your spot. If plans change, you can cancel up to 14 days before the retreat start to receive a 50% refund.

  • After booking, we'll send you a Welcome Packet with everything you need to know—detailed schedules, packing list recommendations, add-ons to consider, and more.

  • We'd recommend booking your transportation to and from the event as soon as possible, to ensure you can arrive without any complications or delays.

  • Now all that's left to do is pack your bags and get excited for your new adventure.

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