Business is always better when it’s built on real relationships. On October 16, 2025, the 17th Annual Winter Park Business Expo returns as the area’s most dynamic professional event, bringing together over 50 local exhibitors and nearly 200 attendees under one roof.
From 4:00 to 6:30 PM at the Headwaters Center, Winter Park professionals, entrepreneurs, and business owners will come together to showcase services, share ideas, and grow their networks. Whether you’re launching a new business, expanding your reach, or simply looking to reconnect, this is where the right conversations begin.
What You’ll Find at the Expo
This year’s expo is hosted by the Winter Park & Fraser Chamber and brings together a wide mix of industries. You’ll meet people in finance, real estate, design, tourism, marketing, health, and other essential local sectors. Every booth has something different to offer, making the entire space feel fresh and full of opportunity.
If you’re walking in as an attendee, expect open conversations and useful introductions. If you’re exhibiting, you’ll have a chance to present your brand directly to decision-makers and fellow business owners in a casual, energetic setting.
This is not a quiet event tucked into a corner. It’s a fast-paced trade show designed to spark action and bring ideas to life.
Why This Event Matters
The Business Expo is more than a networking event. It’s a chance to understand what drives the local economy. With every conversation, you learn more about what people are working on, what challenges they’re solving, and how you might support or collaborate.
In small towns and mountain communities like Winter Park, professional relationships go further. The person you meet here could become your next partner, your client, or your go-to local service provider. It’s a chance to get your name out there and discover others doing great work in the area.
If you’ve been meaning to reconnect or reintroduce your business to the local market, this is the moment.
Want to Exhibit?
If you’re interested in showcasing your product or service, reach out to Maria Chavez, Membership Director, at [email protected]. Booth space is limited and tends to go quickly.
Whether you’re launching something new or want to raise your visibility, having a booth is a great way to engage with Winter Park’s professional crowd.
Supported by Local Leaders
A few of this year’s confirmed sponsors include:
- Wealth Management Services
- Fraser Valley Distilling
- John Henley Designs
These businesses help make the expo possible and represent the kind of community collaboration that keeps Winter Park thriving.
Stay Close and Recharge After the Event
After an evening of introductions, conversations, and collecting business cards, it helps to have a quiet place to return to.
That’s where The Jabberwocky comes in.
Located just minutes from the Headwaters Center, The Jabberwocky is a private vacation home offering peaceful surroundings and modern comforts. You can prepare a late dinner in your own kitchen, relax on the deck, or recap your day with teammates in a space that feels like home.
If you’re combining this trip with other meetings, outdoor time, or a weekend getaway, staying here gives you both flexibility and calm.
Book Your Stay Before It’s Full
Events like the Business Expo tend to fill up lodging in town quickly. If you’re planning to attend, secure your stay now.
👉 Book your stay at The Jabberwocky and make your business trip feel more like a mountain retreat.
Come ready to connect. Leave with something valuable.
