Park Avenue District

10/23/2026

Great food. Great people. An even greater purpose.

For 14 years, Cows ‘N Cabs has brought together some of Central Florida’s best restaurants, hospitality leaders, and community supporters for an unforgettable evening of giving back.

In this special feature, Park Avenue District founder Sarah Grafton connects with Cows ‘N Cabs co-founder Tina Larue on The Avenue, alongside restauranteur Tim Noelke, Operating Partner at Prato and Luke’s.

What began in 2011 with just over 300 guests and 14 restaurants has evolved into one of Central Florida’s premier culinary charity events, welcoming more than 3,000 guests and raising over $1 million for local charities in 2025 alone.

At the Park Avenue District, we believe the strength of our community lives in the people and businesses who invest in it. Cows ‘N Cabs is a beautiful example of that commitment in action.

We’re proud to celebrate the local visionaries, restaurants, and partnerships that continue to make Winter Park a place we’re proud to call home.

Cowsncabs.com for details and tickets 🐄❤️

10/22/2026

It takes a community to bring a tradition to life—and to wrap it up!

As much as we hate to see Pumpkin Patch on Park come to an end, we could use a few extra hands to help us pack up and return the City Hall lawn to its beautiful green space.

We’re calling on our community to lend a hand!

📅 Monday, October 26
⏰ Noon–3 PM
📍 Winter Park City Hall Lawn

If you can spare a little time, we’d love your help. Many hands make light work, and your support means so much to the Park Avenue District!

Interested in volunteering?
Click the link in comments or visit our Instagram bio

10/21/2026

Our Stroll Down the Avenue continues and trust us, this stop is worth the extra stroll.

Come fall in love with fall fashion, rediscover a Winter Park favorite, and celebrate the independent businesses that give our community its unmistakable character.

We caught up with co-founder for a look at what's trending this fall, from European designer labels to effortlessly elevated seasonal style.

For more than 40 years, Tuni has been part of Winter Park's fashion story. This iconic mother-daughter-run boutique has been dressing generations of women since 1986, and now they're embracing a temporary chapter with a pop up shop in the former Miller's Hardware location, just steps from Park Avenue, while they seek their new permanent location.

What makes Tuni special goes beyond what's on the racks. It's the personal styling, the relationships, the attention to detail, and the kind of shopping experience that keeps customers coming back for decades.

New address. Same iconic Tuni. ❤️

📍 143 W. Fairbanks Avenue, Winter Park
🚗 FREE parking!

10/20/2026

Some holiday traditions shine a little brighter because of the people and organizations who make them possible.
We're proud to recognize AdventHealth for once again bringing the beloved Cathedral of Lights to Central Park, illuminating one of Winter Park's most magical holiday traditions.
As families gather beneath the twinkling lights, they create memories that become part of their own holiday stories. It's a beautiful reminder that what makes Winter Park special isn't just the places we love, but the people and organizations committed to preserving and enriching them.
Thank you, AdventHealth, for recognizing that this is about so much more than holiday lights. It's about community, connection, and creating moments that families will treasure for generations to come. ❤️
Now, we invite YOU to be part of the magic! 🎄

The Park Avenue District is committed to cultivating the traditions that make Winter Park a place people love to call home and love to visit. And there are so many ways to be part of that mission:
🎄 Become a sponsor or holiday supporter. Your contribution helps keep Holidays on Park traditions alive for generations to come.
🎄 Become a Park Avenue District member. Help us protect, cultivate, and steward the place we all love.
🎄 Share the magic. Send this post to someone who has a favorite Park Avenue holiday memory.
🎄 Join the conversation. Tell us in the comments: What's YOUR favorite Holidays on Park tradition?

Interested in sponsorship opportunities? Contact [email protected]

✨ Visit parkavenuedistrict.com/holidaysonpark to help keep the magic alive.

10/19/2026

🎃 The countdown is ON! Just 5 days left to make some memories at Pumpkin Patch on Park!
The pumpkins are wonderful, but seeing neighbors connect, families make memories, and our community come together? That's the real magic.
Our Park Avenue District family invites yours to soak up some fall fun.
If you haven't stopped by yet, there's still time!

🍂 Pumpkin Patch on Park
📍 Winter Park City Hall Lawn 401 S Park Avenue, Winter Park FL 32789
📅 Now through October 25

Every pumpkin purchased supports the Park Avenue District and our work to cultivate the traditions, experiences, and sense of community that make Winter Park so special.

Come be part of it. We'll see you at the patch! 🎃

10/19/2026

🎃 Forget knocking on doors. This Halloween, we're opening the doors of Park Avenue for a fun day of spooky season! 🍬

Trick or Treat on the Avenue is BACK, and we're turning our favorite downtown stroll into a morning of costumes, candy, and community fun!

On Saturday, October 31, Park Avenue's beloved shops and businesses become trick-or-treat stops, welcoming little ghosts, superheroes, princesses, and their families for a sweet Halloween tradition.

Grab your favorite people, bring your candy bags, and make your way down the Avenue, discovering treats, friendly faces, and a little Halloween magic along the way.

👻 TRICK OR TREAT ON THE AVENUE

📅 Saturday, October 31

⏰ 10 AM – Noon

📍 Park Avenue | Downtown Winter Park

🍬 FREE and open to everyone!

Costumes encouraged, never required. All ages welcome!

Because the best part of Park Avenue has always been the people who bring it to life. Our local merchants aren't just places to shop. They're neighbors, friends, and part of what makes Winter Park feel like home.

At the Park Avenue District, we're proud to help cultivate the traditions, connections, and experiences that make this a place people never want to lose. 🧡

Tag your trick-or-treat crew and plan to make a morning of it! 🎃

10/13/2026

Some partnerships are about more than sponsorship. They're about a shared belief in what makes a community thrive. 🎃💛

From the very beginning, AdventHealth understood that Pumpkin Patch on Park was about so much more than pumpkins.
It's about getting families outdoors, creating moments of connection, making memories across generations, and nurturing the kind of community where people feel a true sense of belonging. Health means creating places and experiences that help people live well.

We're incredibly grateful to AdventHealth for believing in our vision and helping bring the first-ever Pumpkin Patch on Park to life.

10/12/2026