Park Avenue District

Park Avenue District The mission is to enhance the Avenue through historical preservation, small business support
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09/08/2026

Fall in love with the taste of fall on the Avenue at Boca 🍂🍽️

Our September Stroll Down the Avenue takes us all the way to the north end of Park Avenue, where we’re meeting Chef Caitlin Brady and getting a taste of the season with one of Boca's signature fall dishes.

Self-described as “the perfect neighborhood restaurant,” Boca is exactly the kind of place you want waiting at the end of a stroll. Sidewalk tables, big windows, a welcoming atmosphere and a menu built around fresh ingredients and handcrafted dishes make it an easy choice for everything from brunch with friends to dinner with the family.

Think fresh salads and flatbreads, simply prepared fish, a daily butcher’s cut, cocktails, dessert… and plenty of reasons to come back and try something new like the Sweet Potato Gnocchi.

And because a good neighborhood spot should have something for everyone, Boca also has a weekday Happy Hour from 3–6 PM at the bar and patio, and Ladies Night every Thursday from 4–10 PM.

🍂 Come see what Chef Caitlin is serving for the season, then keep strolling with us all September as we share more of the people, places and experiences that will make you Fall in Love with Fall on the Avenue.

09/03/2026

Our September Stroll Down the Avenue continues just across the street. Fall in love with the flavors of fall on the Avenue 🍂☕️ with a stop at The Spice & Tea Exchange .winterpark

Step inside and you’ll find shelves filled with premium teas, freshly blended spices and seasonings, and flavors that can transform an everyday recipe into something worth savoring. Visit the Tea Bar, you can slow down with a handcrafted drink (hot or iced) before continuing your stroll.

As we head into a season made for spiced drinks, cozy recipes and gathering around the table this is a must-visit shop that has you covered for gifting. Make your own gift basket and bring a host gift they will use and enjoy!

Find The Spice & Tea Exchange at 309 N. Park Avenue

🍂 And keep strolling with us all September as we visit more of the shops, restaurants and experiences that give you another reason to Fall in Love with Fall on the Avenue.

09/01/2026

Fall in love with fall on the Avenue. 🍂🤎

September has arrived, and with it comes a new season to stroll, shop, sip and discover everything that makes Park Avenue feel especially magical this time of year.

We’re kicking off our September Stroll Down the Avenue at Savannah Taylor, where feminine, classic style is designed to make women feel beautiful in their everyday lives.

From effortless pieces you’ll reach for all season to bump-friendly styles that keep comfort, confidence and elegance at the heart of every look, Savannah Taylor makes getting dressed feel like something to look forward to.

Find their flagship boutique at 346 N. Park Avenue and consider this your first stop to kick off the fall season. 🤍

All month long, we’ll be taking you down the Avenue to discover the shops, flavors, experiences and local favorites that will give you plenty of reasons to Fall in Love with Fall on the Avenue.

🍂 Follow along. Your next favorite stop might be just a stroll away.

August has come to an end and there’s never been a better time to become part of the Park Avenue District. As we close o...
08/31/2026

August has come to an end and there’s never been a better time to become part of the Park Avenue District.
As we close out Members Month and head into one of our favorite seasons on the Avenue, there’s so much ahead: fall gatherings, a pumpkin patch, the holidays and all the little moments in between that make Park Avenue feel like Park Avenue.

When you join the Park Avenue District, you become part of the work behind the scenes that keeps this place special — supporting local businesses, strengthening connections between neighbors, creating experiences that bring people together and helping steward the character of the Avenue for generations to come.

For businesses and nonprofits, membership means connection, visibility, collaboration and a stronger voice within the District.

For individuals, it’s a way to go beyond simply loving Park Avenue and become part of the people shaping it.
So if you love this place, be part of what keeps it thriving!

Join The Park Avenue District today!
Visit ParkAvenueDistrict.com to learn more about how to get involved or email [email protected]

Rinat Halon said it best: “Love Ruled the Room.” And we couldn’t agree more. 🤍Last night, Club 1882 members gathered at ...
08/28/2026

Rinat Halon said it best: “Love Ruled the Room.” And we couldn’t agree more. 🤍

Last night, Club 1882 members gathered at the beautiful Capen House at the Polasek Museum for an intimate pop-up photography exhibit celebrating love stories through the lens.

Surrounded by beautiful imagery (and even more beautiful stories) couples and friends mingled, connected and found themselves moved by the moments captured on the walls around them.

And that’s becoming one of our favorite things about Club 1882. Every time we gather, we know we can expect something special: community, new friendships and the kind of lasting memories that make Winter Park feel even more like home.

Thank you Capen House for hosting and thank you to everyone who joined us for an evening where art brought us together!

This is Club 1882. ✨

08/27/2026

Some businesses become part of a community. Others help define it. 🤍
Step inside Through The Looking Glass and you’ll find a boutique filled with purses and jewelry — but spend a few minutes with owner Ricci Culver, and you’ll quickly realize there’s a bigger story here.
Ricci is a business owner, Park Avenue District Board Secretary, supporter of local arts and one of those people who genuinely believes that when one local business succeeds, the whole community is stronger.
She shows up. She connects people. She supports her fellow merchants. She gives back.
And she brings the same warmth to everyone who walks through her doors.
That spirit is a big part of what makes Park Avenue, Park Avenue.

Today, we’re shining our merchant spotlight on Through The Looking Glass and celebrating Ricci, not only for the beautiful business she has built, but for the community she continues to help build around it.
Come for the shopping.
Stay for the people who make this place so special. ✨

08/26/2026

For Kevin, Park Avenue isn’t just where he works. It’s home. 🤍
Born and raised in Winter Park, Kevin McClanahan of Fannie Hillman + Associates knows this community from a perspective that goes far beyond real estate. His office sits right in the heart of Park Avenue, he serves on the Park Avenue District Board, and this year, he’s helping plan one of his favorite seasons on the Avenue: Holidays on Park. 🎄

Kevin specializes in Winter Park, Maitland, College Park and Baldwin Park and his deep connection to Winter Park also gives Kevin something special to offer his clients. We’re proud to have Kevin at the table as we work together to steward the place we love, welcome new neighbors and make sure Park Avenue continues to thrive for generations to come.

This is what it means to be part of the District.

Want to join us as a member of Park Avenue District? Visit ParkAvenueDistrict.com

Thousands of rides. Thousands of smiles. And one holiday tradition that has become part of the magic of Park Avenue.We’r...
08/25/2026

Thousands of rides. Thousands of smiles. And one holiday tradition that has become part of the magic of Park Avenue.

We’re incredibly grateful to the Hill Family and Hill Gray Seven for once again sponsoring the Christmas Carousel and making its return to Holidays on Park possible this year. It’s also a reminder that so much of what our community loves about the holidays on Park Avenue is made possible by people and businesses who choose to invest in it.

Join our campaign to help fund the lights, experiences and traditions that transform the Avenue and create memories for our community year after year. Whether your gift helps illuminate a tree, add a little more magic or carry a beloved tradition forward, every contribution becomes part of the experience.

Help us make it all possible — and help preserve the magic for the next generation.
🎄🤍Visit https://parkavenuedistrict.com/holidaysonpark

Is there a better place for a walk with your best friend than the Park Avenue District?Tree-lined streets, shady sidewal...
08/23/2026

Is there a better place for a walk with your best friend than the Park Avenue District?

Tree-lined streets, shady sidewalks, patios, central park, plenty of people-watching… and, of course, a few strategically placed water bowls along the way. 😉
We want to see Park Avenue through the eyes of our four-legged regulars.

Introducing our photo contest! 📸

Here’s how to enter:
🐶 Snap an aesthetic photo of your dog somewhere in the Park Avenue District.
Think: Park Avenue, but make it editorial and with dogs.
Send your photo to [email protected] for a chance to be featured on our social channels.🤍
Make sure you’re following Park Avenue District on social media and include your handle so we can tag you. 🐾

Comment on this post and tag the friend you love walking with or the person whose camera roll is approximately 97% dog photos.

And yes… there will be a winner 👀 Details coming soon but this contest will run from now until December 1st.

Now show us the dogs of Park Avenue. We have a feeling they may be our most photogenic residents.

08/21/2026

Last holiday season, more than 14,000 children climbed aboard the carousel making memories with parents, grandparents and friends in the heart of Winter Park.

This year, the tradition continues!

We are incredibly grateful to the Hill Family and Hill Gray Seven for once again generously sponsoring the carousel and helping bring this beloved experience back to Holidays on Park. Their support is a beautiful example of what happens when people choose to invest in the places and traditions that matter to them.

And there is still more magic to make!

Sarah Grafton, the founder and President of Park Avenue District, shares how we're working to ensure the experiences that make the holidays feel extra magical in Winter Park continue for generations to come.

We’re inviting our entire community to be part of a capital campaign this year. Every gift to our campaign brings the lights, traditions and moments that bring people together year after year.

The Hill Family is helping bring back the carousel. What part of the magic will you help make possible?

Join us in investing in the future of Park Avenue. 🎄🤍

Visit https://parkavenuedistrict.com/holidaysonpark

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110 Park Avenue North
Winter Park, FL
32789

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