Park Avenue, Winter Park

12/02/2025

Winter Park's holiday events are just a few days away! Mark your calendars and bring your friends, family and holiday spirit for a weekend full of community fun:

Winter on the Avenue
Friday, Dec. 5, 5-9 p.m.
Central Park & Park Avenue

Get ready for carolers, the tree lighting, snow slides, s'mores, Santa and more. It’s the perfect way to kick off the holiday season.

Christmas Parade
Saturday, Dec. 6, 9-10:30 a.m.
Park Avenue

Enjoy one of Winter Park’s most beloved traditions. The 73rd annual parade, the oldest continuous parade in Central Florida will feature festive floats, marching bands and plenty of Christmas joy rolling down Park Avenue.

Annual Pancake Breakfast
Saturday, Dec. 6, 7-10 a.m.
Central Park Stage

Warm up your morning with a delicious hot breakfast that supports scholarships for youth and adult leadership programming. For only $7, enjoy fluffy pancakes, fresh toppings, sausage and community camaraderie.

11/24/2025

Come celebrate the holidays with us in Winter Park! From twinkling lights to the best bites and festive finds -- we'll show you how to enjoy a visit to Winter Park during the Christmas holiday time: https://youtu.be/y0O1hEDPhxM

Visit our member directory of more than 800+ businesses and find details of upcoming events in Winter Park at www.winterpark.org







Thank you for participating:
AJ Chocolate House USA
The Atelier Home + Design
Be On Park
Boca Restaurants
Dear Jane Winter Park
Fluteschampagnebarwpv Champagne Bar
Monkee's of Winter Park
Rifle Paper Co.
The Vintage Vault

Come explore Winter Park, Florida during the holidays! From shopping and dining on Park Avenue to festive lights, seasonal treats and local celebrations – Wi...

10/29/2025

Catch John Craig Clothier and Current Men's Boutique founder Craig DeLongy on the latest episode of the B Student Podcast, sharing timeless advice on showing up with confidence and professionalism, no matter your budget.

If you want to look sharp, scale a business, and lead with gut and grit, this one is for you. Betsy sits down with menswear icon Craig DeLongy, founder of Jo...

10/14/2025

Thank you to everyone in our community who joined us at the 52nd Annual Winter Park Autumn Art Festival hosted by the Winter Park Chamber of Commerce this past weekend! It was a weekend filled with fine art, family, and fun.

Check out all festival photos taken in-kind by Hughes Fioretti Photography on the Winter Park Autumn Art Festival page.

Thank you to the presenting sponsor, Keller Williams Winter Park, our supporting sponsors, Don Mealey Sport Subaru, Edyth Bush Charitable Foundation, and Westminster Winter Park, and all other sponsors and media partners.

This festival would not have been possible without the support and enthusiasm from the committee, volunteers, and patrons.

Follow the Winter Park Autumn Art Festival on Facebook & Instagram for all updates on next year's festival!

10/10/2025

The 52nd Annual Winter Park Autumn Art Festival begins tomorrow in Central Park!

Hosted by the Winter Park Chamber of Commerce and presented by Keller Williams Winter Park, the festival runs from 9:00 a.m. to 5:00 p.m. on Saturday and Sunday. The festival weekend is filled with incredible Florida art, live entertainment, delicious food, and community celebration.

Stroll through booths of talented artists, enjoy local bites, and experience the creative energy that makes this event a cherished Winter Park tradition.

Follow the Winter Park Autumn Art Festival on Facebook and Instagram for real-time updates on the festival.

Plan your Weekend with these helpful links below:

See the 2025 Autumn Art Festival artists here: https://www.winterpark.org/aaf-artists/

View the full list of entertainment and food vendors here: https://www.winterpark.org/aaf-plan-your-weekend/

Elevate your experience with a VIP and Patron Package. For more information or to purchase your VIP or Patron package, visit winterpark.org/vip

Find all festival information at winterpark.org/aaf

05/31/2025

Welcome to the Winter Park Chamber of Commerce YouTube channel!

Subscribe to our channel to discover more about what you love in Winter Park, from Park Avenue to Hannibal Square to Winter Park Village and more.

Whether you are a resident looking for hidden gems or a visitor exploring Central Florida, we are your window into Winter Park.

•Behind-the-Scenes looks into your favorite restaurants, shops, parks and museums
•Thought-leadership on the B Student podcast
•Coverage of beloved events like the Winter Park Autumn Art Festival and Winter on the Avenue

Subscribe today to be connected to all things Winter Park!

Welcome to the Winter Park Chamber of Commerce’s YouTube Channel! Whether you're a visitor exploring the Central Florida area or ...

05/08/2025

04/29/2025

This is the last week to have your business included in the Summer printing of the official Winter Park Map!

Distributed in the Winter Park Welcome Center, Winter Park Magazine, and available anytime online, this map is a trusted resource used by thousands of Winter Park residents and visitors alike.

Ensure your business is on the map by contacting our Member Service Coordinator at [email protected] by Friday, May 2. Must be a Winter Park Chamber member in good standing to participate.

04/22/2025

Spotted: Maurizio Maso painting on Park Avenue for Albin Polasek Museum & Sculpture Gardens Paint Out!

You won’t want to miss this year’s lineup of beloved traditions and new experiences for the Winter Park Paint Out - Central Florida’s Plein Air Festival. Explore all the opportunities to experience the festival below:

April 20–26, 2025
FREE admission to the Polasek gallery and sculpture gardens all week long! Come experience art in action as 22 acclaimed plein air artists paint the beauty of Winter Park in real time.

Gallery Hours:
Sun: 1–4 PM | Mon–Thurs: 9 AM–5 PM
Fri: 9 AM–7:30 PM | Sat: 9 AM–12 PM

Daily Artist Demos:
Mon–Wed at 10 AM & 1:30 PM | Thurs & Fri at 10 AM
Watch top plein air artists share techniques in oil, pastel, watercolor, gouache, and more. Demos are included with free admission!

Special Events:

Paint-In on Park Ave
Wed, Apr 23 | 5:30–8 PM
A lively evening of wine, bites and plein air painting right on Park Avenue! Tickets: $25 or 2 for $40

Polasek Nights
Fri, Apr 25 | 5:30–7:30 PM
Stroll the gardens, sip wine, and enjoy the gallery after hours. Free entry; drinks available for purchase. You might even catch an artist in action!

Garden Party Finale
Sat, Apr 26 | 6–9 PM
Celebrate the close of Paint Out with a magical evening in the sculpture gardens featuring gourmet food, drinks, and first access to the finished artwork. Tickets: $150

04/21/2025

Orlando is a collection of neighborhoods, each with its own personality. There are hipster hangouts, microbreweries, an elegant shopping neighborhood — and airboats through the wetlands where you might just spot an alligator.