Chamber Connect

Leverage your Chamber network at this member-exclusive lunch. Each attendee has the opportunity to showcase their business, expertise and services. Attendance is limited to one representative per company to maximize member participation and networking opportunities.

This Chamber Connect will be at Flemings Prime Steakhouse and Wine Bar



Date :
March 25, 2020 from 11:30am to 1pm

Event location :
Winter Park, FL

Contact :
Lauren Bloom at

61st Winter Park Sidewalk Art Festival


The Winter Park Sidewalk Art Festival is one of the nation’s most prestigious outdoor art festivals. Each year more than 350,000 visitors enjoy the show.

Festival hours are as follows: Friday, March 20, and Saturday, March 21, from 9 a.m. to 6 p.m., and Sunday, March 22, from 9 a.m. to 5 p.m.

Expect to see dazzling sculpture and glass for the big pocketbook as well as smaller works to please just about anyone. Enjoy Friday night’s jazz concert, children’s workshop village and school art exhibits, and great food and sidewalk cafes. Join us for this annual tradition in Winter Park.

Please be sure to leave your dogs at home when you visit the festival as they are not allowed to enter the event. Thank you for your cooperation.



Date :
March 22, 2020 from 9am to 6pm
Event location :
Central Park
150 W Morse Blvd
Winter Park, FL 32789 United States
Contact :
Phone contact: 407-644-7207


Hot Seat Academy


Hot Seat Academy is a business resource series designed to give insight on success.

Sandler Sales and Management Training will be hosting a Sales Training Workshop. Sandler Sales and Management Training is a company that delivers certified learning and development programs for all aspects of business: sales, management, customer experience and organizational excellence.


$15 for Members
$30 for Non-Members


Date :
March 18, 2020 from 11:30am to 1pm

Event location :
Winter Park Chamber of Commerce
151 W. Lyman Ave.
Winter Park, FL 32789

Contact :
Tiffany Cahill at

The Andrews Brothers


Previews: March 12 & 13, 2020

Created by Roger Bean

When an Andrews Sisters USO performance is in jeopardy of cancellation, three earnest stagehands are determined to go on with the show. Mistaken identities and madcap adventures ensue… imagine Bing Crosby and Bob Hope in a road movie of Some Like It Hot! This musical comedy is filled to the brim with 30 songs made famous by the Andrews Sisters and other top artists of the era, including the showstoppers “Boogie Woogie Bugle Boy,” “Don’t Sit Under the Apple Tree,” and “Ac-Cent-Tchu-Ate the Positive.”


Date :
March 13 – April 11, 2020

Event location :
Winter Park, FL

Contact :

The Three Stooges meet Hercules


This film is a part of our Popcorn Flicks series, which takes place in Central Park, Winter Park once a month and it’s FREE and open to the public!

Larry, Moe and Curly Joe work in a pharmacy where a young professor works on a time machine. When the machine is sabotaged by foil Ralph Dimsal, the Three Stooges, the professor and beautiful Diane are transported back in time to ancient Greece. The group lands in the middle of a fierce battle between rival armies. Meeting up with the might Hercules, they soon discover their appearance in the battle helped turn the tide in favor of the wrong side.

This project is supported by Orlando Science Center for the exhibition of Pompeii: The Immortal City, funded by Orange County Government through the Arts and Cultural Affairs program. The exhibit, Pompeii: The Immortal City, will be open to the public from June 6, 2020 to September 7, 2020 at Orlando Science Center. 


Date :
March 12, 2020 at 8pm

Event location :
Winter Park, FL

Contact :

Taste of Winter Park


Taste of Winter Park showcases more than 40 of Central Florida’s top chefs, bakers, caterers and beverage purveyors for a fun evening at the Winter Park Farmers’ Market. All-inclusive tickets feature unlimited samples of signature dishes, refreshing beverages and decadent desserts.

Member (in advance): $50
Non Member (and everyone at the door): $65
VIP Experience: $100

VIP Experience Includes:
-Private VIP tent with lounge seating
-Private bar & specialty White Linen cocktail provided by Luma
-Exclusive VIP food vendor – Umi Japanese Restaurant
-VIP Parking (first come, first serve)
-Souvenir Cup


Member (in advance): $50
Non Member (and everyone at the door): $65
VIP Experience: $100


Date :
March 11, 2020 from 5 to 8pm

Event location :
Winter Park Farmers’ Market
200 E. New England Avenue
Winter Park, FL 32789

Contact :
Tiffany Cahill at

9th annual Chili for Charity


The 9th annual Chili for Charity is the premiere chili cook-off event in central Florida! The event features creative chili dishes by popular local and favorite restaurants in the central Florida area.
Participants will have their dishes evaluated by a select panel of judges and compete for the coveted Peoples’ Choice award. Guests will enjoy all types of chili, drinks, live entertainment and networking while enjoying the beautiful Winter Park Farmers’ Market.

A bountiful silent auction will close out the evening and event proceeds will benefit the Rotary Club of Winter Park Charitable Foundation, which provides grants to more than 30 local charities annually. Over the last 20 years, the club has donated more than $800,000+ to non-profit organizations serving the Winter Park community.


Date : Feb.26,2020 from 5:30pm to 9pm

Event location : Winter Park Farmers’ Market – 200 W. New England Ave.
Winter Park, FL 32789 United States

Contact : Phone contact: 503-807-8669 – Website:

Park Avenue Sidewalk Sale



Shop till you drop at the January Sidewalk Sale along beautiful Park Avenue. Enjoy savings from 50 – 75% off, at participating retailers. Retail hours vary by location.



Date : Feb.23-26, 2020

Event location : Park Avenue, Winter Park

Contact : Must call for times: 407-644-8281

12th annual Fiddler’s Green 5K


The 12th annual Fiddler’s 5K race is a fun run/walk that will raise money for local charities. For those who may think running is overrated there will be a Pint .5k (that’s 1,640 feet) ending with a glass full of beer at Fiddler’s Green.
The race will begin at 7:30 a.m. in Mead Garden, run through beautiful Winter Park, and return to Mead Garden.

There will be an award presentation at 8:45 a.m. From there, the runners, walkers, pups and their cheering squads are invited back for beer and fun at Fiddler’s Green Irish Pub.

Rate: $25 – $35


Date : Feb.22,2020 at 7:30am

Event location : Mead Botanical Garden – 1300 S. Denning Dr. Winter Park, FL 32789 United States

Contact : Phone contact: 321-662-6182 – Website:

Contemporary Sculpture Garden Tour


A must see exhibit on the picturesque grounds of Crealdé School of Art’s main campus. 60 three-dimensional pieces of outdoor art made of forged metal, cast bronze, concrete and more. The lakeside Contemporary Sculpture Garden is open to the public. Lynn Brenner-Katz, Crealdé Sculpture Instructor, takes you on a fascinating tour through the beautifully landscaped campus, revealing the abundant diversity of expressive styles, durable media, and fun facts about the various inspired sculptors who created these works of art. Special discount coupons for Crealdé spring classes will be available at the event.

This special event is part of the City of Winter Park’s Weekend of the Arts.


Date : Feb.15, 2020 from 10:30am to 11:30am

Event location : Crealdé School of Art – 600 Saint Andrews Blvd.
Winter Park, FL 32792 United States

Contact : Phone contact: 407-671-1886 – Website: