Downtown Winter Garden News

Check here for the latest news, happenings, and announcements. There is always something new and exciting in Downtown Winter Garden!

Couple walking in Downtown Winter Garden

Why You Should Support Local Businesses

Winter Garden is well-known for its small town charm. It’s hard to put your finger on what exactly makes Winter Garden such a special place. Is it the mature trees and beautiful flowers? Is it the historic charm and authentic brick buildings? Maybe it’s the award-winning farmers market and the many one-of-a-kind restaurants. Perhaps it […]

Arts in April: Call to Artists & Volunteers

Mark your calendars because there are plenty of upcoming art activities happening in April! Right now, we are on a mission to find great art to display! Keep reading to find out how you can participate in this local arts celebration. This article is directed to artists and volunteers. If you are an artist, please […]

6 Ways to Support Local Charities & Nonprofits

In February we celebrate Valentine’s day and show love to those closest to us, but why stop there? February is also the perfect time to show love to your community. There are so many local charities and nonprofits here in Winter Garden that need our love and support. Here are 6 ways you can support […]

Love Local 2 Activities March-July 2021

City Launches Phase Two of Love Local Campaign

The Love Local campaign, launched by the City of Winter Garden last fall, continues in 2021 with a line-up of programs and activities to help small businesses recover from financial losses due to the COVID-19 pandemic. The intent of the Love Local campaign is to build awareness of the importance of shopping and dining local […]

Wisteria at Centennial Plaza

Share The Love In February

Show Love to Local Charities There are so many wonderful local organizations, but in case you are trying to figure out whom to support, here is a list of non-profits from the West Orange Chamber of Commerce: A shout out to the following organizations that have fundraisers under way: Southeastern Food Bank (Division of […]

Valentine Couple - Photo Credit: Cricket’s Photo & Cinema

Top 10 Valentine’s Day Downtown Date Ideas

No matter how long you have been together, it’s been said that the most memorable Valentine’s Day gift is time spent together. Fortunately, historic downtown Winter Garden has a number of ways to celebrate the occasion to create a lasting impression. For those wanting some help planning their holiday celebration, here are the Top 10 […]

Children's Statue

Catch Visiting Statue at Downtown Plaza

Downtown Winter Garden is known as a local gathering place for families, with lots of places for children to play and explore such as the splash pad, caboose, trail, as well as a bookstore, music school; and of course, ice cream and candy shops. Therefore, it is only fitting for Downtown to be selected as […]

Drew High School, Class of 1959

Celebrate MLK Day and Black History Month in Winter Garden

The City of Winter Garden is hosting a number of family-friendly activities in celebration of Dr. Martin Luther King, Jr. Day and Black History Month. Please join us in celebrating the life and legacy of Dr. Martin Luther King Jr. as well as commemorating Black History Month with the following:    Pastor Anthony Hodge of […]

Rita's Food

Rita’s brings “Ice Custard Happiness” to Downtown

Downtown is now even sweeter with the opening of Rita’s Italian Ice & Frozen Custard. Offering a variety of irresistible frozen delights made with their famous Italian Ice and Old-Fashioned Frozen Custard, Rita’s friendly staff is excited for its delectable treats to provide a side of happiness. Made fresh daily with real fruit, Rita’s Italian […]

Winter Wonderland at City Hall

Top 10 Holiday Photo Spots

Downtown Winter Garden is idyllically picturesque this time of year exuding Norman Rockwell small town holiday charm. With all the holiday backdrops to choose from, we have compiled the Top 10 Holiday Photo Spots perfect for capturing this year’s memories. #1. Poinsettia Christmas Trees at Centennial Plaza 101 W. Plant Street #2. Holiday Mural Wall […]


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