Downtown Winter Garden News

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


Downtown becomes a Winter Wonderland

If you are looking for the best winter wonderland in Central Florida, visit Downtown Winter Garden in December. The historic downtown district is a premier destination for holiday fun throughout the month with a long list of “Tis the Season” events as well as festive surroundings to make merry memories. VISIT OUR WINTER WONDERLAND Historic […]

Apricot Lane interior

Small Business Saturday

Small Business Saturday is an annual national holiday observed on the Saturday after Thanksgiving that focuses on the importance of supporting the small businesses in our respective communities. This year, the holiday is on November 27, and what better way to celebrate than to head to historic downtown Winter Garden for its annual sidewalk sale. […]

Winter Garden Fall Heritage & Music Festival

The City of Winter Garden is celebrating its founding 118 years ago with a free community-wide Winter Garden Fall Heritage & Music Festival on Saturday, November 6, 8:00 am to 10:00 pm. Hosted by the City of Winter Garden and the Winter Garden Heritage Foundation, the daylong event includes multiple stages of live music, family-fun […]

10-Day Halloween Experience in Downtown

Downtown Winter Garden has turned into a spooky setting to bring a 10-day Halloween Experience to residents and visitors. After all, why should Halloween fun only last one night! Complimentary “frightening” family-friendly festivities will include animated light shows, pop-up street performers, live music, an outdoor movie, a hay maze, fall-themed photo stations, decorations, light displays, […]

Celebrate Hispanic Heritage Month

Hispanic Heritage Month is observed annually from September 15 to October 15. It initially started with a one-week commemoration in 1968 to honor the independence days of several Latin countries, which turned into a month-long celebration by President Ronald Reagan in 1988. It is a time to appreciate and celebrate the colorful cultures, rich histories, […]

Celebrate National Dog Month

August is National Dog Month! Our furry family members deserve a special month of love as a thanks for all they do for us. Fortunately, Downtown Winter Garden has many ways to celebrate your pooch while enjoying the last dog days of summer! The historic downtown Winter Garden district is proud to be dog-friendly, encouraging […]

Celebrate National Farmers Market Week

It is no secret that we have one of the nation’s best farmers markets right here in our backyard. The Winter Garden Farmers Market has been named America’s Favorite Farmers Market several times, a national award presented by the American Farmland Trust, along with being named the best farmers market in Central Florida by many […]

Top 10 Kid-Friendly Things to Do this Summer in Downtown Winter Garden

Summer is in full swing in downtown Winter Garden. Just 20 minutes from Orlando, Downtown Winter Garden has become a summer bucket list destination for many locals looking to explore beyond their own neighborhoods. In addition to an award-winning Farmers Market and unique mom and pop shops, downtown Winter Garden is also kid-friendly for all […]

Ways to Celebrate National Ice Cream Day

National Ice Cream Day is on Sunday, July 18, which is a perfect reason to indulge in this tasty treat! The holiday goes back to 1984 when President Reagan wanted to commemorate a treat enjoyed by over 90% of the population. The month of July was declared National Ice Cream Month with the holiday landing […]

Red, White and Blue Americana

Fourth of July in Downtown Winter Garden

Downtown Bursts with Fourth of July Festivities all weekend long! Fourth of July is almost here and if you are looking for ways to celebrate, Downtown Winter Garden has a host of festivities to enjoy! From live music and a patriotic Farmers Market to an old-fashioned kids parade/pancake breakfast and stunning fireworks spectacular, come out […]

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