The Downtown Winter Garden Dining Guide

The cobblestone streets of historic downtown Winter Garden boast an assortment of eclectic eateries and musical enclaves to please all tastes. Each venue has a distinct ambiance to enhance your visit to the area.

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Latest Winter Garden News

Shop Small Saturday Raffle

Wednesday, November 07, 2018

Join us Saturday, November 24th, in Downtown Winter Garden for the annual Shop Small Saturday event! We'll spend the day shopping and supporting local businesses, and best of all, we will be giving rich gift cards to lucky winners. Read below for…

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Top 10 Reasons to Shop Local

Monday, November 05, 2018

November will officially be designated Shop Small Month with Saturday, November 24th being Winter Garden's Shop Small Saturday with an all-day celebration in Downtown Winter Garden. Shop Local Winter Garden is an awareness program to build support…

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Great Fall Events Coming to Winter Garden

Monday, October 22, 2018

​​ Winter Garden has a calendar full of Fall fun headed our way. Join us! 10/19-10/21 4th Annual Crooked Can Oktoberfest 426 W. Plant St. Winter Garden, FL The 4th Annual Crooked Can Oktoberfest 10/26, 10/27, 10/28, & 10/31 Panic on Plant Street…

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Winter Garden Snapshots

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About Winter Garden Experience

The City of Winter Garden is proud to present The Winter Garden Experience. This custom directory guide and area map will interactively connect those who visit, shop, eat, work, live and play in the Winter Garden community to the businesses that have also built their foundation here.

Learn More About Winter Garden Experience