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

Winter Garden Holiday Festivities

Thursday, December 06, 2018

Merry Winter Garden Light Show December 7, 2018  6:00 PM -  9:00 PM   City Hall Holiday Music December 7, 2018  7:00 PM - 9:00 PM   Centennial Plaza Gazebo A Very Merry Farmers Market (with Santa) December 8, 2018 9:00 AM - 2:00…

6 Places to get Hot Chocolate in Winter Garden

Friday, November 30, 2018

The Winter Garden Experience and Winter Garden Food Tours teamed up and tested all of the places to get Hot Chocolate in Downtown Winter Garden. Below you will find our list and a quick breakdown on what to expect from a chocolatey, creamy, sweetness,…

Shop Small Saturday Specials

Wednesday, November 21, 2018

Below is the final list of gift card participants for this Saturday’s Shop Small event. These merchants will be issuing raffle tickets on Saturday, Nov. 24th, for the drawings held at 12 pm, 2 pm, and 4 pm at the Centennial Plaza Gazebo. You can…


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Winter Garden Heritage Foundation
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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