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

CrossFit Iron Shamrock Opens New Location in Winter Garden

Monday, October 08, 2018

Rise up, Winter Garden! CrossFit Iron Shamrock ( is ready to show the community how much fun it can be getting fit and feeling good. The rapidly growing gym quickly outgrew its old location and found a new home close by. Find…

Bargain Entertainment Deals at the Sidewalk Sale

Tuesday, September 25, 2018

‚Äč While enjoying the special sales during the Sidewalk Sale, take in these cultural and recreational entertainment bargains that are located amongst the shops and are always free! Click here to download to a full map and list of the Merchants and Entertainment…

Live Music at the Sidewalk Sale

Monday, September 17, 2018

Winter Garden's Shop Local Sidewalk Sale will feature live performances from local favorite musicians every day of the event (September 27-29). Check out the line-up below. Thursday, September 27 2pm - 5pm Nicole Equerme Friday, September 28 11am…


Winter Garden Snapshots

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The Attic Door
The Attic Door

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