Winter Garden and Driftwood Market Events

In December, save the date for the annual Holiday Boutique Stroll on December 9, 2021 from 5-8pm. Visit participating boutiques for light refreshments, raffles, deals and seasonal merchandise. Plan to stroll around downtown after shopping to marvel at the festive decorations.

  Winter Garden Heritage & Music Festival, November 6, 11:00 am-10:00 pm A daylong celebration of Winter Garden’s heritage with fun family-friendly activities and three stages of music throughout downtown and neighboring ball fields. Hosted by the City of Winter Garden and the Winter Garden Heritage Foundation, here’s a peek at what is in store:   • (3) Stages featuring high caliber musicians in Downtown, including an Evening Concert • Family fun (adult and youth) including baseball, softball, field games, children’s activities at Sam Walker Little League Complex, Walker Field and at Veterans Memorial Park • Historical presentations, interactive programs,...

    Halloween Experience, October 22-31 A 10-day Halloween event that includes six nights of animated Halloween Light Shows on City Hall (Oct. 22, 23, 24, 29, 30, 31 from 7-9 pm), a hay maze, photo vignette locations throughout downtown, a Harvest Sidewalk Sale & Stroll and an outdoor Halloween movie on Oct. 23, decorations and light displays, Halloween movies at the Garden Theatre, fall-themed Farmers Market, and weekend pop-up street performers (Oct. 22, 23, 24, 29, 30,31). Harvest Sidewalk Sale & Stroll, Saturday, October 23, all-day A one-day Sidewalk Sale during the Halloween Experience featuring fall merchandise and special...

https://www.cwgdn.com/514/Hispanic-Heritage-Month  

Stephanie Machado, Winter Garden resident, gives some great tips for navigating our award winning farmer's market on Orlando Date Night Guide.

https://www.orlandodatenightguide.com/2018/07/winter-garden-farmers-market-guide/