🏡💚 Corcoran Connect's Guide to November Events in Winter Garden: Fitness, Festivals, and Fun!
November is bringing a fantastic mix of fitness, community safety, holiday shopping, and unique entertainment to Winter Garden! This city is truly exceptional in Central Florida, and at Corcoran Connect, we love sharing what makes life here so great. As Your Real Estate Concierge, we want to make sure you catch all the best happenings this month. 🏡💚
Safety and Wellness First
Women's Basic Self-Defense Class November 6, 2025 | 6:00 PM – 8:30 PM Winter Garden Police Department, 251 W. Plant Street
Empower yourself with essential self-defense skills! 🛡️ The Winter Garden Police Department is hosting a free basic self-defense class for women ages 13 and up, instructed by a certified officer. Space is limited, so contact Officer Gail Michaud at 407.656.3636 ext. 4405 or gmichaud@wgpd.com to reserve your spot today!
Annual Free Shredding Event for Winter Garden Residents November 8, 2025 | 8:00 AM – 12:00 PM 848 E. Plant Street
Time to safely dispose of those old documents! 📄 The City of Winter Garden is hosting its annual free shredding event exclusively for residents. Just bring proof of residency and up to five boxes or bags of paper to be shredded.
Citizens CPR November 15, 2025 | 11:30 AM – 1:00 PM Fire Department Headquarters Training Room, 1 E. Cypress Street
Gain the skills to save a life! The Winter Garden Fire Rescue Department offers a free, 90-minute class covering Hands-Only Adult and Child CPR, proper AED use, and choking. Pre-registration is required, and space is limited, so visit to secure your spot.
The Big Weekend: November 8th
Donut Dash 5K Run/Walk November 8, 2025 | 8:00 AM – 11:00 AM Lake Apopka, 1 Surprise Drive
Run, walk, and eat donuts through the historic neighborhoods of Winter Garden! 🏃♂️🍩 This fun 5K starts and finishes at scenic Lake Apopka and features live music, sponsor tents, and giveaways. Presented by WGPAL.
Health & Harvest Festival at the Winter Garden Farmers Market November 8, 2025 | 8:00 AM – 1:00 PM Downtown Interactive Fountain & Pavilion, 104 S. Lakeview Avenue
Combine your weekly market visit with a focus on wellness! This free festival, hosted by Healthy West Orange, features children's fitness activities, health screenings, games, giveaways, and gardening fun right alongside the Farmers Market's 100+ vendors.
Annual Craft AffairNovember 8, 2025 | 10:00 AM – 2:00 PM Jessie Brock Community Center, 310 N. Dillard St.
Get a jump on your holiday gift shopping! 🎁 This annual event showcases unique, one-of-a-kind arts and crafts made by talented creators aged 50 and up. Free to attend and a perfect place to find a unique gift.
Weekly Fun & End-of-Month Excitement
Fridays on the Plaza Every Friday in November | 7:00 PM – 9:00 PM Historic Downtown, Centennial Plaza Gazebo
Enjoy free live music every Friday night at the Gazebo! The lineup features the Old School Blues Band (Nov 7), Scott Davidson (Nov 14), Gentleman of Jazz (Nov 21), and the Sound Traveler Band (Nov 28).
Winter Garden Farmers Market Saturdays: November 15, 29, 2025 | 8:00 AM – 1:00 PM Downtown Interactive Fountain & Pavilion
Don't forget to visit the award-winning Farmers Market for fresh produce, artisan goods, and everything in between!
Venardos Circus - Winter Garden November 20 – November 30 Hamlin (16313 New Independence Parkway)
Experience the magic of the circus! 🎪 This unique Broadway-style show features world-class, animal-free acts like aerialists, acrobats, and magicians under a classic red-and-white tent. Get your tickets online at.www.LiveYourCircusDream.com.
Small Business Saturday Sidewalk Sale & Celebration November 29, 2025 | 10:00 AM – 10:00 PM Historic Downtown Winter Garden
Support local businesses the Saturday after Thanksgiving! 🛍️ Enjoy this annual celebration by browsing outdoor racks and stepping inside the festively decorated downtown shops for unique holiday finds. Free admission!
Winter Garden is a city that truly offers an unparalleled blend of community, culture, and high quality of life. If you're planning to make this wonderful place your home, Corcoran Connect is ready to provide you with the personalized service you deserve. Corcoran Connect: Your Real Estate Concierge. 🔑💚