Events This Weekend in Winter Haven
September 25–28, 2025
Looking for something fun to do in and around Winter Haven this weekend? Whether you’re into arts and crafts, book clubs, food events, or just a good night out, there’s something for everyone on the calendar. Here’s your roundup of local happenings:
Thursday, September 25
Bike Night at Tanner’s Lakeside (6:00–10:00 PM)
Kick off the weekend early with live music, food, drinks, and a celebration of bikes at Tanner’s Lakeside. A great way to meet fellow riders and enjoy lakeside vibes.
Ladies Night – Main Street Winter Haven (Starts at 5:30 PM)
Downtown comes alive with exclusive deals, drinks, and entertainment tailored for a fun girls’ night out. Perfect for shopping, dining, and relaxing.
Spooky Book Club: Mrs. Caliban by Rachel Ingalls (5:00–6:00 PM)
Get in the spooky season spirit early at the Winter Haven Library. This month’s eerie read offers an offbeat love story with a twist of the surreal.
Friday, September 26
Pick a Project Workshop (6:30–8:30 PM)
Join this hands-on, creative session where you can choose your own craft project and bring it to life. Great for date night, solo creators, or groups of friends. Event by AR Workshop Winter Haven
Saturday, September 27
Board Game Meet (Ages 18+) – Winter Haven Library (2:30–5:00 PM)
Connect with fellow game lovers for an afternoon of classic and modern board games. Whether you’re competitive or just playing for fun, all skill levels are welcome.
Community BBQ – City of Lake Alfred (11:00 AM–2:00 PM)
Head over to nearby Lake Alfred for some great food and community spirit. This family-friendly event is perfect for meeting neighbors and enjoying the last bites of summer.
New Beginner Watercolor Workshop (4:00–5:30 PM)
Discover the calming art of watercolor painting with this beginner-friendly class. All materials provided, just bring your creativity. Event by AR Workshop Winter Haven
Sunday, September 28
Sip, Snack & Create! – Wine & Apron Decorating (Lakeland)
Wind down your weekend with wine, bites, and a fun apron-decorating activity in Lakeland. Perfect for a creative Sunday escape with friends. Event by AR Workshop Winter Haven
Make the most of your weekend in Winter Haven with these exciting local events. Whether you’re out on the town or relaxing with a creative workshop, there’s no shortage of ways to enjoy the community.
