Downtown Winter Haven has a great local brewery where the whole family, even pets are welcome! Grove Roots Brewing Co on 3rd Street SW in Winter Haven brews multiple styles of beer all honoring the area's history of citrus groves.
Groves Roots has food trucks, live music, and games all in a family friendly enviroment. Check the out on Facebook or at http://groveroots.com/ for a events schedule, hours, and more!
My personal favorite is the Rind & Shine, a Citrus Whitbier.