| Date | Event |
| 8/12/2025 | Portillo's- the fast-casual restaurant concept known for its menu of unrivaled Chicago-style street food, will officially open the doors of its first restaurant in the Middleton Town Center area of The Villages and will celebrate with a grand opening on Tuesday, August 12 at 10:00 a.m., following a ribbon cutting ceremony at 9:30 a.m. The ribbon cutting ceremony will include Michael Portillo, Vice President of Restaurant. During the ceremony, Portillo’s will also present charity partner, Sumter Schools Enhancement Program, with a check in support of this great local organization. Once we open, we hope you'll cake shake in to enjoy our signature menu items like Chicago-Style Hot Dogs, Famous Italian Beef Sandwiches, Char-Grilled Burgers and Portillo's Famous Chocolate Cake. more info... |
| 8/20/2025 | The Sumter County Chamber of Commerce hosts a bimonthly lunch meeting on the 3rd Wednesday of every other month. The Chamber uses this meeting as a way to help educate their members and attendees with relevant information for our local businesses. Each month there is a different guest speaker with the exception of the June lunch, which is when we present our Chamber Scholarship winners. Its Your Chamber. Be a part of it! #sumterchamber #sumtercounyfl #beapartofit more info... |



