The City of Sanford has a street party (http://www.sanfordwelcomecenter.com/?page_id=21) on the second Thursday of every month. In the summer it's too hot, but in the fall it's a fun event.
Since it's October, the theme is Octoberfest.
You pay $7 for a wrist band which allows you to sample a wide variety of foods. So you spend much of the evening wandering from table-to-table trying different samples. Alcohol is available to purchase.
The event starts at 5 pm and runs until roughly 9 pm. Some of the booths do run out of food quickly, especially the more popular ones.
If you wish you can meet us at the Historic Sanford Welcome Center at 6 pm, however it's not practical for anything of this type to do as a group. Different people are going to be more interested in different foods and activities and everybody will wander at their own pace. Certainly friends may decide to stay together for the evening.
Most of the art galleries stay open and they're fun to wander through.
Obviously this is an outdoors weather-dependent event.