| Saturday, May 1 | May Day - surprise your spouse or a friend with a flower basket |
| Monday, May 3 & 17 | Overbrook Fire & EMT Department meetings- COME SIGN UP! |
| Thursday, May 6 | Park & Rec Commission meeting at City Hall at 7pm (re-scheduled from 5/5) |
| Thursday, May 6 | Community Prayer Breakfast at Wheat State Restaurant 6AM |
| Sunday, May 9 | Mother's Day - Honor your Mother! |
| Monday, May 10 | National Nursing Home Week - special activities at Brookside all week |
| American Legion Post meeting 7:30PM | |
| Wednesday, May 12 | Monthly City Council Meeting at City Hall at 7PM |
| Saturday, May 15 | Overbrook PRIDE monthly meeting at Wheat State Pizza at 8:30AM |
| Paper Drive at United Methodist Church from 8-10AM | |
| City Tree Dump open from 8-10AM | |
| SFT High School Graduation at the High School at 2PM | |
| Sunday, May 16 | SFT 8th Grade Graduation at Carbondale Attendance Center at 1PM |
| Tuesday, May 18 | Tuesday's Table dinner at the United Methodist Church at 6-7PM |
| Planning and Zoning Commission meeting at City Hall 7PM | |
| Friday, May 28 | No regular Trash Pick-up due to the Memorial Day Holiday. Trash will be picked |
| up on Monday, May 31st. | |
| Saturday, May 29 | City Swimming Pool OPENS - FREE SWIM from 1-7PM |
| ORHS Alumni Banquet at United Methodist Church 6PM | |
| Memorial Day Weekend | Have a picnic in the Park; golf at Hidden Springs;Catch fish at the City Lake; or |
| take the family swimming at the City Pool! | |
| Sunday, May 30 | American Legion Memorial Service at Overbrook Cemetery at 12:30PM |
| Every Thursday evening | Community for Christ supper hosted by Overbrook Food Pantry - |
| in May | Open to the public at Grace Community Church from 5pm to 6:30pm |