| 5/15/08 | Thursday | Crofton Civic Association Candidates Night | 7-9p, Crofton Elementary |
| 5/16/08 | Friday | Bike to Work & School Day | Nationwide! |
| 5/17/08 | Saturday | CWES Fun Fair w/Cam Power Table | 11a-4p, Urby Road, Rain or Shine |
| 5/19/08 | Monday | Ledos Pizza Night: School of Incarnation | 4:30p-Close |
| 5/19/08 | Monday | Kiwanis/GCCC Dave Espie Golf Tournament | Crofton Country Club, 1:30p |
| 5/20/08 | Tuesday | Ledos Pizza Night: Crofton Woods Elementary | 4:30p-Close |
| 5/20/08 | Tuesday | Crofton First Membership Meeting | 7p, Crofton Library |
| 5/27/08 | Tuesday | Ledos Pizza Night: Crofton Meadows | 4:30p-Close |
| 5/27/08 | Tuesday | Crofton Civic Association Elections | 6:30-9p, Crofton Elementary |
| 5/31/08 | Saturday | Cameron Diamond Little Star Auction Fund Raiser | St. Elizabeth Ann Seton Parish |
| 6/01/08 | Sunday | Summer Concert Series: Pocket Change | Village Green, 6-8p |
| 6/08/08 | Sunday | Summer Concert Series: Bay Jazz Project | Village Green, 6-8p |
| 6/14/08 | Saturday | Flag Day | Hooray for the Red, White & Blue! |
| 6/14/08 | Saturday | Crofton Civic Association Ice Cream Social | 2-4p, Town Hall |
| 6/15/08 | Sunday | Fathers Day | For the special men in your life. |
| 6/22/08 | Sunday | Summer Concert Series: Annapolis Bluegrass Coalition | Village Green, 6-8p |
| 6/27/08 | Friday | Crofton Civic Association Elections | 6:30-9p, Crofton Elementary |
| 6/29/08 | Sunday | Summer Concert Series: Melanie Mason Trio | Village Green, 6-8p |
| 7/04/08 | Friday | Independence Day | With liberty and justice for all. |
| 7/13/08 | Sunday | Summer Concert Series: Big Band Caliente | Village Green, 6-8p |
| 11/22/08 | Saturday | Kiwanis/Pat Wilson Auction | Crofton Country Club, 6p |
| 12/01/08 | Monday | Tree Lighting with Santa via Firetruck | Crofton Country Club, 7p |
