| Approximate Dates* | Annual Event Title | Sponsor/Contact Information |
| | |
| January - February | Week of the Family | Parks and Recreation (650) 802-4382 |
| February 20 | Mayor's State of the City address | San Carlos Chamber of Commerce |
| March 7 | Spring/Summer Recreation Activity Guide Out | www.Recconnect.net (650) 802-4382 |
| March 11 | Spring/Summer Recreation Activity Registration (Residents Only) | www.Recconnect.net (650) 802-4382 |
| March 18 | Spring/Summer Recreation Activity Registration (Non-Residents) | www.Recconnect.net (650) 802-4382 |
| March 30 | Annual Community Crab Feed | Adult Community Center (ACC) (650) 802-43874 |
| April 13, 18, 19, 20, 25 and 26 | Chicken's Ball | San Carlos School District PTA (650) 569-3509 |
| May | Bike to Work Day | www.511.org |
| May 16 - 18 2008 | Hometown Days | Parks and Recreation (650) 802-4382 |
| May - September | Farmer's Market - Hot Harvest Nights at Laurel Street | San Carlos Chamber of Commerce |
| July - August (every Fridays) | Summer Concert Series at Burton Park | Parks and Recreation (650) 802-4382 |
| August | Mayor's Fun Bike Ride | City Clerk (650) 802-4219 |
| September | San Carlos Museum of History - Annual Ice Cream Social | San Carlos Museum of History (650) 802-4354 |
| September 20 | Citywide Garage Sale | City Clerk (650) 802-4219 |
| October 11 & 12 | Art & Wine Faire | San Carlos Chamber of Commerce |
| October 31 | Project Safe Halloween | San Carlos Youth Center (650) 802-4471. |
| November | Annual City Creek Clean Up | Public Works (650) 802-4140 |
| November | Annual Holiday Bazaar | Adult Community Center (650) 802-4384 |
| December | Tree Lighting at City Hall Park | Parks and Recreation (650) 802-4382 |
| December | Santa Arrives by Helicopter | San Carlos Chamber of Commerce |
| December | Breakfast with Santa | Adult Community Center (650) 802-4384 |
| December | Annual Exterior Home Decorating Contest | http://www.sancarlosholidayhomes.com/ |
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