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| Start Date and Time | Event Details | Location |
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| All Day | 2014 ICF Canoe Slalom World Championships (Multi-Day Event) | |
| All Day | Berlin Fiddler's Convevntion (Multi-Day Event) | |
| All Day | Chesapeake Film Festival (Multi-Day Event) | |
| All Day | Solomons Plein Air Festival (Multi-Day Event) | |
| Start Day | Alpaca Festival & Open House (Multi-Day Event) | |
| Start Day | Artsfest (Multi-Day Event) | |
| All Day | Baltimore County African American Cultural Festival | |
| All Day | Bluebird Blues Festival | |
| All Day | Corsica Watershed Awareness Day | |
| All Day | Honey Harvest Festival | |
| All Day | Howard Community College Grand Prix | |
| Start Day | Maryland Wine Festival (Multi-Day Event) | |
| Start Day | Taste of Maryland Music & Seafood Festival 2014, 4th Annual (Multi-Day Event) | |
| All Day | Towns—Why did some towns grow and others fade away? | |
| All Day | Virgin Mobile FreeFest | |
| All Day | Wanda Sykes | |
| All Day | Western Maryland Kidney Ride | |
| 8:00 AM - 12:00 PM | Healthy Markets at Baltimore Washington Medical Center - Glen Burnie | 300 Hospital Drive, Glen Burnie, MD (Baltimore Washington Medical Center) |
| 9:00 AM - 5:00 PM | 18th Annual Baltimore County African American Cultural Festival - Towson | 400 Washington Avenue, Towson, MD, United States |
| 9:00 AM - 5:00 PM | Annapolis Home Show | 18 Willow Avenue, Annapolis, MD (National Guard Armory) |
| 9:00 AM - 3:00 PM | DHCD's Foreclosure Prevention Workshop - La Plata | |
| 9:00 AM - 1:00 PM | Ellicott City Old Town Market - May 10 - Nov 8 | |
| 9:00 AM - 1:00 PM | Farmers Market | |
| 9:00 AM - 1:00 PM | Howard County 3rd Annual Housing Matters Mini-Fair - Columbia | |
| 9:00 AM - 9:00 PM | St. Mary's County Fair | |
| 9:00 AM - 1:00 PM | Student National Medical Association "Citywide Community Resources and Health Fair" - Baltimore | Lexington Market, 400 West Lexington Street, Baltimore, MD, United States |
| 9:00 AM - 9:00 PM | Sunfest | |
| 9:00 AM - 9:00 PM | The Great Frederick Fair | |
| 9:00 AM - 1:00 PM | University of Maryland St. Joseph Medical Center's Community Health Fair - Towson | |
| 10:00 AM - 2:00 PM | Bowie Health Fair 2014 | 15001 Health Center Drive, Bowie, MD, United States |
| 10:00 AM - 7:00 PM | Maryland Renaissance Festival | |
| 1:00 PM - 3:00 PM | Skipjack Nathan of Dorchester Public Sail | |
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