| Start Date and Time | Event Details | Location |
|
| Arts by the Bay Gallery's Black Friday and Small Business Saturday | Arts by the Bay Gallery |
| Bazaart Holiday Art Market | 800 Key Hwy |
| Breakfast with Santa | 2504 Cub Hill Rd |
| Christmas in Crisfield | 1012 West Main Street |
| Family Day at Bobby McKey's | 172 Fleet St |
| Festival of Trees - Garrett County | Garrett County Fairgrounds Exhibit Hall |
| 12:00 AM - Midnight | Festival of Trees - Timonium | 2200 York Rd |
| Frederick's Tuba Christmas | 20 W Patrick St |
| Gingerbread Village Festival | 15 East Main street |
| 12:00 AM - Midnight | Happy Thankszipping | 8600 Foundry St |
| Hearth and Home in Early Maryland | Rt 5 and Rosecroft Rd |
| 12:00 AM - Midnight | Helen Siegl - Fantasy Creatures from the Museum's Collection | 106 South St |
| Holiday Fun at the BMI Farmers' Market | 1415 Key Hwy |
| Holiday Open House at Outstanding Dreams Farm | 24480 Pinetown Rd |
| 12:00 AM - Midnight | Holiday Shoppers Fair | 4001 Coastal Highway |
| Maryland Brewery Tours | 5225 Westview Drive |
| Menswear Pop Up Shop | Capital Clubhouse |
| Miracle on Main Street Holiday Event | Main Street |
| Miracle on Main Street Holiday Events & Electric Parade | Historic Downtown Main Street |
| 12:00 AM - Midnight | Palma Allen, Janet Belich, Johan Lowie, Doug Moulden & Deborah Winram | 40 S Carroll St |
| 12:00 AM - Midnight | Santa Train | 34 W Pennsylvania Ave |
| Silent Film Series - The Beloved Rogue | 20 W Patrick St |
| Small Business Saturday Community Fair | Montgomery Blair HS |
| Station North Flea Market - November | 12 W North Ave. |
| Sykesville Holiday Marketplace | 706 Agricultural Center Dr |
| Teen Beats Show | 172 Fleet St |
| The Classic Rock Experience feat - The Music Of Pink Floyd, Led Zeppelin, Styx, Boston, Deep Purple, Journey | 33 West St. |
| The Classic Rock Experience feat - The Music Of Pink Floyd, Led Zeppelin, Styx, Boston, Deep Purple, Journey | 33 West St. |
| The Miniature Holiday Exhibition's Opening Reception | 3402 Gough Street |
| Tuba Christmas | 20 W Patrick St |
| Weinberg Winterfest | 20 W Patrick St |
| 11:00 AM - 4:00 PM | 1st Annual Cops & Cars Charity Event (Salisbury) | |