| Start Date and Time | Event Details | Location |
|
| All Day | A-MAZE-ING Corn Maze Weekends (Multi-Day Event) | Warrington Farm Lane |
| All Day | Bowles Farms Corn Maze & Pumpkin Farm (Multi-Day Event) | 22880 Budds Creek Road |
| All Day | Chapman State Park, Mount Aventine - Open House (Multi-Day Event) | 3452 Ferry Place |
| All Day | Four Centuries Walking Tour (Multi-Day Event) | 26 West Street |
| All Day | Maryland Renaissance Festival (Multi-Day Event) | 1821 Crownsville Road |
| All Day | Mount Aventine at Chapman State Park (Multi-Day Event) | 3452 Ferry Place |
| All Day | Mountain Maryland Art Sale and Tour (Multi-Day Event) | 9 N. Centre Street |
| All Day | O.C.toberfest (Multi-Day Event) | Ocean City |
| All Day | Ocean City Restaurant Week (Multi-Day Event) | All over Ocean City |
| All Day | Quota Club Christmas Gift & Craft Show (Multi-Day Event) | 500 Glen Avenue |
| All Day | Waredaca Classic Three Day Event Competition (Multi-Day Event) | 4015 Damascus Rd |
| All Day | ZOOBOOO! (Multi-Day Event) | Waterfowl Lake Pavilion at The Maryland Zoo in Baltimore |
| 4th Annual Strides for STEM 5K, 1 Mile Walk & Kid's Fun Run | 873 Long Drive |
| 6th Annual Car & Craft Show | 8102 Lasalle Road |
| Alsatia Mummer's Parade | Potomac St. |
| Basketball 3 v 3 Tournament Featuring Old School Ballers | Bennett Middle School |
| Birds of Prey in the Vineyard | 15010 Roddy Rd |
| Bluegrass For Hospice-2015 | Highway To Heaven Ln |
| 12:00 AM - Midnight | Cambridge Tall Ship Schooner Rendezvous | High and Water Sts. |
| Fall Festival at Lutheran Church of the Good Shepherd | 1515 Emmorton Road |
| 12:00 AM - Midnight | Fall into St. Michaels | Talbot Street |
| Harbor Halloween | 168 National Plaza |
| Harvest Moon to Shine on Talisman Event | Prospect Bay Beach Club |
| Haunted Ship | 18751 Hogaboom Lane |
| Kent Island Fall Festival | Camp Wright |
| Mall-o-ween at Lakeforest Mall | 701 Russell Ave |
| Mayor's Reception and History Honors | Orchard Street Church |
| Mid-Shore MD Out of the Darkness Walk | Chesapeake Exploration Center |
| Not So Scary Halloween Party | 11113 West Baldwin Road |
| O.C.toberfest Great Pumpkin Race | Inlet Parking Lot |
| Perry Hall Folk Music Night, featuring Lynn Hollyfield | 9515 Belair Rd. |
| Spirits at the Furnace | Museum of the Iron Worker |
| The LSO Presents: Spooky Sounds, Haunted Melodies | South River High School |
| Tiger Trot Homecoming 5K at Towson University | Towson Town Field, 8000 York Road |
| Trick-or-Treat on the Square | 22735 Washington Street |
| Vikings Bowling Tournament | 8246 Telegraph Rd |
| Vikings Bowling Tournament | 8246 Telegraph Rd |
| Walk for Change | West 2nd St and North Bentz St. |
| Witches and Wizards at the B&O | 901 W Pratt St |
| Yuna w/ Aryk Crowder | 33 West St. |
| 7:00 AM - 2:00 PM | 8th Annual Frederick Community Health Fair | 797 East Patrick Street Frederick, MD (Frederick Fairgrounds -Eventplex) |
| 8:00 AM - 3:00 PM | 8th Annual Frederick Community Health Fair | |
| 9:00 AM - 4:00 PM | 2nd Annual Color Me Autumn Festival - Middletown | 7628 Coblentz Road Middletown, MD (Middletown Community Park) |
| 9:00 AM - 2:00 PM | 33rd Annual Potomac Day | Potomac Promenade, 9812 Falls Road #201, Potomac, MD 20854, United States |
| 9:00 AM - 12:00 PM | Breast Health Symposium: The Importance of Knowing Your Breast Health - Silver Spring | |