Time TBD Meredith Wilson's The Music Man Ocean City Performing Arts Center | 4001 Coastal Hwy Convention Center - Ocean City, MD, 21842 • 21842
1:00 PM – 4:00 PM Live Music: Rachel Jayne Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
9:30 AM Friends of the Ocean Pines Library Membership Meeting & 1960s Concert Ocean Pines Large Meeting Room • 21811
Time TBD Locals Week OC Life-Saving Station Museum | 813 S. Atlantic Ave. 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
4:00 PM – 6:30 PM "Danse Macabre: The Dark Eighties" | For the Record Music Club Centre Branch, Salisbury, MD • 21804
Time TBD Locals Week OC Life-Saving Station Museum | 813 S. Atlantic Ave. 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
4:00 PM – 6:30 PM "Danse Macabre: The Dark Eighties" || "For the Record" Music Club Centre Branch • 21804
Time TBD Locals Week OC Life-Saving Station Museum | 813 S. Atlantic Ave. 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
Time TBD Beebe Healthcare Leadership Giving Club – 1916 Cocktail Reception Lighthouse Cove Event Center Dewey Beach, DE • 19958
Time TBD Elton Dan & The Rocket Band Ocean City Performing Arts Center | 4001 Coastal Hwy Convention Center - Ocean City, MD, 21842 • 21842
Time TBD Locals Week OC Life-Saving Station Museum | 813 S. Atlantic Ave. 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
Time TBD Premier Home & Artisan Expo Fall Edition Ocean City's Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
5:00 PM – 7:00 PM Spooktacular Halloween: A Sensory-Friendly Event Salisbury Zoo, 755 S. Park Drive, Salisbury, MD • 21804
Time TBD Where History Comes Alive Through Magic & Storytelling Museum of Ocean City | 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
Time TBD Wine on the Beach 2026 Inlet Parking Lot | 809 S Atlantic Ave - Ocean City, MD, 21842 • 21842
1:30 PM 'Taylor Swift: Debut Years' author to sign books Browseabout Books, Rehoboth Avenue in Rehoboth Beach • 19971
5:00 PM – 8:00 PM Live Music: Hot Sauce Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
Time TBD Live & Let Die: The Music of Paul McCartney Ocean City Performing Arts Center | 4001 Coastal Hwy Convention Center - Ocean City, MD, 21842 • 21842
Time TBD Locals Week OC Life-Saving Station Museum | 813 S. Atlantic Ave. 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
Time TBD Making Strides Against Breast Cancer Boardwalk at the Inlet | 730 S Atlantic Ave - Ocean City, MD, 21842 • 21842
Time TBD Premier Home & Artisan Expo Fall Edition Ocean City's Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
12:00 PM – 4:00 PM 7th Annual Fall Fest Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
4:00 PM Bethlehem Lutheran Church Trunk or Treat Bethlehem Lutheran Church, 85 Elm Ave, Delmar, MD • 21875
Time TBD 4th Annual Fall Market The Modern Graze | 36298 Old Ocean City Blvd - Williards, MD, 21874 • 21874
Time TBD Halloween Bowl Bash Ocean Bowl Skate Park | 3rd Street and St. Louis Ave - Ocean City, MD, 21842 • 21842
Time TBD Wine on the Beach 2026 Inlet Parking Lot | 809 S Atlantic Ave - Ocean City, MD, 21842 • 21842
2:00 PM – 4:00 PM Coastal Concerts presents Adawagin Pratt Bethel United Methodist Church, Lewes • 19958
3:30 PM DAR to host Pocketbook and Prize Bingo Doors open at 3:30 pm, with the first bingo game starting • 19971
5:00 PM – 8:00 PM Live Music at Ocean Pines Yacht Club 1 Mumfords Landing Road, Ocean Pines, MD 21811 • 21811
5:00 PM – 8:00 PM Live Music: AMP Band Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
Time TBD Black Tie Optional: A Tribute to Michael Bublé & Beyond Ocean City Performing Arts Center | 4001 Coastal Hwy Convention Center - Ocean City, MD, 21842 • 21842
Time TBD Shore Craft Beer’s OCtoberfest Cambria Ocean City | 13 St Louis Ave - Ocean City, MD, 21842 • 21842
12:00 PM – 3:00 PM Celebrate Howl-O-Ween | Pet Costume Contest 10100 Coastal Highway, Ocean City, MD 21842 • 21842
Time TBD Premier Home & Artisan Expo Fall Edition Ocean City's Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Halloween “Spook Out” Party Northside Park Ballfield #1 (Northside Park Recreation Complex if rain) | 200 125th Street (125th Street & Jamaica Avenue, Bayside) - Ocean City, MD, 21842 • 21842
Time TBD Halloween “Spook Out” Party Northside Park | 200 125th Street (125th Street & Jamaica Avenue, Bayside) - Ocean City, MD, 21842 • 21842
1:00 PM – 4:00 PM Live Music: Carley Twigg Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
Time TBD Howl-O-Ween Pawty, partnered with The Humane Society Ashore Oceanfront Hotel | 10100 Coastal Hwy - Ocean City, MD, 21842 • 21842
10:00 AM – 3:00 PM Blood Drive Sponsored by the GFWC Zwaanendael Women’s Club St. Jude’s Parish Life Center, 152 Tulip Drive Lewes DE, 152 Tulip Drive, Lewes, DE 19958 • 19958
5:30 PM – 7:30 PM 4th Annual Spooktacular Celebration Winterplace Park, 6737 Blue Ribbon Road, Salisbury, MD • 21804
6:00 PM – 8:00 PM Trunk or Treat - TidalHealth TidalHealth, Mears Campus,, 100 Rawlins Drive,, Seaford, DE 19973 • 19973
5:30 PM – 7:00 PM Trunk or Treat at Marley Manor Marley Manor Apartments, 1000 Marley Manor Dr, Salisbury, MD • 21804
Time TBD You Can Bank On It: Financial Products, Services, and Providers Offsite - See Description • 21842
Time TBD OC RV & Van Lifestyle Show Ocean City Convention & Visitors Bureau and Welcome Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Mrs. Doubtfire: The New Musical Comedy Ocean City Performing Arts Center | 4001 Coastal Hwy Convention Center - Ocean City, MD, 21842 • 21842
Time TBD OC RV & Van Lifestyle Show Discover Ocean City | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
6:00 PM Haunted History Talk (Rehoboth Art League) Corkran Gallery, Rehoboth Beach Art League, Henlopen Acres • 19971
Time TBD RAL- Haunted History Talk Corkran Gallery, Rehoboth Beach Art League, Henlopen Acres • 19971
Time TBD OC RV & Van Lifestyle Show Ocean City Convention & Visitors Bureau and Welcome Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD OC RV & Van Lifestyle Show Discover Ocean City | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Bronco Beach Bash OCMD Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Magic and Hypnosis with David Anthony Ocean Downs Casino | 10218 Racetrack Road off Rts. 50 & 589, Berlin - Berlin, MD, 21811 • 21811
5:00 PM – 8:00 PM Live Music: Shots Fired Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
Time TBD OC RV & Van Lifestyle Show Ocean City Convention & Visitors Bureau and Welcome Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD $10,000 Cash Halloween Giveaway Ocean Downs Casino | 10218 Racetrack Road off Rts. 50 & 589, Berlin - Berlin, MD, 21811 • 21811
Time TBD OC RV & Van Lifestyle Show Discover Ocean City | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Bronco Beach Bash OCMD Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
6:30 PM – 10:00 PM Old Hollywood Night: A Golden Age Halloween Affair Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 • 21811
5:00 PM – 8:00 PM Live Music at Ocean Pines Yacht Club 1 Mumfords Landing Road, Ocean Pines, MD 21811 • 21811
12:00 PM – 4:00 PM Paws & Pours: Howl-O-Weenies & Wine Windmill Creek Winery, 11206 Worcester Highway, Berlin, MD • 21811
Time TBD OC RV & Van Lifestyle Show Ocean City Convention & Visitors Bureau and Welcome Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD OC RV & Van Lifestyle Show Discover Ocean City | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Bronco Beach Bash OCMD Roland E. Powell Convention Center | 4001 Coastal Hwy - Ocean City, MD, 21842 • 21842
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
7:00 PM Fort Miles Lantern tour Cape Henlopen State Park, Fort Miles Orientation Bldg., Lewes • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD RAL- Haunted History Talk Corkran Gallery, Rehoboth Beach Art League, Henlopen Acres • 19971
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD Ocean City Ghost Tour Chesapeake Ocean City Ghost Walks | Tours Meet Near OC Life Saving Station Museum - Ocean City, MD, 21842 • 21842
4:00 PM – 7:00 PM Historic Lewes First Friday Community Night Historic Lewes Town Campus 110 Shipcarpenter St. Outside of the Sussex Tavern, Lewes, DE 19958 • 19958
Time TBD Ocean City Ghost Tour End of the Boardwalk at the Inlet | Tours Meet Near OC Life Saving Station Museum - Ocean City, MD, 21842 • 21842
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD 12th Annual Storm Warriors 5K Walk/Run OC Life-Saving Station Museum | 813 S. Atlantic Ave. Boardwalk at Inlet - Ocean City, MD, 21842 • 21842
5:00 PM – 8:00 PM Live Music at Ocean Pines Yacht Club 1 Mumfords Landing Road, Ocean Pines, MD 21811 • 21811
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD International film fest returns The Rehoboth Beach Film Society announced its Rehoboth Beach International Film • 19971
Time TBD RBFS Film Festival The 28th Rehoboth Beach International Film Festival is set for Sunday, • 19971
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
9:30 AM Fifth Annual Holiday Market at Five Points 4:30 pm, Villages of Five Points, Lewes https://bronzeanchor • 19958
10:00 AM Cape Henlopen Senior Center Holiday Craft Fair Cape Henlopen Senior Center, 11 Christian Street, Rehoboth Beach, DE • 19971
8:00 PM – 10:30 PM Haunting History: Paranormal Investigation The Lewes Historical Society Campus 110 Shipcarpenter St. Lewes, DE US 19958 • 19958
Time TBD Young Magicians Workshop Museum of Ocean City | 217 S Baltimore Ave. - Ocean City, MD, 21842 • 21842
10:00 PM – 12:30 AM Haunting History: Paranormal Investigation The Lewes Historical Society Campus 110 Shipcarpenter St. Lewes, DE US 19958 • 19958
5:00 PM – 8:00 PM Live Music at Ocean Pines Yacht Club 1 Mumfords Landing Road, Ocean Pines, MD 21811 • 21811
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
10:00 PM – 12:30 AM Haunting History: Paranormal Investigation The Lewes Historical Society Campus 110 Shipcarpenter St. Lewes, DE US 19958 • 19958
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958
Time TBD Setting the Stage: George Washington Invents the U.S. Presidency Ocean Pines Large Meeting Room • 21811
Time TBD Cape Artists of Lewes exhibit at the Moorings at Lewes The Moorings at Lewes, 17028 Cadbury Circle, Lewe, DE 19958 • 19958