Picks ActiveBury • 34 events

Halloween on the Eastern Shore 2026

Oct 1, 2026 – Oct 31, 2026 • Curated by ActiveBury
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Your 2026 Halloween guide to Maryland's Eastern Shore and nearby Delmarva. Find haunted history, witch paddles, trick-or-treat events, family parties, spooky movies, pet costume contests, parades, festivals, crafts, and Halloween-night events across Salisbury, Ocean City, Berlin, Snow Hill, Easton, St. Michaels, Cambridge, Princess Anne, Chincoteague, Lewes, and more. We'll keep adding events as Halloween gets closer.
The Second Annual Eastern Shore Witch Paddle
Thu, Oct 15 •4:30 PM •25876 Royal Oak Road, Easton, MD, USA •21601
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3rd Friday - Boo Bash
Fri, Oct 16 •Downtown Salisbury •21801
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Howl-O-Ween Fun Dog Show
Sat, Oct 17 •9:00 AM •98 Sunburst Highway Cambridge , Maryland 21613 •21613
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Halloween in the Forest
Sat, Oct 17 •5:00 PM •3816 Old Furnace Road, Snow Hill, MD 21863 •21863
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OC Film Festival Horror Night: Night of the Living Dead
Sat, Oct 17 •Ashore Resort & Beach Club, Ocean City, MD •21842
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Halloween Happening
Sat, Oct 17 •2:00 PM •Salisbury Zoo, 755 S. Park Drive, Salisbury, MD •21804
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Halloween Happening
Sat, Oct 24 •10:00 AM •Salisbury Zoo, 755 S. Park Drive, Salisbury, MD •21804
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Rock and Fright
Sat, Oct 24 •4:00 PM •Downtown Salisbury, Salisbury, MD •21801
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Halloween Night Market
Sat, Oct 24 •Downtown Salisbury •21801
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TidalHealth's Salisbury Trunk-or-Treat
Thu, Oct 29 •6:00 PM •The Centre at Salisbury, 2300 N. Salisbury Blvd., Salisbury, MD •21801
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Fright of the Living Zoo
Fri, Oct 30 •6:00 PM •Salisbury Zoo, 755 S. Park Drive, Salisbury, MD •21804
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Bones 5K
Fri, Oct 30 •7:00 PM •Pemberton Historical Park, Salisbury, MD •21801
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Sea Witch Festival
Thu, Oct 22 – Sat, Oct 24 •Downtown Rehoboth Beach, DE •19971
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Halloween Weekend in Onancock
Fri, Oct 23 – Sun, Oct 25 •Onancock, VA 23417 •23417
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Berlin Touch a Truck-N-Treat
Sat, Oct 24 •10:00 AM •Stephen Decatur Park, Berlin, MD •21811
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Foxy's Annual Halloween Scavenger Hunt
Sat, Oct 24 •4:00 PM •125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States •21663
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Halloween Parade and Block Party
Sat, Oct 24 •5:00 PM •Snow Hill, MD 21863 •21863
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Witches and Wizards Ball
Sat, Oct 24 •9:00 PM •106 West Green Street, Snow Hill, MD 21863 •21863
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Halloween Bowl Bash
Sat, Oct 24 •Ocean Bowl Skate Park | 3rd Street and St. Louis Ave - Ocean City, MD, 21842 •21842
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Halloween “Spook Out” Party
Sun, Oct 25 •Northside Park | 200 125th Street (125th Street & Jamaica Avenue, Bayside) - Ocean City, MD, 21842 •21842
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Celebrate Howl-O-Ween | Pet Costume Contest
Sun, Oct 25 •12:00 PM •10100 Coastal Highway, Ocean City, MD 21842 •21842
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4th Annual Spooktacular Celebration
Mon, Oct 26 •5:30 PM •Winterplace Park, 6737 Blue Ribbon Road, Salisbury, MD •21804
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Doctor Maddockter's Haunted Library
Wed, Oct 28 •Berlin Branch •21811
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Haunted History Talk (Rehoboth Art League)
Thu, Oct 29 •6:00 PM •Corkran Gallery, Rehoboth Beach Art League, Henlopen Acres •19971
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Halloween Party
Fri, Oct 30 •7:00 PM •Poplar Hill Mansion, Salisbury, MD •21801
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ESCADV Masquerade Ball
Fri, Oct 30 •6:30 PM •Chincoteague Center, 6155 Community Drive, Chincoteague Island, VA 23336 •23336
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The Rocky Horror Picture Show
Fri, Oct 30 •7:00 PM •103 Market Street, Pocomoke City, MD 21851 •21851
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Ghost Notes
Fri, Oct 30 •7:30 PM •Fulton Hall, Black Box Theatre •21801
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Halloween Block Party
Sat, Oct 31 •4:00 PM •Princess Anne Library, 11767 Beechwood St, Princess Anne, MD •21853
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Old Hollywood Night: A Golden Age Halloween Affair
Sat, Oct 31 •6:30 PM •Windmill Creek, 11206 Worcester Highway, Berlin, MD 21811 •21811
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Halloween Bar Crawl
Sat, Oct 31 •Downtown Salisbury •21801
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Halloween Festival
Sat, Oct 31 •Inn at Perry Cabin, St. Michaels, MD •21663
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Halloween Happenings
Sat, Oct 31 •Pocomoke Meeting Room •21851
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Paws & Pours: Howl-O-Weenies & Wine
Sun, Nov 1 •12:00 PM •Windmill Creek Winery, 11206 Worcester Highway, Berlin, MD •21811
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