Win cash or booty!

Two Pirates & Wenches Raffles

This year there are 2 great raffle drawings! Proceeds of both will support Main Street Rock Hall in their efforts to continue the Pirates and Wenches Weekend tradition as well as to support a vibrant and thriving town.

50/50 Raffle

Tickets: $5 each / $20 for 5 tickets / $100 for 35 tickets

New this year! The more tickets sold, the higher the treasure chest. The drawing will occur on Sunday, August 15th at this year's Pirates and Wenches Weekend in Rock Hall. You can watch the drawing live on Sunday August 15, 2021 at the Rock Hall Outdoor Escape Tent or online via a Facebook/You Tube webcast. This will be a true 50/50 raffle (half of the jackpot goes to the winner) and the prize will be provided by Main Street Rock Hall after verification. When you buy your ticket(s), you will receive an email with your ticket number(s). We will then contact the person who bought the winning ticket. Buy tickets online here.



Tickets $5 each (5 for $20)

The traditional raffle includes lots of booty from Rock Hall area merchants with a total value of $6,000! Prizes include swag baskets, gift certificates, lodging, sailing, and more. Tickets are on sale around town starting July 4th and on August 13-14. The winner will be drawn at Buccaneer's Ball on Saturday August 14, 2021.

Treasure Chest Contributors:

Anchor and Plow
American Automotive
Bay Craft Printing
Bayside Foods
Black Duck Inn
Black Duck Inn Dockside Café
Blue Crab Chesapeake Charters
Chester River Seafood
Cinnamon By The Bay
Davis Creek Studio
Dollar General
Elligail Charters
Eastern Shore Wreath LLC
Ford’s Seafood
Fresh Start Food and Garden
Get The Scoop
Gunsmoke Charters
Harbor Shack
Haven Harbor
Hickory Stick
Java Rock
Larry's Outdoor Store
Mariner's Motel
North Point Marina
Osprey Inn and Marina
P&W Committee
Peoples Bank
Quilt Shop
Rock Hall Hair Net
Rock Hall Hook Company
Rock Hall Landing Marina
Rock Hall Liquor & Deli
Rock Hall Lumber
Rock Hall Marine Consignment
Rock Hall Properties
Rock Hall Yacht Club 
Rock Hall Yacht Club Sailing School
Robyn Burckhardt
Sara's Garden
Selkie Books
Shardana Sailing Charters
Shore To Be Fun
Smilin’ Jake’s Casual Apparel
Swan Creek Marina
Sweet Cheeks Delicious Treats
The Tangerine Shop
Village Hardware
Waterman’s Crabhouse

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