Win Cash or Booty!

Two Pirates & Wenches Raffles

​​50/50 Raffle

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

Returning this year! The more tickets sold, the higher the treasure chest. The drawing will occur on Sunday, August 14th at this year's Pirates and Wenches Weekend in Rock Hall. You can watch the drawing live on Sunday August 14, 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 profits go 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. Stay tuned for the link to buy tickets.

Treasure Chest.jpg

This year's raffles will include lots of booty from rock hall merchants worth 1000s of dollars.


Tickets $5 each (5 for $20)


Past year's raffles included lots of booty from Rock Hall area merchants with a total value of over $6,000! Prizes may include swag baskets, gift certificates, lodging, sailing, and more. Stay tuned for additional information on this year's raffle ticket sales.  Stay tuned for ticket sale locations. The winners will be drawn at Buccaneer's Ball on Saturday August 13, 2021.


Here is last year's (2021) Treasure Chest Loot

Loot Log Sign in JPG.jpg

Past Year's 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 Waterfront Bar and Grill
Haven Harbour Resorts
Hickory Stick
Java Rock
Larry's Outdoor Store

The Mainstay
Maggies Coleman's Tavern
Mariner's Motel
North Point Marina
Osprey Inn and Marina

Pasta Plus
P&W Committee
Peoples Bank
Reflective Photography
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
ShoreToBeFun Photography
Smilin’ Jake’s Casual Apparel
Swan Creek Marina
Sweet Cheeks Delicious Treats
The Tangerine Shop
Village Hardware

Village Quilting
Waterman’s Crabhouse