Eastern Shore shopping

Gifts & Souvenirs in St Michaels & Tilghman Island

Preppy Redneck

Well of course they're friendly at the Preppy Redneck, where southern hospitality meets the maritime sensibilities of the Eastern Shore. Among all the pink, you'll find Scout tote bags, 'classy' red Solo drinking cu…
Sports & Outdoors in Berlin

Assateague Island Surf Shop

You'll find 'I love ASS' socks for sale at this amiable beach shop that sits on the road to (Ass)ateague. Stop here for beach gear and outdoor apparel as well as chic duds. The comfy cafe serves coffee, smoothies an…
Clothing in St Michaels & Tilghman Island

Chesapeake Bay Outfitters

More of a casual boutique than an outdoor apparel store, this welcoming shop will kit you out for a breezy day of sailing and adventuring in no time. And, yes, the store sells Sperry Topsiders, a preppy mainstay.
Toys in Berlin

World of Toys

Puzzles, stuffed animals and loads of board games – bring the kids here if you dare.