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Things To Do

If you’re visiting from out of town or looking for something to do while you’re here, we’ve shared a few local favorites to help you enjoy your stay. We hope you love South County as much as we do!

Chesapeake Grille and Deli

10092 Southern Maryland Boulevard, Dunkirk, MD 20754

Our Caterer! Chesapeake Grille and Deli is known for its extensive menu, offering a little bit of everything in a comfortable, friendly setting!

The Boathouse

604 Cabana Boulevard, Deale, MD 20751

A great place to sip on a crush, get some small plates from The Galley food truck, and listen to live music!

Skipper's Pier Restaurant & Dock Bar

6158 Drum Point Road, Deale, MD 20751

Enjoy some state-of-the-art cuisine in a scenic environment! Skipper’s Pier serves seafood, steak, crabs, and signature drinks on the water in scenic South County.

Honey's Harvest Farm

5801 Brookswood Road, Lothian, MD 20711

This regenerative farm is full of great finds, from organic produce and honey to herbs, wellness goodies, and hemp products. Swing by their Farm Store or check out the Farmer’s Market (11:00 AM–3:00 PM on the first and third Sundays). Bonus: one just happens to be happening on Sunday, October 4, 2026!

Driftwood Diner

1468 Snug Harbor Road, Shady Side, MD 20764

Driftwood Diner has a small town feel with phenomenal homemade American comfort food, and the best breakfast you will ever eat! We frequent this establishment for breakfast and lunch and hope you give it a try too.

Downtown Annapolis

Main Street, Annapolis, MD 21401

If you want to travel a bit further north, the city of Annapolis has so much to offer! They have a great variety of places to eat, drink, dance, sing karaoke, and sightsee. Take a walk around Downtown to admire the view, go shopping at various boutiques on Main Street, get a drink or two at Dry 85 or Choptank, indulge in some ice cream from Storm Bros., and end the night with a ghost tour of historic Downtown Annapolis!