• Calvert Marine Museum
• Dr. Mudd House 
• Historic St. Mary's City
• Sotterley Plantation
• St. Clements Island
• Thomas Stone House

• Calvert Cliffs State Park
• Flag Ponds Nature Park
• Gilbert Run Park
• Greenwell State Park
• Indian Head Rail Trail
• Jefferson Patterson Park
• Point Lookout State Park
  
• Smallwood State Park
• Three Notch Trail

• Bowles Farm Corn Maze
• Chesepeake Beach Water Park
• Fun Haven Golf - Miniture Golf
• Southern Maryland Blue Crabs Baseball
• Turkey Hill Frisbee Golf

• Breton Bay Golf and Country Club
• Chesapeake Hills Golf Course
• Potomac Ridge Golf Course
• Swan Point Yacht and Country Club
• White Plains Golf Course
• Wicomico Shores Golf

• Anne Marie Sculpture Garden and Arts Center
• Black Box Theater
• Mattawoman Creek Art Center
• Fine Arts Center at the College of Southern Maryland
• Port Tobacco Players Theater
• Twin Beach Players

• Calvert Brewing Company
• Cove Point Winery
• Friday's Creek Winery
• Mully's Brewery
• Periqeaux Vineyards and Winery
• Port of Leonardtown Winery
• Running Hare Vineyard
• Slack Winery 
  

• Adam's Taphouse and Grille
• Boomerang's Original Ribs
• Brick Wood Fired Bistro
• Charles Street Brasserie
• EZ Thai
• Fiesta Bar & Grill
• Frying Pan Restaurant
• Jerry's Place
• Stoney's Seafood on Broomes Island
• Lighthouse Restaurant and Dock Bar
• Rod "N" Reel
• Neptune's Seafood Pub
• Vera's White Sands Restaurant

• Bobbi Rucci's Famous Deli & Doughboys
• Captain John's Seafood
• Galazio Restaurant
• Kaow Thai
• Marie's Diner
• Prime Street Grill
• Szechuan Gardens
• Silver Skewers
• Walls Bakery

• Bert's Restaurant & 50's Drive In
• Cheeseburger in Paradise
• Courtney's Seafood Restaurant 
• Drift Inn
• Olde Town Pub
• Ruddy Duck Seafood & Alehouse
• Salsas Mexican Café
• Stoney's Clarke's Landing Restaurant
• Tequila Grill & Cantina
• The Front Porch