Leonardtown Parties Events

Seafood Feast

Fitzie's Marina & Pub 12 Sep 2026

Outdoor Art & Movie Night

Town Market LLC 19 Sep 2026

EllaChella Day Party!

22695 Washington St, Leonardtown, MD 19 Sep 2026

The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE)

41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 4 Sep 2026

Senator Jack Bailey’s 5th Annual Bull Roast

Olde Breton Inn and Bailey's Catering 10 Sep 2026

End of Summer Bash

Leonardtown Wharf 5 Sep 2026

Kitten And Cantrips

Meow Dyer Cat Cafe, LLC 6 Sep 2026

Monster Mash Bash

Leonardtown Wharf 24 Oct 2026

Fall Paw Crawl

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650 27 Sep 2026

Trunk or Treat & Vendor Show

Town Market LLC 24 Oct 2026

Pages in the Park

Port of Leonardtown Park & Kayak Launch 4 Oct 2026

Boone's Bagels Spirit Morning

Boone's Bagels & Marketplace 2 Sep 2026

Cars & Coffee Car Show

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 20 Sep 2026

Cars & Coffee Car Show

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD 4 Oct 2026

Small Business Saturday with The Grinch & Cindy Lou Who

Town Market LLC 28 Nov 2026

Team Trivia at The Bay!

21935 Society Hill Rd , Leonardtown, MD, United States, Maryland 20650 16 Jul 2026

Holiday Market with The Grinch & Cindy Lou Who

Town Market LLC 27 Nov 2026

Storytime in the Park

Port of Leonardtown Park & Kayak Launch 17 Oct 2026

Pages in the Park

23190 Newtowne Neck Rd, Leonardtown, MD 20650, United States 3 Oct 2026

Stab & Gab - Oct 2026

Leonardtown Library 3 Oct 2026