06/04/2026
Help us celebrate our First Responders June 5-7! Join us for our monthly First Friday! Enjoy sales and specials throughout Leonardtown businesses. Make a day of it—shop, stroll, and support local!
All Weekend:
Statik Ink First Friday Tattoo Flash Specials (discounted tattoo flash designs all weekend long)
“Sunny Savings” Weekend Sale at Shepherd's Old Field Market
Friday, June 5th
9am – 10am | Coffee Club at Edward Jones with David McDonough
10am – 2pm | Popcorn Friday at Sneade's Ace Home Center, Inc. – Grab a FREE bag of fresh popcorn while you shop
10am – 7pm | Visit the Old Jail Museum - Leonardtown – Open for Extended Hours for First Friday
10am – 2pm | Farmer’s Market at MedStar St. Mary's Hospital
11am – 6pm | First Friday at Meow Dyer Cat Cafe, LLC: Pawcasso’s Playdate
12pm – 1:30pm | Community Engagement – The Future of Play with St. Mary's County Recreation & Parks
5pm – 6pm | Drum Circle put on by St. Mary's County Arts Council
5pm – 8pm | Raining Cats & Dogs – a Community Art Show at St. Mary's County Arts Council
5pm – 8pm | Figments of Imagination – North End Gallery Reception
5pm – 10pm | Catch the FREE Leonardtown Trolley running throughout Leonardtown for First Friday
6pm - 8pm | Live Music with James Cornett Music in Leonardtown Square
7pm – 10pm | Music Bingo at Leonardtown Ci**rs -Premium Lounge and Full Bar
9pm – 12am | H***y Tonk Havoc at The Rex
Saturday, June 6th
9am – 4pm | First Saturday Vendor Market at Town Market
11am – 6pm | First Friday at Meow Dyer Cat Cafe, LLC: Pawcasso’s Playdate
5pm – 8pm | Hometown Heroes Celebration at the Leonardtown Wharf
Sunday, June 7th
7:30am – 8:30am | Sunrise Sunday Yoga at the Leonardtown Wharf with SPICE Studio
11am – 6pm | First Friday at Meow Dyer Cat Cafe, LLC: Pawcasso’s Playdate
12pm – 9pm | Sunday Bucket Special at Olde Town Pub ($5 off buckets of White Claw, Craft Beer, or Domestics)
2pm – 5pm | Family Skate at Leonard Hall Recreation Center