We are St. Mary's: The Destination for You

February 20th - 22nd

Moll Dyer Weekend 2026

Join the Town of Leonardtown, Leonardtown Business Association and Visit St. Mary's MD as we come together to celebrate and remember Moll Dyer and other local...

Valentine's Planning Guide

Fall in Love with St. Mary’s County

Looking for a relaxing getaway to celebrate love this Valentine’s Day, St. Mary’s County is your destination for romance. The area offers it all, from unique...

St. Mary's Supernatural

The Legend of Moll Dyer

Learn all about the story and legend of one of St. Mary's most mysterious mavens before Moll Dyer Weekend from February 21-23, 2025 in Leonardtown!

Feb 6 - Feb 8

Love in Leonardtown First Friday @ Town of Leonardtown

It's First Friday Weekend in Leonardtown - explore, dine, and shop your way to a great time! You'll find extra fun and special deals all around town. Stick...

Feb 7

Black History Month Open House @ The U.S. Colored Troops Interpretive Center

Come see the U.S. Colored Troops (USCT) Medal of Honor recipient exhibits at the USCT Interpretive Center in the Lexington Manor Passive Park during a free...

Feb 7

Galentine's Night @ SMASHRx

💖💥 SMASHRx Valentine’s Collision Series✨ Galentine’s Night ✨📅 February 7th🕕 6:00 PM – 10:00 PMGrab your best friend, sister,...

Feb 7

MCW Pro Wrestling Winter Blast 2026 Tour @ Hollywood Volunteer Fire Department

Get ready, Hollywood, MD — MCW Pro Wrestling’s Winter Blast 2026 is coming on Saturday February 7th, and the Hollywood Volunteer Fire Department is about to...

Feb 8

Love in Leonardtown Wedding Expo @ Historic Leonardtown

💍 Find Your “I Do” at the 'Love in Leonardtown' Wedding!Planning a wedding in Southern Maryland? Your journey to the perfect day just got a whole lot...

Feb 8

Valentine’s Day Paint Class with Freedom Palette @ Pier450

Make it a date! $80 per couple includes two pre-sketched canvases and all materials and supplies.