June 4, 2026

Visit Leonardtown on First Friday

Leonardtown

First Friday opens up Leonardtown, MD, for one-of-a-kind shopping and entertainment, and invites visitors to join in some fun April 3. The theme is “Sip, Shop & Hop.”

At the North End Gallery, check out Up and Coming! KENNIE MAUCHE. The show runs until April 26. There will be a reception and opportunity to meet the artist from 5 to 8pm Friday, April 3.

Art aficionados also are encouraged to immerse themselves in local art at The Craft Guild Shop, New View Fiber Works, and the St. Mary’s Arts Council Gallery and Gift Shop.

Join the Arts Council on First Friday for the opening reception for the Unity Art Show. The reception will be held 5 to 8pm April 3. This very special art show features works in a variety of media created by the National Art Honor Society students from St. Mary’s Ryken High School.

Questions? Email [email protected]. The arts council’s office is at 22660 Washington St.

If you’re in the mood to shop, get lost among the many treasures at Shepherd’s Old Field, the stacks of books, music, and more at Fenwick Street Bookstore, or at any of the other unique local shops.

When you get hungry, Leonardtown offers an array of distinct dining establishments where you can wine and dine your past weeks’ worries away, from the upscale casual vibe at Sweetbay to the historic hometown hospitality of the Front Porch. Next door is the new brewery, Everyday Saint Brewhouse. They have 10 taps of in-house craft beer. And if wine is your jam, check out Antoinette’s Garden or the Port of Leonardtown Winery, where they often host live music and local food trucks. Check out The Rex on the Square, and its new next-door neighbor, Rucci’s Italian Kitchen. T&J’s Cove has reopened. The staff says they can’t wait to see all the familiar faces again.

Go to the Leonardtown First Fridays Facebook page for details about specific events in downtown, midtown, and uptown as they are announced.

Visit www.VisitLeonardtownMD.com for a listing of shops and restaurants. Visitors are advised to contact desired locations for specific hours and event information.

Leonardtown now has a mobile app called Hello Leonardtown that provides information about town news, events, service interruptions, and updates. The app is available for download in the Apple Store and Google Play Store. Call 301-475-9791 for more information.

 

The St. Mary’s County Historical Society is the repository of a unique collection of Maryland memorabilia and museum pieces displayed on the first floor of Tudor Hall and in the Old Jail Museum at 41625 Courthouse Drive in Leonardtown. The 18th-century Tudor Hall also serves as headquarters of the society and houses the Historical Society’s Research Center.

To learn more about the St. Mary’s Historical Society, visit its Leader member page.

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