
JAZZ CONCERT, MUSIC AND ACTIVITIES at Various Businesses
The weekend of jazz in St. Mary’s County kicks off with A TON of fun at businesses.
TENTATIVE SCHEDULE OF EVENTS:
Welcome Reception at the Hotel (1:00 p.m. – 3:00 p.m.): The Inn at Leonardtown, 41655 Park Avenue, Leonardtown, MD 20650
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- Enjoy a welcome reception with live music, drinks and light fare after you arrive for the weekend! FREE: CLICK HERE FOR MORE INFO
Dine & Shop Around Town (3:00 p.m. – 9:00 p.m.): Businesses in Leonardtown
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- After getting settled, head to any number of the amazing dining establishments around Town and enjoy dinner, drinks and more. Restaurants around the Square have outside seating to enjoy the weather and music! Here are some restaurants you can EAT at downtown:
- Here are some places you can SHOP:
- Fenwick Used Books & Music
- David’s Flowers, Gifts & Antiques
- S-Kape
- Heavenly Presents
- Heritage Chocolates
- Craft Guild Shop
- The Good Earth
- Quality Street
- North End Gallery
- Leonardtown Arts Center
- Museum Store at the Old Jail Museum
- Shepherd’s Old Field Market (over 75 shops, café, ice cream, beer garden & more)
- New View FiberWorks
- Crazy for Ewe Yarns
- The Hair Company Salon & Boutique
- Vintage Values Thrift Store
- Leonardtown Cigars
- Earthwise Pet
- SideTrack Hobbies
- Above Par Golf Simulators
Live Music at The Slice House (3:30 p.m. – 5:30 p.m.): The Slice House, 41565 Park Avenue, Leonardtown, MD 20650
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- Listen to jazz guitarist Alex Bizzarro while enjoying great pizza, craft beer, drinks, and more! FREE: CLICK HERE FOR MORE INFO
Jazz Concert featuring the ERIC BYRD TRIO (6:00 p.m. – 9:00 p.m.): Leonardtown Square, Washington Street, MD 20650
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- BRING YOUR LAWN CHAIR TO SIT ON THE LAWN! FREE: CLICK HERE FOR MORE INFO
All White Attire Summer Soirée! (9:30 p.m. – 1:30 a.m.): The Rex, 22695 Washington Street, Leonardtown, MD 20650
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- Come out in your all white attire and join Wynne Briscoe, our Jazz Ambassador, and dance the night away with LIVE music from 4 The Road band and a DJ!! TICKETS REQUIRED: CLICK HERE FOR MORE INFO & TICKETS
Friday Jazz Cruises (12:00 p.m. – 2:00 p.m. AND 3:00 p.m. – 5:00 p.m.): Leonardtown Wharf, 22500 Washington Street, Leonardtown, MD 20650
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- Due to popularity, we’ve added 2 more cruises to Friday! Enjoy an exclusive two-hour cruise on beautiful Breton Bay right from the Wharf in downtown Leonardtown while enjoying live jazz music, light fare and refreshments. You’ll be joined by our very own Wynne Briscoe, the Jazz Ambassador for the Potomac Jazz & Seafood Festival, during the trip. Beer, wine and light fare will be provided.
- TICKETS REQUIRED: CLICK HERE FOR TICKETS
- Due to popularity, we’ve added 2 more cruises to Friday! Enjoy an exclusive two-hour cruise on beautiful Breton Bay right from the Wharf in downtown Leonardtown while enjoying live jazz music, light fare and refreshments. You’ll be joined by our very own Wynne Briscoe, the Jazz Ambassador for the Potomac Jazz & Seafood Festival, during the trip. Beer, wine and light fare will be provided.


The Slice House
Pizza, craft beer, cocktails and more! Live music from Alex Bizzarro jazz guitarist from 3:30 p.m. to 5:30 p.m.

The Old Jail Museum
Come check out this fascinating historic site right in the heart of Leonardtown during the Friday night jazz party! Built in 1876 and in use until 1945 by the oldest sheriff’s office in the nation, this granite block and brick structure retains its original upstairs cells where prisoners were once segregated by gender and race. The jail keeper’s quarters downstairs house related artifacts. ADMISSION IS FREE.
240-925-3427 | WEBSITE ⇒

Fenwick Street Used Books & Music
Check out Fenwick Street Used Books & Music for a wide variety of jazz books and jazz records on vinyl, many of which would be great for collectors!
301-475-2859 | WEBSITE ⇒

Board & Brush Creative Studio Leonardtown
Head to Board & Brush and try your hand at a special board activity you can take home! Sign up for the class below.

St. Mary’s Arts Council at the Leonardtown Arts Center
The St. Mary’s County Arts Council Gallery & Gift Shop will be open from 11:00 a.m. to 4:00 p.m. and will have a special for jazz-themed community art show.

North End Gallery
Browse this amazing local art gallery’s collection created by local artists. Open 11:00 a.m. – 5:00 p.m. Friday.
301-475-3130 | WEBSITE ⇒

The Good Earth Natural Foods Co.
Stop by the Good Earth Natural Foods Co. from 10:00 a.m. to 6:00 p.m. They offer a wide variety of products including delicious smoothies, soups and salads from the Healthy Lifestyles Kitchen, fresh and delicious Certified Organic produce, a wide variety of snacks and beverages (include wine) and necessities for outdoor events such as sunscreen, bug repellent, bath/ body products and much more. Since they are right behind the hotel, they’re great for snacks and more!