Port of Leonardtown Winery

09/03/2026

Join us this Holiday weekend! Temperatures are cooling off, come relax with us. Rain or shine events. Family friendly, covered patio

09/03/2026

🍷 Bring in September with us at Port of Leonardtown Winery! 🍷

Join us for live music, rain or shine, and enjoy our award-winning wines, mouthwatering wine slushies, and refreshing sangria! 🎶🍷

We’ve also added a Friday night mid-month to the calendar for all sorts of fun — live music, local vendors, live animals, fire dancing, and more! 🔥🐄🎶

Come hang out with us under our covered patio or grab a table out on the grass and enjoy an afternoon or evening at the winery.

✨ Family friendly
🎵 Live music
🍷 Award-winning wines
🍹 Slushies & sangria
🛍️ Local vendors & special events
🔥 Fire dancing & more

Open daily — come sip, relax & make some memories with us! ❤️🍷

08/22/2026

🍷 Live Music, Food Trucks & Wine Slushies This Weekend! 🎶

Join us this Saturday and Sunday at the winery for the ultimate weekend hangout—rain or shine! Bring the whole family out for great tunes, delicious eats from local food trucks, and plenty of space to unwind.

☀️ Here is what is on the menu:
• Wine Slushies: Piña Colada, Cherry on Top, Strawberry Lemonade Sangria, and Very Berry Sangria.
• Not sure what you like? Grab a wine flight and taste a few of our favorites!

We are completely family-friendly, so pack up the kids and come spend the weekend with us. See you there! 🍇✨

08/20/2026

🍷✨ SATURDAY PLANS = SORTED! ✨🍷

Rain or shine, we are ready for an amazing Saturday, and you should be here! Come out to enjoy great wine, delicious food, and live music on our covered patio. (Yes, there are plenty of seats!)

Here is what we have lined up for you:
🎶 Live Music: Justin Crenshaw kicks off at 2:00 PM!
🍔 Food Truck: Mouth of the Bay will be on-site serving up yummy eats.
🍹 Drinks: Slushies, sangria, and wine flights to help you find your absolute favorite.

🕒 Tasting Room Hours: 12:00 PM – 7:00 PM

Bring your friends, your appetite, and your love for wine. We can’t wait to see you! 🥂👇

08/16/2026

Join us this afternoon listening to Shane Graham. Pack a lunch or some snacks, no food truck will be joining us today. Wine slushies- Pina Colada & Cherry on Top. Award Winning wine, come taste our new release of 1634 Oaked Chardonnay. Family friendly

08/15/2026

*** Change of MUSIC TODAY**
🎶 Join us TODAY at the Winery! 🍷

Spend this cooler afternoon with us and JOE NORRIS 3-6pm. 🎸🎶

🍽️ Heidi’s Eats will be serving up delicious Korean BBQ!

🍹 Today’s Slushies:
🥥 Piña Colada
🍒 Cherry on Top

🍓 Sangria:
🍓 Strawberry Lemonade
🫐 Very Berry

Plus, we still have a few spots available for TODAY’S DIY Glass Blowing Experience with McFadden Glass! 🔥

Choose from hourly time slots 1:30–4:30 PM. Grab your tickets on our website or give us a call!

👨‍👩‍👧‍👦 Family friendly • 🍷 Wine • 🎶 Live Music • 🍽️ Food

Come hang out, sip, eat, and enjoy the afternoon with us! 🍷☀️

08/13/2026

Updated spots open- last DIY Glass Blowing on a Sat for 2026. Don’t pass it up, great one of a kind experience you will coming back again to do.🤩

UPDATED QTY-Saturday Aug 15
LIMITED TICKETS AVAILABLE…
DIY Glass Blowing
11:30-1 spot
12:30- 1 spot
1:30- 1 spots
2:30 - 1 spots
Can get one ticket for 11:30 and second for 12:30 if two are needed.
This is the last of the year 2026!
Don’t miss out fun experience .
www.polwinery.com
(Call tasting room if questions/ help needed)301-690-2192

08/09/2026

UPDATED QTY-Saturday Aug 15
LIMITED TICKETS AVAILABLE…
DIY Glass Blowing
11:30-1 spot
12:30- 1 spot
1:30- 1 spots
2:30 - 1 spots
Can get one ticket for 11:30 and second for 12:30 if two are needed.
This is the last of the year 2026!
Don’t miss out fun experience .
www.polwinery.com
(Call tasting room if questions/ help needed)301-690-2192