Port of Leonardtown Winery

Port of Leonardtown has a great selection with friendly staff and inviting atmosphere.

The outdoor seating and the wine did not disappoint!

Been trying out wineries in Southern Maryland and Virginia. This is an authentic family/community driven place where you can enjoy wine. I would serve the wine at any party and dinner with wine snob family members. Well done owner and staff.

Slushies are superb!

Tried the strawberry dragonfruit sangria; it was amazing.

We absolutely love coming to the Port of Leonardtown Winery! We have been club members for almost 8 years now. Before trying their wines, I was not a red wine drinker at all but their chambourcin really changed my palette. There is a wine here for everyone and all of them are delicious. I highly recommend not only the wine, but the great atmosphere and awesome staff. I also love the events they host and how much they support other local businesses.

Absolutely love the wine here. The staff are so friendly. The place is dog and kid friendly.

We love the Port of Leonardtown winery! Great family-friendly venue with plenty of outdoor seating, space and good vibes! Lots of grass for the kids to play, along with outdoor games (blocks, putt putt, etc). The live music is amazing, and the food trucks are on-point! The farmhouse tables are great for family/friend gatherings, and there’s a large gazebo area for rent to support special events. Really appreciate the staff too - everyone e is super helpful and friendly. Highly recommend!!

Nice place to sit back an relax with a glass of wine

Been coming here for years and it’s always a great time. Dog and family friendly. The staff is very kind and the live music is great. Highly recommend stopping in and joining the wine club.

Wonderful time! Great wine, music, and vibe!

Wonderful time! Great wine, music, and vibe!

Best staff around, very knowledgeable and best wines!

Friendly and entertaining

Such an awesome place! Went for the first time this Mother's day and was expecting a huge crowd but was pleasantly surprised. Customer service was on point. We showed up at opening time and there was plenty of shaded seating..although even if you show up later (and bring your own lawn chairs) you can definitely find shade. Bring your own food or stop at the food trucks they usually have (look on FB for posts). The wine/sushies were excellent! Live music was great and set an awesome vibe. Will definitely return to the public kayak launch for a relaxing float down a watershed of the Potomac River. Just an all around great celebration spot or weekend hangout!