Valentines Weekend in and around Leonardtown

Things to Do This Valentine’s Day Weekend – Thursday, February 14th – Sunday, February 17th

Thursday, February 14th,12 PM – Sunday, February 17th, 6 PM, Valentines Chocolate Pairing hosted by Port of Leonardtown Winery – Sample specialty pairings. Red wines will be paired with selected chocolates from Heritage Chocolates.

Thursday, February 14th, 4 PM – 7 PM, Thirsty Thursday – BOGO 50% Off Apps at Social Coffeehouse

Thursday, February 14th, Celebrate Valentine’s Day with the family at Big Larry’s Eatery. Valentine Cupcakes with every meal and free kids Valentine’s Day Cards.

Thursday, February 14th, Valentine’s Day Partner Aerial Yoga Root SUP & Fitness, 6:45 – 7:45, Special Valentine’s Day Partner Aerial Class??Bring your Valentine, or grab a buddy for this amazing partner aerial class!


Saturday, February 16th, 10 PM – 1 AM, 90’s Dance Party at The Rex, Break out your best 90s gear and let’s party like it’s 1999! DJ starts spinning your favorite boy band, r&b, grungy, spicy tunes at 10pm!!!

Saturday, February 16th, 10:15 AM – 11:45 AM, Partner Stretch Workshop, Grab a partner and join the partner stretch workshop.


Sunday, February 17th, 10 AM, Brunch at The Front Porch, Sit down Brunch Service. Daily Food and Drink Specials.

Sunday, February 17th, 1 PM – 3 PM, Somd Improv Comedy Club, You know Whose Line Is It Anyway? Well, now it’s your turn! Chicago comedy is coming to SoMD for this 8-week training series where you will learn to think fast, get silly and create a wild showcase for your last class! Improv is for everyone from professionals to parents! Your coach, Becky, has trained in Chicago at The Second City & iO Theater, the homes of many SNL cast members.

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