Love in St. Mary's County

Come spend Valentine's Day and the weekend here in St. Mary's County. From specials at restaurants, couple activities, or a simple weekend getaway or staycation.

Chef's Tasting at Pier450

Because food is the language of love. Heart shaped ravioli, shrimp and scallops or medallions of beef tenderloin, strawberry tart and chocolate-dipped strawberries.

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Cookies and Wine at Port of Leonardtown Winery

Enjoy a glass of wine, instruction and everything needed to make a beautiful 1/2 dozen cookies. Limited seats, if bad weather we will notify and update on our Facebook page if need to postpone.

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Valentine's Dinner and Sunday Brunch at The Front Porch

Saturday February 13th from 5-10pm come joins us for a Prix fixe 4 course Porch Experience! Reservations on our Website or by Phone. $60 per person not including Tax or Gratuity. This will be the ONLY Menu available for the evening.

Heartbreak Brunch to follow on Sunday February 14th from 10-3pm. Lots of fun “Cheers to your Ex” Brunch Specials (not included in the price of the prefix menu the night before).

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Valentine's Menu

Wine Down Wednesday at Board and Brush

Looking for a fun way to connect with friends or family? Join our most popular DIY workshop and create your own unique wood sign!

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Enjoy a romantic weekend getaway or staycation with a wide variety of lodging options throughout St. Mary's County! Visit our Places to Stay Page for more information!

"Walk Around" Farmers Market Valentine's Day Weekend (Event Cancelled)

Event cancelled due to weather conditions. Visit our event page for the March market event.

Valentine Dinner at Helen's Cafe and Catering

Enjoy an amazing and delicious Valentine dinner at Helen's Cafe and Catering! Visit their website to make reservations.

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Valentine's Dinner at Ruddy Duck Seafood and Alehouse

Enjoy a delicious dinner overlooking the water Valentine's Day weekend at the Ruddy Duck Seafood and Alehouse. Reservations are required. For more information and the menu, click below.

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Special Drinks from Social Coffeehouse

Social Coffeehouse will be featuring two main drinks for Valentine's Day: a Strawberries and Cream Smoothie and a Raspberry Truffle Latte!

Shop local for the perfect gift for that special someone. Visit our Shopping Page for more information on local shops in St. Mary's County!

Chocolate Covered Strawberries from Heritage Chocolates

It’s time, friends! Our famous, decadent chocolate covered strawberries are now open for pre-order online and in the shop! We have milk, dark and white chocolate options available and pick-up dates for February 6th, 13th and 14th!

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