Valentine's And Galentine's Events In St. Mary's County, Calvert County, and Charles County

SOUTHERN MARYLAND — Whether you’re planning a romantic night out, a fun-filled Galentine’s gathering, or a unique way to celebrate with friends and family, Southern Maryland has an event for you! From wine tastings and craft workshops to live music and themed parties, there’s no shortage of ways to make this Valentine’s season special.

Check out our list of upcoming events in Calvert, Charles, and St. Mary’s counties, and be sure to mark your calendars for these love-filled festivities.

If you have an upcoming event, we would love to share it! Please email your event information to news@thebaynet.com or enter it on our Events Calendar

CALVERT COUNTY

Valentine’s Day Couples Craft Kit taking place until February 10 (9 am), located at Navy Recreation Center Solomons, 13855 Solomons Island Rd, Solomons, MD – Start your next date night creating a memory together at NRC Solomons! You’ll be given a craft kit with all of the supplies to create a one-of-a-kind ‘holding hands’ canvas. Kits are $15 for guests staying at NRC Solomons during Feb. 14-17, or $20 for all others. Registration will be open Jan. 27-Feb. 10. Call 410-326-6747 to reserve your kit! Available to all with base access.

Teddy Bear Valentine’s Tea Party on February 4 (11 am to 1 pm), located at Butterflies & Wishes Tea & Sweets, 3819 Harbor Rd, Chesapeake Beach, MD – Reserve a spot with your precious little bear. Come dressed in your Valentine’s attire for a beary fine time! Call 443-646-6392 for reservations and details. 

Valentines Gifts & Giggles on February 8 (4:30 to 7:30 pm), located at The Blue Shell Gifts and Decor, 14510 Solomons Island Rd, Solomons, MD – Join us for Gifts & Giggles at Blue Shell Gifts & Decor! Enjoy sweet treats, and delightful drinks, discounts, and a fun shopping experience filled with love and laughter. Find the perfect Valentine’s gifts for your loved ones (and yourself)! 

Galentine’s Day Evening on February 12 (4 pm to 9 pm), located at Barrel 9, 11783 HG Trueman Rd, Lusby, MD – Celebrate your gals and pals this year and pop into Barrel 9 for a very special Galentine’s evening! Enjoy some pink cocktails, tasty bites, and wine and chocolate flights with your besties. Ever tried a Chocolate Almond Wine or how about a Butter Pecan? Monica will be joining us for a tasting of these unique wines in the dining room.

Craft Cocktails: Valentine’s Day Drinks on February 12 (6 pm to 8 pm), located at No Thyme to Cook, 14624 Solomons Island Rd S, Solomons, MD – Want to up your holiday cocktail game? Mixologist Brooke Brown-Fritz is here to get your cocktails on! And don’t worry – we’ll pair each drink with a small plate of food crafted specifically to enhance the libation. Tickets required.

The Valentine’s Shop at Dahlia & Vine Flower Farm taking place February 13 through February 14 (10 am to 6 pm – or until sold out), located at 1560 Lottie Fowler Rd, Prince Frederick, MD – Valentine’s Flowers grown right here in Calvert County! Support local and grab your sweetheart blooms grown right here on our farm. Shop a curated selection of hand-crafted gifts & goodies from our farm & your favorite local SoMD artisans including fresh baked sourdough bread, sweets, dried flowers, locally-crafted soaps, art, jewelry, pottery & so much more! 

Galentine’s Karaoke Night on February 13 (7 to 10 pm), located at 1936 Bar & Grill, 4099 Mears Ave, Chesapeake Beach, MD – Sing your favorites, enjoy Valentine’s-themed drinks, order some snacks, and snap pics in our photo booth. Dress in your best pink, red, or glittery accessories, and let’s make this night unforgettable! This is a 21+ event.

Puppy Love Valentine’s Event taking place February 14 and February 15 (9:30 am to 1 pm), located at Imaginarium Indoor Playspace, 13360 HG Trueman Rd, Solomons, MD – Participants will: Enjoy open play at Imaginarium, Stuff their own puppy plush (1- 8 inch puppy), Create a beaded collar for their puppy, Choose from 1 DIY Valentine’s, Playdough or 1 small sand art bottle. Ticket price covers 1 child and up to 2 adults. ONLY 15 slots per day available! Tickets required.

Valentine’s Wine & Chocolate Pairing on February 14 (12 to 5 pm), located at Perigeaux Vineyards & Winery, 8650 Mackall Road, St. Leonard, MD – Four estate wines paired with gourmet chocolates from Heritage Chocolates and a Valentine’s rose. Tickets required.

Valentine’s Day on February 14 (4 pm to 10 pm), located at Barrel 9, 11783 HG Trueman Rd, Lusby, MD – Make your Valentine’s Day the most memorable this year and celebrate with us at Barrel 9! We’ll be offering flights of bubbles, romantic cocktails and swoon-worthy small plates, all in addition to our full menu.

Valentine’s Day Diner on February 14 (4 to 10 pm), located at Brick Wood Fired Bistro, 60 Sherry Ln, Prince Frederick, MD – A unique one-night menu will be available.

Valentine’s Day Diner on February 14 (4 pm to 10 pm), located at Baia Coastal Italian Kitchen & Wine Bar, 8323 Bayside Rd, Chesapeake Beach, MD – A special one-night menu will be offered, with dinner service running from 4pm-10pm. We strongly recommend making reservations.

Valentine’s Day with Funkzilla on February 14 (5 pm to 9:30 pm), located at American Legion Post 274, 11820 HG Trueman Rd, Lusby, MD – We will be doing a Chinese Buffet. Food will start at 5pm. $10 gets you a wrist band for all you can eat. Then at 6:30pm FUNKZILLA jams out until 9:30. You can not miss this event! Members Guests and potential members.

Valentine Dinner for Two on February 14 (6 pm), located at O’Gannigans, 98 Solomons Island S, Prince Frederick, MD – Come enjoy a romantic dinner for two with our four-course valentine day menu. Pick your appetizer, salad, entree, and dessert all hand crafted buy our head chef. Dinner ticket also grants you a %15 discount on all bottles of wine all night long. The menu is out so you can see your options ahead of time. Tickets required.

Valentine’s Dinner Show on February 14 (7 pm), located at Atomic Seafood, 258 Town Square Dr, Lusby, MD – The piano man, Casey Cotton is back! Dinner and a full musical experience! More info to come. 

Cupid’s Table: A Timeless Valentine’s Brunch on February 15 (10 am to 1 pm), located at No Thyme To Cook, 14624 Solomons Island Rd S, Solomons, MD – Looking for an escape from the ordinary? Indulge in a seductive blend of intrigue, romance, and legend as expert historian Adam Tremper of Spooky Solomons reveals the hidden secrets of Valentine’s traditions—including the untold love stories of Solomons itself. Savor aphrodisiac-inspired dishes designed to awaken your senses and set the tone for an unforgettable weekend. Tickets required.

Valentine’s Wine & Chocolate Pairing on February 15 (12 to 5 pm), located at Perigeaux Vineyards & Winery, 8650 Mackall Road, St. Leonard, MD – Four estate wines paired with gourmet chocolates from Heritage Chocolates and a Valentine’s rose. Tickets required.

CHARLES COUNTY

Lush Babes Galentine’s Event on February 9 (4 to 7 pm), located at Lushnics, 401 Post Office Road #Suite 101, Waldorf, MD – Get ready for an Exclusive Galentine’s Event with Lushnics Luxury Picnics! We are so excited to invite you to our FIRST Lush Babes event! Tickets required.

Valentine Cookie Decorating Workshop on February 14 (6 to 8 pm), located at Copper Compass Craft Distilling Co., 4317 Charles Crossing Dr, White Plains, MD – Join us for a delightfully fun and interactive Valentine’s Day-themed cookie decorating class hosted by a talented, published cake/cookie decorator and contestant from Food Network! Tickets required.

Swiftie Lover Skate on February 14 (6:20 to 7:50 pm), located at Capital Clubhouse, 3033 Waldorf Market Pl, Waldorf, MD – Join us on the ice for our Swiftie Lover Skate and celebrate with your bestie or Lover like its 1989! The rink will be decorated and Swift’s hits will be playing for you to enjoy and sing along with during the entire skate. Skaters are encouraged to come dressed for the part. We will be looking for the best dressed Swiftie on the ice to receive a themed prize! Tickets required.

Atlantis 2nd Friday Red Valentines Night: Hand & Line Dancing at Graces on February 14 (7 to 11 pm), located at Graces Event Center, 4045 Renner Road, Waldorf, MD – It’s Valentine’s Day Red Friday on 2nd Friday, a fun night of hand and line dancing at Graces Event Center. Tickets required.

The Gwynn Factor Presents: My Funny Valentine Dinner & Comedy Show on February 14 (select times), located at Selby’s Grab and Go, 11672 Billingsley Rd, St Charles, MD – We’re back with one of the best Valentine/Galentine’s night in Southern Maryland! An amazing night of Great Food and Better Laughs! Tickets required.

Sweetheart Valentine’s Dance on February 15 (5 to 7 pm), located at Sparkle and Sass Dance Company, 224 Rosewick Road, La Plata, MD – Get ready to have some fun, dance, and spend time with your Valentine! We will have yummy treats, crafts, a picture area, and more!

Crumb Coat & Sip Cake Class: Valentine’s Day Class on February 15 (7 to 10 pm), located at Mix N Sweetz Bakury, 2084 Robert S. Crain Highway, Waldorf, MD – Come join us for a fun-filled evening of learning how to crumb coat and decorate cakes while sipping on some delicious drinks! Tickets required.

Desert & Love Letters: Beginners Calligraphy on February 15 (7 to 8:30 pm), located at Copper Compass Craft Distilling Co., 4317 Charles Crossing Dr., White Plains, MD – Join our festive workshop of Galentine and Valentine fun and pretty lettering for beginners! Whether you’re a stationery nerd, DIY Bride-to-be, or just a crafty individual, in this workshop you’ll be learning an introduction to modern calligraphy with a pointed dip pen and ink. Tickets required.

ST. MARY’S COUNTY

String Art Valentines: An Adult Crafternoon on February 7 (2 to 3:30 pm), located at Leonardtown Library in Meeting Room 1, 23630 Hayden Farm Ln, Leonardtown, MD – Just in time for Valentine’s Day, join us as we make the perfect card with just string and paper to give to a loved one or keep for yourself. Materials will be provided. This program is meant for adults, but no prior skills in crafting are needed. Registration required.

Valentines’ Day Sweets & Treats Market on February 8 (9 am to 5 pm), located at Town Market LLC, 22675 MD-326, Leonardtown, MD – Come out and shop with our local vendors. We will have local vendors with desserts, flowers, jewelry, tumblers, woodwork, soaps and custom-made items available. Vendor Spots Available for $40 for 10×10 area. 

Valentine’s Day Wine & Design Workshop on February 8 (2 to 3:30 pm), located at The Inn at Leonardtown, 41655 Park Ave, Leonardtown, MD – We will begin with a tasting of three wines led by WSET Certified Carl Poe of Poe Cellars. The trio of selected wines will showcase beautiful options to pair with your Valentine’s Day dinner. After the tasting, purchase a glass of your favorite wine to enjoy during your bouquet-making! The cost of admission includes exclusive wine tasting, a fresh flower bar, vessel, pruners and instruction. Tickets required.

Galentine’s/Palentine’s Day: Paint and Chat on February 10 (6 to 7:30 pm), located at Lexington Park Library in Meeting Room B, 21677 Franklin Delano Roosevelt Blvd, Lexington Park, MD – Age Group: Adult. Join us to celebrate the Gals or Pals in your life! Use provided stencils or freehand to create your own personalized wine glass or tote for you or a friend! Listen to music, chat, and make your own mocktail while we paint. You might get messy, so please dress accordingly. All materials will be provided. Registration required.

Friends of Garvey Valentine’s Party on February 12 (2 to 3 pm), located at Garvey Senior Activity Center, 23630 Hayden Farm Ln, Leonardtown, MD – Bring your sweet selves to our first Valentine’s Party. We will have music, treats, games, dancing, and door prizes. Please RSVP via FriendsofGarveyLeonardtownMD@gmail.com or on Team Reach, so we can plan accordingly.

Valentine’s Day Craft: Embroidered Notebooks on February 12 (6 to 7 pm), located at Lexington Park Library in Meeting Room B, 21677 Franklin Delano Roosevelt Blvd, Lexington Park, MD – Age Groups: Upper Elementary, Tween, Teen, Lower Elementary. Come join us for a Valentine’s Day craft! Embroider a notebook with Valentine’s Day art, or make a design of your own! Registration required.

Valentines Day Charcuterie Workshop on February 12 (6 to 8 pm), located at SIP Ltown, 22845 Washington Street. Unit C, Leonardtown, MD – Join us for a fun and creative workshop where you will learn to create a beautiful heart-shaped charcuterie board while enjoying dinner and drinks with that special someone, pals or gal pals! Style your own board just in time for Valentine’s Day! Tickets required.

Selina’s Sweets Cookie Decorating Class on February 12 (6:15 pm), located at Port of Leonardtown Winery, 23190 Newtowne Neck Rd, Leonardtown, MD – Join us for a sweet and creative evening at Port of Leonardtown Winery with Selina Sweets! In this fun, hands-on cookie decorating class, you’ll learn unique and easy techniques to decorate six beautiful cookies, guided by the expert Selina herself. Tickets required.

Galentines Fresh Flower Bar on February 13 (6 pm), located at Port of Leonardtown Winery, 23190 Newtowne Neck Rd, Leonardtown, MD – Join us for a fun and creative evening at Sunnyside Florals! Celebrate Galentine’s Day by designing your own stunning floral arrangement featuring fresh tulips, USA-grown filler flowers, and beautiful foliage options. Tickets required.

Discovery Commons At Wildewood Valentine’s Happy Hour on February 14 (3 to 5 pm), located at 23185 Milestone Way, California, MD – Grab a friend or loved one and enjoy Cupid cocktails while mingling with our wonderful team members. Don’t forget to take a tour and get to know what life is like here at our beautiful senior living community! RSVP by February 12th to 301-245-6470!

Valentine’s Day Dinner taking place February 14 and 15 (4 to 9 pm), located at Pier450, 48342 Wynne Rd, Ridge, MD – View the menu for Pier450’s special Valentine’s dinner here. Reservations required.

Valentines Day Comedy Night on February 14 (8:30 pm), located at Taphouse 1637, 23418 Three Notch Road, California, MD – Join us for yet another Comedy night hosted by Gutbuster Entertainment at Taphouse 1637. Specially sourced comedians to give you and your valentine a good laugh. Peter Bergen from the area will also be sharing the stage with some great Comedians. Tickets required.

Father Daughter Valentine Dance on February 22 (6 to 9 pm), located at Gracie’s Guys and Gals Dance Studio, 44150 Airport View Dr, Hollywood, MD – Father Daughter Valentine Dance hosted by Unique Moments with Lisa LLC. Advance $35 couple $5.00 additional siblings (candy buffet and drinks, dancing, ballroom dance instruction. Contact Lisa for more information. Tickets required.

Contact our news desk at news@thebaynet.com 

Katie Callander, a born and raised St. Mary’s County native, has deep roots in Southern Maryland, growing up in Callaway and spending her childhood by St. Mary’s Lake. She has a passion for connecting...

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