Live Music & Food Trucks Every Sat & Sun
2023-12-09 12:00 - 2024-04-28 18:00 (America/New_York) | Port of Leonardtown Winery, 23190 Newtowne Neck Road, Mechanicsville, MD, 20650, United States

Bubbles & Brunch at Loew Vineyards - A Sparkling Wine Debut!
2024-05-12 | Loew Vineyards, 14001 Liberty Road, Mount Airy, MD, 21771, United States
A limited event opportunity to try the three sparkling wines in a new series, called the Festive Series paired with brunch.
Join us for all day music, and KMR Originals jewelry shopping + fantastic baked goods by a local bakery! (Brunch is served between 11am-2pm; reservations are required for brunch)
Tickets are limited.

Summer Reggae Festival
2024-07-20 10:00 - 18:00, 2024-07-21 10:00 - 18:00 | Linganore Winecellars, 13601 Glissans Mill Road, Mt. Airy, MD, 21771, United States
Enjoy the wine, music, and vibes at the 2024 Summer Reggae Wine & Music Festival at Linganore Winecellars! Featuring music, food, and arts from across the region. With a full day of live entertainment each day, this two-day festival is sure to be an experience you’ll never forget!

Wine Camp at Loew Vineyards!
2024-08-11 10:30 - 13:30 | Loew Vineyards, 14001 Liberty Road, Mount Airy, MD, 21771, United States
Join us for an all intensive workshop, led by our fifth generation winemaker, Rachel! A total fermentation experience.
Limited seating available.
This experience includes:
-Wine sensory analysis/Understanding your palate
-A sneak peak into the 2023 vintage + Barrel tastings
-Vertical tasting of wines and meads from the past 30+ years
-Wine notebooks & Glassware
-Wine Pairings
-Lunch is included (charcuterie boxes)
Wine Club Members receive $15 off this experience.
To purchase tickets: https://loew-vineyards.obtainwine.com/product/wine-camp

Valentine's Day Dinner
2025-02-14 18:00 - 21:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
The perfect date night for time with your special someone. Get your tickets today for Crow Vineyard’s Wine-Paired five course Valentine’s Dinner with Chef Paul McCormick!

Wine Pairing & Cooking Demo
2025-03-15 18:00 - 20:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
The second event in our wine seminar series. Chef Robbie and the winemaker walk guests through the principles of tasting for five tapas and wine. Enjoy a night of cooking demonstrations and intimate tasting presentations during this all inclusive one of a kind experience !

Sip & Savor with Mom at Castle Hill Winery
2025-05-10 12:00 - 2025-05-11 18:00 | Castle Hill Winery, 17039 Castle Hill Road, Hagerstown, MD, 21740, United States
Celebrate Mother’s Day at Castle Hill Winery!
Pre-Order Now – https://my.cheddarup.com/c/mothers-day-castle-hill-winery
Treat the amazing moms in your life to a relaxing afternoon at Castle Hill this Mother’s Day! We’re partnering with two fantastic local businesses to offer delicious pre-order food options that pair beautifully with our wines or a refreshing wine slushie.
🌾 Manna Baking Co. Brunch Box – $37
Available for pick-up Saturday, May 10th
Each box includes:
• Brioche Cinnamon Rolls – 2
• Fruit Scones – 3
• House-made Pop-Tart
• Slices of Banana Bread – 2
A beautifully wrapped box, lined with delicate floral wax paper and brimming with an assortment of delightful treats – the perfect gift to celebrate the weekend!
🧀 Ruth’s Market Charcuterie Box
$23.50 (6X6) or $42.50 (8X8)
Available for pick-up Sunday, May 11th
Each box includes:
• Palmyra Farm Cheddar Cheeses – Locally sourced and full of flavor
• Salami – Sliced and ready to pair
• Dijon Mustard & Jelly – For the perfect balance of tangy and sweet
• Fresh Fruit – Juicy strawberries, blackberries, blueberries, and grapes
• Crisp Veggies – Pickles, baby carrots, and cucumber slices for a refreshing crunch
Savor a beautifully curated selection of sweet and savory bites. Perfect for gifting, snacking, or entertaining, every box is artfully arranged and ready to impress, whether you treat yourself or someone special.
📅 Pre-order deadline: Tuesday, May 6th
Reserve your boxes today and make your Mother’s Day visit extra special! Quantities are limited, so don’t wait.

A Very Brady Murder
2025-07-12 18:30 - 21:00 | Dove Valley Vineyard and Winery, 645 Harrington Road, Rising Sun, 21911, United States
PURCHASE TICKET
Show & Glass of Wine $30per personAges 21 and overDoors Open: 6pmShow Starts: 7:30pmDine N’Dash Food Truck on Site 6-7:30pm
The Brady’s are wreaking havoc in classic Brady fashion! Dive into the world of A Very Brady Murder, where we’re counting on YOU to crack the case! Jan has called an emergency family meeting to share a crucial announcement, but, predictably, Marcia, Marcia, Marcia throws a wrench into her plans. Cindy and Greg team up to restore order, but chaos ensues when Peter struts in with his brand-new Tiki necklace. As the Brady’s unravel their secret schemes, not even a potato sack race can patch up their disputes, and tragedy seems inevitable. Join the Brady Bunch mayhem as we navigate through a twisted tale of family drama and mischief!

Spaghetti & Meatball Cooking Class w/ Robbie Jester
2025-11-02 16:00 - 18:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
A good day for making spaghetti and meat balls, with Chef Robbie Jester. Enjoy his cooking demonstration while putting together a family favorite, using local ingredients, his special blend of herbs and spices, and Crow beef sausage. Included in the cost is a salad and dessert and your choice of a glass of Crow wine. Additional wine can be purchased by the glass or bottle.

Valentine's Dinner w/ Chef Paul McCormick
2026-02-14 18:00 - 21:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
Celebrate love with an unforgettable evening of romance, fine dining, and exquisite wines. Join us for a multi-course dinner specially curated to delight the senses. Each course will be artfully paired with premium wines chosen to complement the flavors and enhance your experience.

42nd Maryland Wine Festival® - June 6, 2026
2026-06-06 11:00 - 17:00 | Carroll County Farm Museum, 500 S. Center Street, Westminster, MD, 21157, United States
** NEW DATE! SATURDAY, JUNE 6TH **
The Maryland Wine Festival® returns to the Carroll County Farm Museum for our 42nd annual celebration of Maryland wine. Enthusiasts of local wine and fans of great local festivals are invited to enjoy the beautiful grounds of the Farm Museum while exploring delicious, local wine, shopping from juried artisans, and dancing to live music!
Each pass level for the 2026 Maryland Wine Festival® include admission to the Farm Museum’s festival grounds. Enjoy the living history of this 143-acre historic farm while taking in the festival’s sights, sounds, and tastes! Pass holders may shop the artisan vendors, purchase food from hand-picked eateries, purchase glasses and bottles of wine from our retail shop, and enjoy live music. Stroll the grounds of this great venue and celebrate Maryland wine with us this June.
Visit the Maryland Wine Festival® website for all the details and tickets!
