Maryland Wineries Association

Sunday sunshine and a wine flight - Frederick - 12pm to 5pm
2026-01-11 12:00 - 17:00, 2026-01-18 12:00 - 17:00, 2026-01-25 12:00 - 17:00, 2026-02-01 12:00 - 17:00, 2026-02-08 12:00 - 17:00, 2026-02-15 12:00 - 17:00, 2026-02-22 12:00 - 17:00 (America/New_York) | MD
Enjoy the fresh air in one of many outdoor spaces, bring your food and we will pour the wine. We are open on Sundays from 12pm to 5pm, and we have an upper and lower deck with spectacular views of the valley, as well as an outdoor fire pit, a screened in private room, and of course indoor seating in case the weather does not cooperate. Your tasting includes 5 wines of your choosing.

Corteau Vineyards Finally Friday
2026-01-16 15:00 - 20:00, 2026-01-23 15:00 - 20:00, 2026-01-30 15:00 - 20:00, 2026-02-06 15:00 - 20:00, 2026-02-13 15:00 - 20:00 | Corteau Vineyards, 38713 Golden Beach Rd, Mechanicsvilel, MD, 20659

Live Music Fridays
2026-01-16 18:00 - 20:30, 2026-01-23 18:00 - 20:30, 2026-01-30 18:00 - 20:30, 2026-02-06 18:00 - 20:30, 2026-02-13 18:00 - 20:30 | MD
Enjoy live music every Friday at Windridge!

Wine Flight at Celebration Cellars Winery - Frederick - 12 PM to 6 PM
2026-01-17 12:00 - 18:00, 2026-01-24 12:00 - 18:00, 2026-01-31 12:00 - 18:00, 2026-02-07 12:00 - 18:00, 2026-02-14 12:00 - 18:00, 2026-02-21 12:00 - 18:00, 2026-02-28 12:00 - 18:00 | MD
Wine Flight at our Intimate Venue 12 PM to 6 PM
Includes a Flight of 5 Wines between 12:00 PM and 6:00 PM. You can bring your own food, sit at one of the indoor or outdoor tables and enjoy the view while you dine and sip. Limited Seating – up to 26 indoors and 30 outdoors (depending on weather) keeping it semi-private for you! $20.00

Love is Scary @ Broken Spoke
2026-02-13 18:00 - 21:00 | Tasting Room – Broken Spoke Winery, 942 Glebe Road, Earleville, MD, 21919
Love is Scary
Slices, Sips & Skills. Bristow Live Fire Pizza, Wine by the glass, and Scary Trivia (relationships etc)

Love At First Bite! A Valentine's Day Wine and Pie Pairing
2026-02-14 11:00 - 17:00 | Layton’s Chance Vineyard & Winery, 4225 New Bridge Rd, Vienna, MD, 21869, United States
Love at First Slice!

Fall head over heels this Valentine’s season at Layton’s Chance with a pairing experience that’s truly too sweet to miss. We’ve partnered with the much-loved The Ugly Pie to bring you an indulgent Wine & Mini Pie Pairing designed to delight every sip and bite.
Enjoy four thoughtfully selected Layton’s Chance wines, each paired with a handcrafted mini pie, with flavors carefully chosen to balance, complement, and elevate one another. It’s a match made in wine-and-pie heaven.
To set the mood, enjoy live music by our favorite couple, Loud Moon, performing from 1–4 PM, adding the perfect soundtrack to your afternoon.

Event Details:• Tickets: $25 per person• Pairing includes 4 wines & 4 mini pies• Live music from 1–4 PM• Limited to 50 tickets only
This intimate Valentine’s experience will sell out quickly — grab your tickets now and toast to love, sweetness, and unforgettable moments at Layton’s Chance.

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.

6th Annual Galentines Day @ Broken Spoke
2026-02-15 13:00 - 16:00 | Big Barn @ Broken Spoke Winery, 942 Glebe Road, Earleville, MD, 21919
6th Annual Galentines Day
Pairing 3 wines and 3 local chocolates. Vendors, Bristow Live Fire Pizza, Live Music by Stage Left

Wine Seminar: Blending Seminar
2026-02-22 13:00 - 15:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
Work side by side with the Winemaker and owners to create a unique red blend. Working in small groups tasting wines and creating a red blend that will be bottled as our Crow Club Select.

Seven Course Dinner Pairing w/ Chef Robbie Jester
2026-02-28 18:00 - 21:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
Join us for an unforgettable culinary experience on Maryland’s Eastern Shore, where acclaimed Chef Robbie Jester presents an exclusive chef’s table dinner crafted and plated right before your eyes.
As each of the seven courses come to life, Chef Jester shares his inspiring journey from television appearances on shows like Beat Bobby Flay to building his culinary legacy in our region. Each dish is thoughtfully paired with rare selections from Crow Vineyard & Winery’s private library, newly released vintages, and a special insider’s preview of our winemaker’s preparations for the 2025 wines. Limited seating available – reserve your place at the table for this one-of-a-kind evening of storytelling, craftsmanship, and flavor.
