Maryland Wineries Association

Wine Flight at Celebration Cellars Winery - Frederick - 12 PM to 6 PM
2025-11-08 12:00 - 18:00, 2025-11-15 12:00 - 18:00, 2025-11-22 12:00 - 18:00 (America/New_York) | 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

Live Music! Justin Singleton 1:30-4:30
2025-11-08 13:30 - 16:30, 2025-11-22 13:30 - 16:30 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Justin Singleton, local to Kent County, Maryland will join Chesapeake Manor Vineyard on November 8th. With several hundred public performances – Justin continues to spread his sound and music.

Sunday sunshine and a wine flight - Frederick - 12pm to 5pm
2025-11-09 12:00 - 17:00, 2025-11-16 12:00 - 17:00 | 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.

Live Music! Michael Waskey 1:00-4:00
2025-11-09 13:00 - 16:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Michael Waskey is a first-rate performing songwriter and storyteller who delivers familiar yet never derivative music filled with vivid colors, broad textures and purposeful imagery. A multi-instrumentalist maestro, Michael’s guitar prowess stands out. From heartfelt country melodies to spirited indie anthems, his performances traverse genres. His constant pursuit of perfection drives him to refine his craft, delivering an unmatched musical experience.

Summer Luau Party!
2025-11-10, 2025-11-12, 2025-11-14, 2025-11-16, 2025-11-18, 2025-11-20, 2025-11-22 | Blue Mountain Wine Crafters, 117 East Baltimore Street, Funkstown, MD, 21734, United States
Join us Aug 16th from 6-9pm for our SUMMER LUAU PARTY!!!
David Alberding playing live from 6-9pm
Cheesy Chucks Food Truck from 3-9pm
Acia for Me Food Truck from 5-9pm
Coconut Wine Slushies in fun color changing CUPS!!!!!

Teacher Happy Hour Every Friday Night!
2025-11-14 14:00 - 18:00, 2025-11-21 14:00 - 18:00 | Blue Mountain Wine Crafters, 117 East Baltimore Street, Funkstown, MD, 21734, United States
Every Friday night until the end of the school year all teachers are welcome to join us for a special happy hour dedicated to our teachers!

Corteau Vineyards Finally Friday
2025-11-14 15:00 - 20:00, 2025-11-21 15:00 - 20:00 | Corteau Vineyards, 38713 Golden Beach Rd, Mechanicsvilel, MD, 20659

Live Music! Chris Sacks Solo 4:00-7:00
2025-11-14 16:00 - 19:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Chris Sacks, the creator of Chris Sacks Band is a full-time Maryland based singer/songwriter.

Fridays at The Vineyards at Dodon
2025-11-14 16:00 - 2026-01-31 20:00, 2025-11-21 16:00 - 2026-02-07 20:00 | the vineyards at dodon, 391 Dodon Road, Davidsonville, MD, 21035, United States
Fridays take place at the outdoor pavilion from 4-8 pm until December and are weather dependent. During your visit, Dodon wines will be available for purchase by the glass, flight, and bottle along with a snack menu for on-site ordering. Guests may bring their own picnic, children, and dogs on leashes.
December- March, Happy Hour will be in the 21+ indoor tasting room, where Dodon wines will be available for purchase by the glass, flight, and bottle along with a snack menu for on-site ordering. Picnics and pets are not permitted inside the tasting room. All attendees must be 21 or older.
Reservations are required and can be made for groups up to 8 guests. For larger groups, please email hannah@dodonvineyards.com.

Live Music Fridays
2025-11-14 18:00 - 20:30, 2025-11-21 18:00 - 20:30 | MD
Enjoy live music every Friday at Windridge!

Live Music! Guava Jelly Duo 1:00-4:00
2025-11-15 13:00 - 16:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Guava Jelly is an acoustic trio based in Annapolis playing a great mix of reggae, pop, rock and country. Please welcome them at Chesapeake Manor Vineyard!

Sunday Funday with Jason Teach
2025-11-16 13:00 - 16:00 | Blue Mountain Wine Crafters, 117 East Baltimore Street, Funkstown, MD, 21734, United States
Jason Teach has been playing and performing for the last 20 years. His sound has evolved over the years and some things have always remained true. His voice is pure and his honesty and heartfelt sensitivity comes through in his music.

Live Music! Jayce Gallagher 1:30-4
2025-11-16 13:30 - 16:30 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Singer/acoustic guitar player, Jayce Gallagher will be joining Chesapeake Manor Vineyard on Sunday, November 16th.

Live Music! Daphne Eckman 3:00-6:00
2025-11-21 15:00 - 18:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Welcome singer-songwriter, Daphne Eckman, to Chesapeake Manor Vineyard on Friday, November 21st!

Seven Course Dinner Pairing w/ Chef Robbie Jester
2025-11-21 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.

Saturday Live Music with Denny Spickler
2025-11-22 14:00 - 17:00 | Blue Mountain Wine Crafters, 117 East Baltimore Street, Funkstown, MD, 21734, United States
🎶🍷 This Saturday at Blue Mountain Wine Crafters… live music with Denny Spickler from 2–5pm! 🎸✨☀️🍇🍷
We’re open 12–6pm – come sip, sing, and soak up the vibes! 🌻🥂
