Sunday sunshine and a wine flight - Frederick - 12pm to 5pm
2025-11-02 12:00 - 17:00, 2025-11-09 12:00 - 17:00, 2025-11-16 12:00 - 17:00, 2025-11-23 12:00 - 17:00, 2025-11-30 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.

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.

Corteau Vineyards Finally Friday
2025-11-07 15:00 - 20:00, 2025-11-14 15:00 - 20:00, 2025-11-21 15:00 - 20:00, 2025-11-28 15:00 - 20:00, 2025-12-05 15:00 - 20:00 | Corteau Vineyards, 38713 Golden Beach Rd, Mechanicsvilel, MD, 20659

Live Music Fridays
2025-11-07 18:00 - 20:30, 2025-11-14 18:00 - 20:30, 2025-11-21 18:00 - 20:30, 2025-11-28 18:00 - 20:30 | MD
Enjoy live music every Friday at Windridge!

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, 2025-11-29 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

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.

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.

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.

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!

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.

Live Music! Michael K 1:00-4:00
2025-11-23 13:00 - 16:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Michael K (Pretty Big Deal Band) joins Chesapeake Manor Vineyard on Sunday, November 23rd. Local Wine & music such as pop, rock, funk and originals.

Lighting of the Vineyard
2025-11-30 04:00 - 18:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
Join us this holiday season for the lighting of the vineyard. Ticket includes a glass of featured wine. Bonfires will be set up to keep you warm on the patio or enjoy the views from inside the Haybarn Tasting Room. Additional food and wine will be available for purchase. (Dress for the weather.)

Live Music! Joe Esham 1:00-4:00
2025-11-30 13:00 - 16:00 | Chesapeake Manor Vineyard, 2015 Love Point Road, Stevensville, MD, 21666, United States
Head out to Chesapeake Manor Vineyard to sip wine & welcome Joe Esham. Joe is a musician specializing in Americana, Reggae, and Funky Blues performed on Slide Guitar.
