Maryland Wine | Events & Festivals

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Maryland Wineries' Calendar of Promotional Events & Activities

Maryland's wineries offer hundreds of fun-filled events throughout the year. Whether you bring the whole family, a group of friends, or that special someone, events at Maryland's wineries can be both entertaining and educational.

Here you'll find the wineries' major events for the year.

April

Month: Event Type: Wine Trail: Winery:

October

October 04

Karaoke Happy Hour

Layton's Chance Vineyard and Winery

Karaoke Happy Hour

Karaoke Happy Hour w/ Bob Windsor

Cost:
0

When:
6pm-10pm

Where:
Layton's Chance Vineyard and Winery

October 05

Crush Day Party

Galloping Goose Vineyards

“Harvest Daze”

Celebrate the harvest with Seasonal goodies and good wine.

Cost:
0

When:
12-5pm

Where:
Galloping Goose Vineyards

October 05

STOMP Festival

Sugarloaf Mountain Vineyard

Details to come...

Cost:
TBA

When:
TBA

Where:
Sugarloaf Mountain Vineyard

October 05 - October 06

Riverside WineFest at Sotterley

Celebrating the best of Maryland in the breathtaking setting of this National Historic Landmark! Over 20 Wineries last year! Enjoy an afternoon of multiple wine tastings (no tickets required), live music, free mini tours of the 1703 Plantation
House and Slave Cabin, artisans, demonstrations, exhibits, children’s activities, great food and more.

Cost:

When:
12 - 6 pm

Where:
44300 Sotterley Lane
Hollywood, MD 20636

301-373-2280

October 06

Bacchus Club Pick Up Party

Sugarloaf Mountain Vineyard

Details to come...

Cost:
0

When:
12-5

Where:
Sugarloaf Mountain Vineyard

October 06

STOMP Festival

Sugarloaf Mountain Vineyard

Details to come...

Cost:
TBA

When:
TBA

Where:
Sugarloaf Mountain Vineyard

October 12

STOMP Festival

Sugarloaf Mountain Vineyard

Details to come...

Cost:
TBA

When:
TBA

Where:
Sugarloaf Mountain Vineyard

October 12

Harvest Dinner

Crow Vineyard and Winery

Celebrate our Harvest Dinner

Featuring Chef Robbie Jester this dinner will include a cooking demonstration, wine tasting, and featuring Crow Farm Grass Fed Angus Beef and other local products. Additional wine can be purchased by the glass or bottle. To register: email: crowfarmmd@gmail.com or call 410-648-5687 limited seating.

Cost:
$60. single $110. couple

When:
5 to 8 pm

Where:
Crow Vineyard and Winery

October 13

STOMP Festival

Sugarloaf Mountain Vineyard

Details to come...

Cost:
TBA

When:
TBA

Where:
Sugarloaf Mountain Vineyard

October 18

Happy Hour w/ Willow Brook

Layton's Chance Vineyard and Winery

Happy Hour

Enjoy live music by Willow Brook

Cost:
0

When:
6pm-9pm

Where:
Layton's Chance Vineyard and Winery

October 19

Howl-O-Wine

Sugarloaf Mountain Vineyard

Details to come...

Cost:
TBA

When:
12-6

Where:
Sugarloaf Mountain Vineyard

October 19 - October 20

Autumn Wine Festival

Do you love wine, the great outdoors, delicious food and live entertainment? Join us for the Autumn Wine Festival at Pemberton Historical Park in Salisbury, Maryland. This event offers wine tastings (included with admission), wine by the glass and bottle purchases from the many Maryland wineries, a variety of arts and crafts, live music performances, and tasty regional cuisine.

Cost:

When:
11 am - 6 pm Saturday, 12:30 - 6 pm Sunday

Where:
5561 Plantation Lane
Salisbury, MD 21801

1-800-332-Tour

October 26

Harvest at Swan Harbor Farm

Join MD wineries, growers and agricultural producers as we celebrate Maryland's harvest at the site of one of Maryland's earliest recorded vineyards.

More details coming soon.

Cost:

When:
11 - 5 p.m.