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Reggae Wine Festival

2019 Maryland Wine Festivals

Complete Guide to 2019 Maryland Wine Festivals


Maryland Wine Festival

credit: Maryland Wine Association

2019 Maryland Wine Festival season starts in April with Decanter at Laurel Park.  Decanter is the perfect marriage between Maryland wine and horseracing. Dust off your wide brim hat or your seersucker suit; and it is off to the races for some great Maryland wine.  Decanter is the first festival in 2019, but definitely not the only wine festival. Vino 301 has assembled a list of over 30 wine festivals for you.  Below is the complete guide to 2019 Maryland Wine Festivals.  The list is downloaded .pdf.

Along with the complete list, here are some helpful tips to know about Maryland wine festivals.

WEATHER: Rain or shine wine festivals will happened.  Rarely are festivals cancelled because of the weather, sometimes rescheduled. Make sure you wear and bring weather appropriate gear with you.  Remember your rain boots for those mudding fields.  Conversely, festivals are usually held in large open fields without protection from the sun. Do not forget the sunscreen.


BRING YOUR DRIVERS LICENSE: This sounds like an obvious thing to do. However, you would be surprised by the number of people who are turned away because they did not bring identification. Be prepared with photo identification showing proof of age.


Maryland Wine Festival

credit: Carroll County Times

OUTSIDE FOOD AND BEVERAGES: Most festivals have several food vendors available for you to purchase food.  Check with the festival organizer if you can bring outside food. Also, check whether grilling is permitted. Outside alcoholic beverages are never allowed. Event staff will confiscate outside alcoholic beverages.  We have witness security confiscate cases of beer, wine coolers especially at Linganore’s Carribean festival. It is not worth the trouble leave the alcohol at home.


PETS: We love your pets, but the event organizers may not.  Review the event guidelines before you bring your pet. Keep in mind, festivals are crowded and may not be the best environment for your pet. Use your best discretion when determining to bring your pet.  If pets are permitted, be respectful of others.  Leashed your pet, do not leave it unattended, and please, please clean up after your pet.

Happy festivals hopping.  Here is your complete guide.

2019 Maryland Fesitivals Wine Guide


Festivals 2019


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Reggae Wine Festival Maryland and More Wine Activities This Weekend

Reggae Wine Festival Maryland and More Wine Tasting Activities

 Wine’ing Maryland is your personal calendar of wine tasting activities in Maryland occurring over the weekend.  The upcoming weekend’s events are published every Thursday.  Send us your event or share events with us and we will posted.  Click here to Contact Us   Check out Reggae Wine Festival Maryland events and many more events can be apart of your weekend. Reggae Wine Festival Maryland

Type of Activities

  • Free Activities
  • Charitable Events
  • Family Events
  • Festivals
  • Arts & Crafts
  • Food & Wine Tasting Events

October 6 – October 8, 2016 Events

Free Activities

Harvest Celebration Dinner at Crow Vineyard

October 7, 6:00 pm – 9:00 pm

Bring a dish

Kennedyville, MD


Friday Night Pizza at Catoctin Breeze

October 7, 4:00 pm – 7:00 pm

Thurmont, MD


Live Music at the Vineyard at Old Westminster Winery

October 7,  5:00 pm – 10:00 pm

October 8 -9, 12:00 noon – 5:00 pm

Westminster, MD


Friday Nights at Linganore!

October 7, 5:30 pm – 8:30 pm

Linganore, MD


Karaoke Happy Hour at Layton’s Chance

October 7, 6:00 pm – 10:00 pm

Layton’s Chance Vineyard


Afternoon of Live Music, Beautiful Scenery at Catoctin Breeze Vineyard 

October 1 – 2, 2:00 pm – 5:00 pm

Thurmont, MD


Summer Music Series at Red Heifer Winery

October 8, 5:00 pm – 7:00 pm

Smithburg, MD


Purple Sundays Ravens Games at Harford Vineyard

October 9, 12:00 noon – 5:00 pm

Forest Hill, MD

Charitable Events



Family Events





Ryleigh’s OysterFest in Fells Point

October 8 -9 , 12:00 noon – 8:00 pm

Cost: $12 (starting at)

Fells Point, MD


Simpatico St. Michaels 7th Annual Columbus Wine & Food Celebration

October 8, 12:00 noon – 5:00 pm

Cost: $25

St. Michael’s, MD

Explorer’s Festival at Distillery Lane Cider

October 8 -9, 10:00 am – 5:00 pm

Cost:  Tasting and Food

Jefferson, MD

Autumn Reggae Fest at Linganore Winecellars

October 8 – 9, 10:00 am – 6:00 pm

Cost: 22.50

Mt. Airy, MD



Arts & Crafts



Food & Wine Tasting Events

Wine Dinner at The Kitchen at the Imperial

October 6, 6:00 pm – 8:00 pm

Cost:  $75

Chestertown, MD


Live Music at the Tasting Room  at Millstone Cellars

October 7, 6:00 pm – 10:00 pm

Cost: $5

Monkton, MD

Live Music and Wine at the Vineyard at Serpent Ridge

October 7, 6:00 pm – 8:00 pm

Cost: $7

Westminster, MD

Sip and Shop with LuLaRoe

October 9, 1:00 pm – 4:00 pm

Cost: $5

Kennedyville, MD


Chesapeake Wine Tour

October 8, 11:15 am – 4:00 pm

Cost: $87

Stevensville, MD


Wine Tour to the Westminster Wine Region at Vino 301

October 9, 11:15 am – 4:00 pm

Cost: $87

Mt Airy, MD

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