2026 Wine and Music Festivals

At Linganore Winecellars, we’ve never believed great wine (and great vibes) should come with a rulebook. As one of Maryland’s OG wine pioneers, we helped shape the local festival industry long before it was trendy. Our philosophy is simple: craft great wine, price it fairly, and create memorable experiences you’ll want to mark on your calendar months in advance.

Our festivals have become the unofficial HQ for reunions, celebrations, and those long-overdue “we need to do this more often” moments. Some guests have been coming back since day one, and honestly, it wouldn’t be a party without them. Because at our core, we’re here to bring people together. Fifty years in, and we’re still pouring, still partying, and still saving you a spot on the hill.

We may be half a century into this whole wine thing, but we’re continually making changes and additions to continue improving the guest experience! Check out these great new adds and updates for 2026:

  • Wine Cocktail Cabana: We heard you loved our seasonal wine cocktails and slushies, so we made it better. Visit our brand new Wine Cocktail Cabana, located right by the stage to make it even easier to keep your glass full and the dance floor packed.
  • Expanded Specialty Drinks Menu: At the cabana, in the Tasting Room, and at the Pavilion – enjoy an expanded list of seasonal offerings.
  • [2] Complimentary Zero-Proof Drinks for Designated Drivers & Ages 18-20: You’re here to party, sans wine. Enjoy two complimentary non-alchoholic drinks keep yourself hydrated while you dance the day away.
  • Housemade Niagara Grape Juice in Bottles: Perfect for kids or grown-up kids, our housemade grape juice is the best way to taste the vineyard without the buzz.

CARIBBEAN WINE & MUSIC FESTIVAL

SATURDAY MUSIC (05/23)

DJ SPRANG – MC/DJ
PANMASTERS STEEL ORCHESTRA – 11AM-2PM
IMAGE BAND – 3PM-6PM

SUNDAY MUSIC (05/24)

DJ SPRANG – MC/DJ
PANMASTERS STEEL ORCHESTRA – 11AM-2PM
ECLIPSE INTERNATIONAL BAND – 3PM-6PM

July Festival

We’ve got something major in the works for July. It’s currently “Under Construction” behind the scenes, but the vibes are already 10/10.

Stay tuned, or better yet, join our Email List so you don’t have to hear about it through the grapevine.

 

autumn reggae wine and music festival

Autumn Reggae Wine & Music Festival

Ticket Release & Music Lineup To Be Announced 

LAST YEAR WAS FUN!