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.
autumn reggae wine and music festival

Autumn Reggae Wine & Music Festival

Cool reggae vibes paired perfectly with your favorite Maryland wines for a fall afternoon unlike any other.

SATURDAY, OCTOBER 10:
DJ Sprang Intl – MC | 10AM-6PM
S.T.O.R.M. Reggae Band | 11AM-2PM
Mighty Joshua | 3PM-6PM

SUNDAY, OCTOBER 11:
DJ Sprang Intl – MC | 10AM-6PM
S.T.O.R.M. Reggae Band | 11AM-2PM
Jah Works | 3PM-6PM

 

 


LAST YEAR WAS FUN!

CARIBBEAN WINE & MUSIC FESTIVAL

Thank you to everyone who made this festival shine, even on the rainiest of days! Save the date for next year’s festival dates: May 29th & 30th, 2027.

THANK YOU to everyone who came out and rocked with us for our first-ever Sweet Escape Festival! The energy was unmatched, the wine was flowing, and you all showed up and showed out. Check out the recap video below!