Mt. Airy, MD
ELK RUN VINEYARDS25+ years of wine and sunset views. Bring a picnic.
Wine Down Friday: Safe Harbor
MAY 29–31 · MAY 29–31
WHAT'S ON · MAY 29–31
29 events across 11 venues
FRIDAY · MAY 29
Frederick, MD
PROSPECT POINT BREWINGFarm brewery with a 9-acre hop yard and Braddock Mountain views. Live music Fri/Sat, food truck every day they're open.
Mt. Airy, MD
LINGANORE WINECELLARSThe OG. 50 years of wine and good times on 230 acres.
DOG DAYS
Frederick, MD
BREWER'S ALLEYDowntown Frederick brewpub with a full kitchen and one of the longest-running local beer lists.
Happy Hour Friday
Frederick, MD
TENTH WARD DISTILLINGDowntown craft distillery with cocktail tastings, maker classes, and rotating pop-ups.
Frederick, MD
BENTZTOWNCraft beer and bourbon pairings downtown.
DJ Night Y2k
Frederick, MD
MONOCACY BREWINGN Market Street brewery with Alley Wagon food truck on-site daily and a full events slate — trivia, live music, beer releases.
Alley Wagon
Frederick, MD
ATTABOY BEERDowntown Frederick. Good beer, full kitchen, good people.
Blues Pizza Co
SATURDAY · MAY 30
Frederick, MD
ROCKWELL BREWERYLive music, full kitchen, and a killer patio.
Hard Swimmin' Fish Reunion Show! 5/29/26 8pm
Mt. Airy, MD
ELK RUN VINEYARDS25+ years of wine and sunset views. Bring a picnic.
Sipping Saturday: Patrick Kozub
✨ Once Upon a Wine: a Fantasy Romance Masquerade ✨
Frederick, MD
PROSPECT POINT BREWINGFarm brewery with a 9-acre hop yard and Braddock Mountain views. Live music Fri/Sat, food truck every day they're open.
Cam and Jeff Music5:30 PM–8:30 PM
Mt. Airy, MD
LINGANORE WINECELLARSThe OG. 50 years of wine and good times on 230 acres.
savor the delicious food from local
Frederick, MD
BENTZTOWNCraft beer and bourbon pairings downtown.
DJ Night Y2k
Noble Black Band
Rohrersville, MD
BIG CORK VINEYARDS100 acres in the Blue Ridge. Music every weekend, year-round.
Frederick, MD
MONOCACY BREWINGN Market Street brewery with Alley Wagon food truck on-site daily and a full events slate — trivia, live music, beer releases.
Alley Wagon
Frederick, MD
ATTABOY BEERDowntown Frederick. Good beer, full kitchen, good people.
Traditional MX Taco Truck
SUNDAY · MAY 31
Mt. Airy, MD
ELK RUN VINEYARDS25+ years of wine and sunset views. Bring a picnic.
Sipping Sunday: Emily and Jorge
Mt. Airy, MD
LINGANORE WINECELLARSThe OG. 50 years of wine and good times on 230 acres.
savor the delicious food from local
Frederick, MD
RAK BREWINGTwo spots to sip — Lounge and Yard. Trivia, food trucks, and outdoor patio season.
Sunday Brunch
Frederick, MD
TENTH WARD DISTILLINGDowntown craft distillery with cocktail tastings, maker classes, and rotating pop-ups.
Pour House Trivia at Tenth Ward Distilling Co.
Frederick, MD
BENTZTOWNCraft beer and bourbon pairings downtown.
Jazz Brunch : Susanna Laird
Rohrersville, MD
BIG CORK VINEYARDS100 acres in the Blue Ridge. Music every weekend, year-round.
The Novel Pour Birthday Celebration!
Frederick, MD
MONOCACY BREWINGN Market Street brewery with Alley Wagon food truck on-site daily and a full events slate — trivia, live music, beer releases.
Yoga Then Beer With Yogamour!
Alley Wagon
Frederick, MD
ATTABOY BEERDowntown Frederick. Good beer, full kitchen, good people.
Bub-B-Que BBQ Truck