Your weekend in the Frederick, MD area.

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SATURDAY — MAY 30

♫ Samantha Press at Big Cork Vineyards

Rockwell Brewery

Elk Run Vineyards

Elk Run Vineyards

Bentztown

Bentztown

Attaboy Beer · Traditional MX Taco Truck

♫ Cam and Jeff Music at Prospect Point Brewing · 5:30 PM–8:30 PM

♫ Sabor De Cuba at Prospect Point Brewing

Monocacy Brewing Company · Alley Wagon

Linganore Winecellars · savor the delicious food from local

TODAY — MAY 31

Big Cork Vineyards

♫ Drew Adams at Big Cork Vineyards

Tenth Ward Distilling Company

Rockwell Brewery

Elk Run Vineyards

Bentztown

Attaboy Beer · Bub-B-Que BBQ Truck

Monocacy Brewing Company

Monocacy Brewing Company · Alley Wagon

Linganore Winecellars · savor the delicious food from local

TUESDAY — JUN 2

Attaboy Beer · Traditional Mexican Food

WEDNESDAY — JUN 3

Tenth Ward Distilling Company

Tenth Ward Distilling Company

Bentztown

Attaboy Beer

Monocacy Brewing Company

THURSDAY — JUN 4

♫ Mike Finazzo at Tenth Ward Distilling Company

♫ Matthew Geiger & Jason Hannan at Bentztown · 7 PM–9 PM

Attaboy Beer · Blues Pizza Co

Frederick MD Weekend Events — Live Music, Food Trucks & Wineries

Your weekend planning feed for Frederick County, MD. Live music at wineries, food truck schedules at breweries, and outdoor happenings — all in one place. Covering 19+ venues from Linganore Winecellars to downtown Frederick breweries and beyond. Updated every Tuesday and Thursday.

Upcoming Weekend Events at Frederick Area Wineries and Breweries

Live music, food trucks, and happenings at wineries and breweries in Frederick, MD and surrounding areas. Updated every Tuesday and Thursday.

SATURDAY MAY 30

Samantha Press at Big Cork Vineyards, Rohrersville MD
Hard Swimmin' Fish Reunion Show! 5/29/26 8pm at Rockwell Brewery, Frederick MD
Sipping Saturday: Patrick Kozub at Elk Run Vineyards, Mt. Airy MD
✨ Once Upon a Wine: a Fantasy Romance Masquerade ✨ at Elk Run Vineyards, Mt. Airy MD
DJ Night Y2k at Bentztown, Frederick MD
Noble Black Band at Bentztown, Frederick MD
Event at Attaboy Beer, Frederick MD — Food: Traditional MX Taco Truck
Cam and Jeff Music at Prospect Point Brewing, Frederick MD — 5:30 PM–8:30 PM
Sabor De Cuba at Prospect Point Brewing, Frederick MD
Event at Monocacy Brewing Company, Frederick MD — Food: Alley Wagon
Food Truck-music Weekends at Linganore Winecellars, Mt. Airy MD — Food: savor the delicious food from local

TODAY MAY 31

The Novel Pour Birthday Celebration! at Big Cork Vineyards, Rohrersville MD
Drew Adams at Big Cork Vineyards, Rohrersville MD
Pour House Trivia at Tenth Ward Distilling Co. at Tenth Ward Distilling Company, Frederick MD
Salsa Dance Party Summer Kick-off! at Rockwell Brewery, Frederick MD
Sipping Sunday: Emily and Jorge at Elk Run Vineyards, Mt. Airy MD
Jazz Brunch : Susanna Laird at Bentztown, Frederick MD
Event at Attaboy Beer, Frederick MD — Food: Bub-B-Que BBQ Truck
Yoga Then Beer With Yogamour! at Monocacy Brewing Company, Frederick MD
Event at Monocacy Brewing Company, Frederick MD — Food: Alley Wagon
Food Truck-music Weekends at Linganore Winecellars, Mt. Airy MD — Food: savor the delicious food from local

TUESDAY JUN 2

Event at Attaboy Beer, Frederick MD — Food: Traditional Mexican Food

WEDNESDAY JUN 3

Wednesdays = $8 Smoked Bourbon Old Fashioneds at Tenth Ward Distilling Company, Frederick MD
Tenth Ward Game Night Meet Up at Tenth Ward Distilling Company, Frederick MD
Line Dancing at Bentztown, Frederick MD
Run Club — 6pm–7pm at Attaboy Beer, Frederick MD
Trivia Night! at Monocacy Brewing Company, Frederick MD

THURSDAY JUN 4

Mike Finazzo at Tenth Ward Distilling Company, Frederick MD
Matthew Geiger & Jason Hannan at Bentztown, Frederick MD — 7 PM–9 PM
Event at Attaboy Beer, Frederick MD — Food: Blues Pizza Co

WHAT'S ON · MAY 29–31

21 events across 9 venues

SATURDAY · MAY 30

Rohrersville, MD

BIG CORK VINEYARDS

100 acres in the Blue Ridge. Music every weekend, year-round.

Dogs OKLive Music

DirectionsWebsite →

Frederick, MD

ROCKWELL BREWERY

Live music, full kitchen, and a killer patio.

Dogs OK

Hard Swimmin' Fish Reunion Show! 5/29/26 8pm

DirectionsWebsite →

Mt. Airy, MD

ELK RUN VINEYARDS

25+ years of wine and sunset views. Bring a picnic.

Sipping Saturday: Patrick Kozub

✨ Once Upon a Wine: a Fantasy Romance Masquerade ✨

DirectionsWebsite →

Frederick, MD

Craft beer and bourbon pairings downtown.

DJ Night Y2k

Noble Black Band

DirectionsWebsite →

Frederick, MD

Downtown Frederick. Good beer, full kitchen, good people.

Food Truck

Traditional MX Taco Truck

DirectionsWebsite →

Frederick, MD

PROSPECT POINT BREWING

Farm brewery with a 9-acre hop yard and Braddock Mountain views. Live music Fri/Sat, food truck every day they're open.

Dogs OKKidsLive Music

Cam and Jeff Music5:30 PM–8:30 PM

DirectionsWebsite →

Frederick, MD

MONOCACY BREWING

N Market Street brewery with Alley Wagon food truck on-site daily and a full events slate — trivia, live music, beer releases.

Dogs OKFood Truck

Alley Wagon

DirectionsWebsite →

Mt. Airy, MD

LINGANORE WINECELLARS

The OG. 50 years of wine and good times on 230 acres.

Dogs OKFood Truck

savor the delicious food from local

DirectionsWebsite →

SUNDAY · MAY 31

Rohrersville, MD

BIG CORK VINEYARDS

100 acres in the Blue Ridge. Music every weekend, year-round.

Dogs OKLive Music

The Novel Pour Birthday Celebration!

DirectionsWebsite →

Frederick, MD

TENTH WARD DISTILLING

Downtown craft distillery with cocktail tastings, maker classes, and rotating pop-ups.

Pour House Trivia at Tenth Ward Distilling Co.

DirectionsWebsite →

Frederick, MD

ROCKWELL BREWERY

Live music, full kitchen, and a killer patio.

Dogs OK

Salsa Dance Party Summer Kick-off!

DirectionsWebsite →

Mt. Airy, MD

ELK RUN VINEYARDS

25+ years of wine and sunset views. Bring a picnic.

Sipping Sunday: Emily and Jorge

DirectionsWebsite →

Frederick, MD

Craft beer and bourbon pairings downtown.

Jazz Brunch : Susanna Laird

DirectionsWebsite →

Frederick, MD

Downtown Frederick. Good beer, full kitchen, good people.

Food Truck

Bub-B-Que BBQ Truck

DirectionsWebsite →

Frederick, MD

MONOCACY BREWING

N Market Street brewery with Alley Wagon food truck on-site daily and a full events slate — trivia, live music, beer releases.

Dogs OKFood Truck

Yoga Then Beer With Yogamour!

Alley Wagon

DirectionsWebsite →

Mt. Airy, MD

LINGANORE WINECELLARS

The OG. 50 years of wine and good times on 230 acres.

Dogs OKFood Truck

savor the delicious food from local

DirectionsWebsite →

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