Your weekend in the Frederick, MD area.

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TODAY — MAY 4

Brewer's Alley

Brewer's Alley

TOMORROW — MAY 5

RAK Brewing Co. · 7–9 PM

RAK Brewing Co.

Brewer's Alley

Brewer's Alley

Attaboy Beer · Traditional Mexican Food

WEDNESDAY — MAY 6

Tenth Ward Distilling Company · 6–8 PM

RAK Brewing Co. · 7–9 PM

RAK Brewing Co.

Brewer's Alley

Brewer's Alley

Brewer's Alley

Tenth Ward Distilling Company

Tenth Ward Distilling Company

Bentztown

Monocacy Brewing Company

Attaboy Beer · Bub-B-Que BBQ Truck

Attaboy Beer

THURSDAY — MAY 7

Rockwell Brewery

Prospect Point Brewing · Strokers BBQ

Brewer's Alley

Brewer's Alley

Tenth Ward Distilling Company

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

Monocacy Brewing Company

Attaboy Beer · Blues Pizza Co

FRIDAY — MAY 8

♫ Michelle Hannan at Linganore Winecellars · 6:30–8:30 PM · Cookin' With Greece

Catoctin Breeze Vineyard

Catoctin Breeze Vineyard

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.

TODAY MAY 4

Burger & Beer Monday! at Brewer's Alley, Frederick MD
Happy Hour at Brewer's Alley, Frederick MD

TOMORROW MAY 5

Pour House Trivia at RAK Brewing Co., Frederick MD — 7–9 PM
Pour House Trivia at RAK Brewing Co., Frederick MD
Big Bowl Tuesday! at Brewer's Alley, Frederick MD
Happy Hour at Brewer's Alley, Frederick MD
Event at Attaboy Beer, Frederick MD — Food: Traditional Mexican Food

WEDNESDAY MAY 6

Tenth Ward Game Night Meet Up at Tenth Ward Distilling Company, Frederick MD — 6–8 PM
Pour House Trivia at RAK Brewing Co., Frederick MD — 7–9 PM
Pour House Trivia at RAK Brewing Co., Frederick MD
May Fundraising Day: Ship of Frederick County at Brewer's Alley, Frederick MD
Pitcher and Pizza Wednesday! at Brewer's Alley, Frederick MD
Happy Hour at Brewer's Alley, Frederick MD
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
Trivia Night! at Monocacy Brewing Company, Frederick MD
Event at Attaboy Beer, Frederick MD — Food: Bub-B-Que BBQ Truck
Run Club — 6pm–7pm at Attaboy Beer, Frederick MD

THURSDAY MAY 7

Reb3l Groove Dance Work Out Party! at Rockwell Brewery, Frederick MD
Food Truck: Strokers BBQ at Prospect Point Brewing, Frederick MD — Food: Strokers BBQ
Lobster Day! at Brewer's Alley, Frederick MD
Happy Hour at Brewer's Alley, Frederick MD
Live Jazz at the Cocktail Bar With Robert Sykes Jazz at Tenth Ward Distilling Company, Frederick MD
Matthew Geiger & Jason Hannan at Bentztown, Frederick MD — 7 PM–9 PM
All Hours Happy Hour at Monocacy Brewing Company, Frederick MD
Event at Attaboy Beer, Frederick MD — Food: Blues Pizza Co

FRIDAY MAY 8

Michelle Hannan at Linganore Winecellars, Mt. Airy MD — 6:30–8:30 PM — Food: Cookin' With Greece
The Catoctin Experience — 11 AM (guided Tour + Tasting + Charcuterie) at Catoctin Breeze Vineyard, Thurmont MD
The Catoctin Experience — 2 PM (guided Tour + Tasting + Charcuterie) at Catoctin Breeze Vineyard, Thurmont MD

WHAT'S ON · MAY 8–10

25 events across 7 venues

FRIDAY · MAY 8

Mt. Airy, MD

LINGANORE WINECELLARS

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

Dogs OKLive MusicFood Truck

Michelle Hannan6:30–8:30 PM

with Greece

DirectionsWebsite →

Thurmont, MD

CATOCTIN BREEZE

Sweeping Thurmont hillside views. Guided tastings, live music weekends, and food-and-wine pairings.

Dogs OK

The Catoctin Experience — 11 AM (guided Tour + Tasting + Charcuterie)

The Catoctin Experience — 2 PM (guided Tour + Tasting + Charcuterie)

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

Traditional Authentic Mexican

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 →

SATURDAY · MAY 9

Mt. Airy, MD

LINGANORE WINECELLARS

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

Dogs OKLive MusicFood Truck

Dominica Knapp1–4 PM

DirectionsWebsite →

Thurmont, MD

CATOCTIN BREEZE

Sweeping Thurmont hillside views. Guided tastings, live music weekends, and food-and-wine pairings.

Dogs OK

The Catoctin Experience — 11 AM (guided Tour + Tasting + Charcuterie)

The Catoctin Experience — 2 PM (guided Tour + Tasting + Charcuterie)

DirectionsWebsite →

Frederick, MD

ROCKWELL BREWERY

Live music, full kitchen, and a killer patio.

Dogs OK

Shorty Slim Live in Concert!!

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 MusicFood Truck

Mark Johnsons5 PM–8 PM

Blues Pizza

DirectionsWebsite →

Rohrersville, MD

BIG CORK VINEYARDS

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

Dogs OKLive Music

Water to Wine – Kayak and Visit Big Cork Winery Tour

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 →

SUNDAY · MAY 10

Mt. Airy, MD

LINGANORE WINECELLARS

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

Dogs OKLive MusicFood Truck

Emily + Jorge1–4 PM

Mother's Day Picnic Kits

DirectionsWebsite →

Frederick, MD

ROCKWELL BREWERY

Live music, full kitchen, and a killer patio.

Dogs OKLive Music

The Few8 PM–11 PM

DirectionsWebsite →

Frederick, MD

Two spots to sip — Lounge and Yard. Trivia, food trucks, and outdoor patio season.

Dogs OK

Mother's Day Brunch

Sunday Brunch

DirectionsWebsite →

Rohrersville, MD

BIG CORK VINEYARDS

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

Dogs OKLive MusicFood Truck

🚚Mama Biscuit Cobbler Cart
🚚FryDay Gourmet French Fries
🎸Nate Cleneden↗

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 →

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