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