Annapolis Food & Drink Events

Paul Gilbert with Greg Koch

Rams Head On Stage - Annapolis 13 May 2026

Friends for Friends

Fluegel Alumni Center 14 May 2026

Annapolis First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 3 May 2026

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

Naval-Marine Corps Stadium 30 May 2026

Fashion for a Cause

Fluegel Alumni Center 4 Jun 2026

Annapolis Spring Italian Festa

620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 26 Apr 2026

Chart House Prime - Orin Swift Wine Dinner

Chart House Prime 9 Apr 2026

Bubbles and Bingo: A Black-Tie Affair

Fluegel Alumni Center 10 Apr 2026

Taste of Spring on West Street 2026

53 West St 17 May 2026

Dancing Night at Caliente Grill - Class & Social Dance

Caliente Grill 27 Mar 2026

Big Read of Anne Arundel 2026

Anne Arundel county Maryland 1 Apr 2026

Family Open House at ArtFarm

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 21 Mar 2026

Chart House Prime - Duckhorn Wine Dinner

Chart House Prime 28 May 2026

The UN-Gala GALA

Great Frogs Winery 18 Apr 2026

Mother's Day Dinner

Captain's Daughter 10 May 2026

Anne Arundel County DNO — April 2026!

Chessie’s Wharf 18 Apr 2026

Chart House Prime - Cakebread Cellars Wine Dinner

Chart House Prime 16 Jul 2026

LIVE MUSIC with DTC

Blackwall Hitch - Annapolis 24 Apr 2026

Ridge Grow Grand Opening

244 S Old Mill Bottom Rd, Arnold, MD 4 Apr 2026

Naptown Flea

24 Market Space 12 Apr 2026

The Art of Self-Care: Pedis, Prosecco & Perfumes

Hair+Space Blowdry & Nail Bar 12 Apr 2026

March Virtual Charity Wine Dinner

36 West St, Annapolis, MD, United States, Maryland 21401 29 Mar 2026

Crushed Glass Craft @NEO PIZZA Annapolis w/MARYLAND CRAFT PARTIES

Neo Pizza Annapolis 24 Mar 2026

LIVE MUSIC with Rick and The Revolving Doors

Blackwall Hitch - Annapolis 25 Apr 2026

Meet Us at the Lanes

Annapolis Bowl 28 Mar 2026

Black Vending Event

273 Hilltop Ln, Annapolis, MD 21403, United States 9 May 2026

Toast - The Ultimate Bread Experience

Rams Head On Stage 12 Apr 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 21 May 2026

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 20 Mar 2026

LIVE MUSIC with ONO Band

Blackwall Hitch - Annapolis 18 Apr 2026

LAA 6th Annual Food (and More) Collection Drive

170 Jennifer Rd, Annapolis, MD 21401-3050, United States 18 Apr 2026

Social Dinner at Boatyard Bar & Grill

Boatyard Bar & Grill 12 May 2026

The Maker's Table: Consistent Art Making in Good Company

ArtFarm 26 Apr 2026

HAPPY HOUR with Dana B

Blackwall Hitch - Annapolis 10 Apr 2026

HAPPY HOUR with Dana B

Blackwall Hitch - Annapolis 3 Apr 2026

Social Breakfast at Eggcellence Brunchery

Eggcellence Brunchery 18 Apr 2026

HAPPY HOUR with Dana B

Blackwall Hitch - Annapolis 20 Mar 2026

Annapolis Boat Show Pre-Game

Berkshire Hathaway at Ego Alley 77 Main Street Annapolis MD 21403 25 Apr 2026

Picante Food Truck

Hunt Meadow Pool 31 Jul 2026

Smash Up Burgers

Hunt Meadow Pool 14 Aug 2026

Smash Up Burgers

Hunt Meadow Pool 10 Jul 2026

Tiki's Tuk Tuk

Hunt Meadow Pool 19 Jun 2026

Mustang Brick - N- Fire Food Truck Tuesday

Hunt Meadow Pool 26 May 2026

Mustang Jay's Latin Kitchen Food Truck Wednesday

Hunt Meadow Pool 3 Jun 2026

Chevy's Fresh Mex Food Truck

Hunt Meadow Pool 21 Aug 2026

Kids Eat Free at Caliente Grill

Caliente Grill 2 Mar 2026

BricknFire Pizza Company

Hunt Meadow Pool 25 Aug 2026

Crabtowne Cuisines

Hunt Meadow Pool 17 Jul 2026