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

10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival

Naval-Marine Corps Stadium 30 May 2026

Annapolis First Sunday Arts Festival

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

Taste of Spring on West Street 2026

53 West St 17 May 2026

Fashion for a Cause

Fluegel Alumni Center 4 Jun 2026

Paca Girlfriends Party - A Fundraiser to Benefit Historic Annapolis

Paca House and Garden 10 Jun 2026

Annapolis Open Market Festival

Quiet Waters Park 13 Jun 2026

Father's Day Bash

Captain's Daughter 21 Jun 2026

Anchors & Artisans @ Annapolis Town Center

Towne Centre Blvd, Annapolis, MD 21401, United States 17 May 2026

Comedy Club Takeover at TGI Fridays Annapolis | Live Stand-Up Comedy Night

TGI Fridays 14 May 2026

Mother's Day Dinner

Captain's Daughter 10 May 2026

From Hacienda to Table: A Regional Mexican Pairing Dinner

Caliente Grill 9 May 2026

Chart House Prime - Duckhorn Wine Dinner

Chart House Prime 28 May 2026

Chart House Prime- Prisoner Wine Dinner

Chart House Prime 17 Sep 2026

Charcuterie Board Class

Ceremony Coffee Roasters - Roastery 9 May 2026

Tots@10:00 - To the Rescue

307 Sail Pl, Annapolis, MD 21401, United States 16 Jun 2026

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

Great Frogs Winery 20 May 2026

Delegate Bagnall @ Cape St. Claire Strawberry Festival!

Cape St. Claire Improvement Association 6 Jun 2026

Dancing Night at Caliente Grill - Class & Social Dance

Caliente Grill 27 Mar 2026

Graduation Celebrations at The Brass Tap Baltimore

The Brass Tap Baltimore 18 May 2026

Chart House Prime - Cakebread Cellars Wine Dinner

Chart House Prime 16 Jul 2026

Bountiful Harvest - Costumes & Cocktails

10 Hudson St, Annapolis, MD, United States, Maryland 21401 23 Oct 2026

Afternoon Tea at The Maryland Inn

The Maryland Inn of the Historic Inns of Annapolis 29 Mar 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 21 May 2026

May 17th Dream Punch 3rd Sunday at 49 west Annapolis

49 West Coffeehouse, Winebar & Gallery 17 May 2026

Meet Me At The Lanes

Annapolis Bowl 6 Jun 2026

Taste of Sweden: Military Appreciation

IKEA Plan & order point with Pick-up - Annapolis 16 May 2026

Artists' Breakfast

49 West Coffeehouse, Winebar & Gallery 9 Jun 2026

Black Vending Event

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

Social Dinner at Boatyard Bar & Grill

Boatyard Bar & Grill 12 May 2026

Open Stitch at Timber

Timber Pizza Co. Annapolis 13 May 2026

Foodies + New Friends: Annapolis | 1-on-1 EDITION

Restaurant of the Week 10 Apr 2026

Swim, Sip & Celebrate

Amos Garrett Park, Annapolis MD. 5 Jun 2026

Picante Food Truck

Hunt Meadow Pool 31 Jul 2026

Annapolis Comptroller Campus

110 Carroll St, Annapolis, MD 21411-1000, United States 27 May 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