Happening Next

Annapolis Food & Drink Events

Food & Drink events Happening Next in Annapolis, MD

Annapolis First Sunday Arts Festival

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

Party in the Port 2026

 317 First St, Annapolis, MD, United States, Maryland 21403 17 Oct 2026
MUSIC

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

 Great Frogs Winery 21 Oct 2026
FOOD-DRINKS USD 23 TO 45

Feast on the Farm: A Celebration of Conservation

 Mas Que Farm 24 Oct 2026
FITNESS USD 215 TO 269

St. John’s Block Party

 970 St. John’s Drive, Annapolis, MD 21409 24 Oct 2026
ENTERTAINMENT

Chart House Prime - Caymus Wine Dinner

 Chart House Prime 5 Nov 2026
FITNESS USD 150

Bountiful Harvest - Costumes & Cocktails

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

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 6 Dec 2026
FESTIVALS

Annapolis Holiday Market

 Annapolis Mall 4 Dec 2026
HOLIDAY FREE

Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

 Carpaccio Tuscan Kitchen & Wine Bar 19 May 2026
FITNESS USD 29

Prosecco & Pastichio Luncheon

 The Byzantium Event and Conference Center 25 Oct 2026
FITNESS USD 55 TO 65

Le Petit Masquerade @ Rumhouse (Caribbean Fine Dining - Annapolis)

 Rumhouse 31 Oct 2026
FITNESS USD 151

Paint & Sip

 Middleton Tavern 25 Oct 2026
ART USD 45

Co-Founder: Dinner with Entrepreneurs - Annapolis: Dinner for a Cause

 Marmo Annapolis 23 Sep 2026
FITNESS USD 23

Founders' Friendsgiving

 Cooper's Hawk Winery & Restaurant- Annapolis 7 Nov 2026
FITNESS USD 71

Annapolis Holiday Market

 Annapolis Mall 4 Dec 2026
HOLIDAY

RICKSHAW LIZARD live at DragonFest - breast cancer benefit!

 Pier 4 Marina 17 Oct 2026
MUSIC

Anchors & Artisans @ Annapolis Town Center

 Annapolis Town Center 18 Oct 2026
KIDS

Celebrate the Severn with FASO at Annapolis Yacht Club

 Annapolis Yacht Club 21 Oct 2026
MUSIC

LIVE MUSIC with MXD

 Blackwall Hitch - Annapolis 21 Nov 2026
MUSIC

Maryland Yuletide Weekend 2027

 210 Holiday Ct 8 Jan 2027
FITNESS

Foodies + New Friends: Annapolis Dinner + Coffee Club

 Restaurant of the Week 1 Apr 2026
MEETUPS USD 55

Hearts & Hatters Revelry Ball

 126 West St, Annapolis, MD 21401-2880, United States 13 Feb 2027
NONPROFIT

LIVE MUSIC with Bravenoise

 Blackwall Hitch - Annapolis 18 Dec 2026
MUSIC

Fall Saturdays at Ridge Grow

244 Old Mill Bottom Rd S , Annapolis, MD, United States, Maryland 21409 10 Oct 2026
FOOD-DRINKS

Visit Brandywine Museum of Art and N.C. Wyeth House & Studio – A Bus Tour with Historic Annapolis

 801 Chase St, Annapolis, MD 21401-3530, United States 5 Nov 2026
ART