Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Annapolis, Maryland

Submit Your Event

Download The Juice App!

Download on App Store Get it on Google Play
Download on App Store Get it on Google Play

Featured Local Events

Washington, DC

WSET Level 1 Award In Wines

Sat, November 14, 2026

View details

Philadelphia, PA

The Core Sommelier Course At Philly's Wine School

Sun, January 24, 2027 to Sun, January 31, 2027

View details

Philadelphia, Pennsylvania

Core Sommelier Course (Fall Semester) — Wine School Of Philadelphia

Sun, November 22, 2026

View details

All Upcoming Local Events

110 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Nov 11-15, 2026 (Wed-Sun)
St. Michaels Wine Tasting Cruise!
St. Michaels Sailing Charters | St. Michaels, Maryland
  • Nov 12, 2026 (Thu)
Bourbon & Cigar Experience: Smoke, Spirits & Autumn Sips:
Kent Island Resort | Stevensville, MD
  • Nov 12, 2026 (Thu)
Sips Of The Season: A Guide To Holiday Entertaining
Total Wine & More | Multiple Locations, Nearby
  • Nov 12, 2026 (Thu)
Craft Floral Pasta With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Nov 13, 2026 (Fri)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 13, 2026 (Fri)
Latte Art Basics- DC
Counter Culture Coffee DC | Washington, DC
  • Nov 13, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Nov 13, 2026 (Fri)
Elevated Autumn Leave Cake Decorating Class
Petworth | Washington, DC
  • Nov 13, 2026 (Fri)
Bubbles Beyond Borders With Maisons Marques & Domaines
Total Wine & More | Multiple Locations, Nearby
  • Nov 13, 2026 (Fri)
In-Person Class: Tagliatelle & Pesto: Roll, Toss & Taste (DC)
Galería | Washington, DC
  • Nov 13, 2026 (Fri)
Brewing A Revolution: After Hours
National Museum of American History | Washington, DC
  • Nov 14, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Nov 14, 2026 (Sat)
The Art Of Baking Holiday Pies & Tarts -MORNING CLASS
Schola | Baltimore, MD
  • Nov 14, 2026 (Sat)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 14, 2026 (Sat)
2026 Patterson Park 5K & Homebrew Contest
Patterson Park | Baltimore, MD
  • Nov 14, 2026 (Sat)
Make Ravioli At A Local Brewery With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Nov 14, 2026 (Sat)
Taste & See: A Faith-Filled Cake Decorating Experience
32 S Calvert St | Baltimore, MD
  • Nov 14, 2026 (Sat)
Southern Maryland Chain Chapter Presents: Sweater & Sips Wine Tasting
Robin Hill Farm and Vineyards | Brandywine, MD
  • Nov 14, 2026 (Sat)
Sourdough Class
506 S Central Ave | Baltimore, MD
  • Nov 14, 2026 (Sat)
Salt & Sugar: The Cocktail Experience
The Goal Spot | Clinton, MD
  • Nov 14, 2026 (Sat)
Thanksgiving Dinner Cupcake Decorating W/ Cake-wich Craft
Shop Made In DC - Union Market | Washington, DC
  • Nov 14, 2026 (Sat)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Nov 15, 2026 (Sun)
Our Simple Holiday Dinner Cooking Class
11911 Lanham Severn Rd | Bowie, MD
  • Nov 15, 2026 (Sun)
Handmade Dumplings With Chef Brandi - Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Nov 15, 2026 (Sun)
The Art Of Exceptional Mocktails: Holiday Edition W/ The Black Swan Company
Shop Made In DC - Union Market | Washington, DC
  • Nov 16, 2026 (Mon)
11/16- Annapolis, MD- Friendsgiving In Wine Country
Cooper’s Hawk Winery & Restaurant | Annapolis, MD
  • Nov 17, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 17, 2026 (Tue)
The Art Of Making Soup
Schola | Baltimore, MD
  • Nov 17, 2026 (Tue)
In-Person Class: Fettuccine, Farfalle, And Garganelli (DC)
Galería | Washington, DC
  • Nov 17, 2026 (Tue)
11/17- Annapolis, MD- Friendsgiving In Wine Country
Cooper’s Hawk Winery & Restaurant | Annapolis, MD
  • Nov 18, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 18, 2026 (Wed)
Pasta Making Class
506 S Central Ave | Baltimore, MD
  • Nov 18, 2026 (Wed)
Madera Mixology - Sweater Weather Sips
FireFly | Washington, DC
  • Nov 18, 2026 (Wed)
POUR DECISIONS: A Holiday Wine Tasting!!
Chesapeake Wine Company | Baltimore, MD
  • Nov 18, 2026 (Wed)
In-person Class: Artisan Ravioli Making (DC)
Galería @ La Cosecha | Washington, DC
  • Nov 19, 2026 (Thu)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 19, 2026 (Thu)
Uncork The Holidays Wine Dinner On 11/19 At 6PM ET
Scossa Restaurant | Easton, MD
  • Nov 19, 2026 (Thu)
Doubles Night School: Latte Art!!!
Doubles | Washington, DC
  • Nov 19, 2026 (Thu)
In-Person Class: Sushi-Making 101 (DC)
Other Half Brewing Washington DC | Washington, DC
  • Nov 19, 2026 (Thu)
In-person Class: Essential Sushi Skills (DC)
Hyatt Place Washington DC/White House | Washington, DC
  • Nov 19, 2026 (Thu)
Make Rainbow Pasta With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Nov 20, 2026 (Fri)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 20, 2026 (Fri)
2026 Twilight: Taste & Sip At Homestead Gardens
Homestead Gardens | Davidsonville, MD
  • Nov 20, 2026 (Fri)
Distillery Cocktails - Foundations Of Mixology
Shmidt Spirits | Beltsville, MD
  • Nov 20, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Nov 20, 2026 (Fri)
Washington DC Whiskey Washback
The Schuyler | Washington, DC
  • Nov 20, 2026 (Fri)
Cookies & Cocktails
Kent Island Resort | Stevensville, MD
  • Nov 20, 2026 (Fri)
Elora After Dark™: Friendsgiving
Elora All Things Essential | Savage, MD
  • Nov 20, 2026 (Fri)
In-Person Class: Handmade Dumplings: Techniques & Traditions (DC)
La Cosecha, Latin Marketplace | Washington, DC
  • Nov 20, 2026 (Fri)
Girls' Night Out Supper Club
Osteria MORINI | Washington, DC
  • Nov 21, 2026 (Sat)
The Art Of Baking Holiday Pies & Tarts -MORNING CLASS
Schola | Baltimore, MD
  • Nov 21, 2026 (Sat)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 21, 2026 (Sat)
Girl Scouts "New Cuisines" Cadette Badge Class
Hill's Kitchen | Washington, DC
  • Nov 21, 2026 (Sat)
The Kocktail Lab: Pour Decisions — Game Day Edition
Releve Coworking & Events | Upper Marlboro, MD
  • Nov 21, 2026 (Sat)
Making Shrimp Pad Thai With Chef Jesse - Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Nov 21, 2026 (Sat)
Wine & Wreaths
Bramble & Rye | Washington, DC
  • Nov 21, 2026 (Sat)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Nov 21, 2026 (Sat)
Khajo's Kitchen: The Tasting Experience
The Refinery Clubhouse | Elkridge, MD
  • Nov 21, 2026 (Sat)
A Seat At The Table: A Friendsgiving Cake + Sip Experience
32 S Calvert St | Baltimore, MD
  • Nov 21, 2026 (Sat)
Autumn Bourbon Tasting
1117 W 36th St | Baltimore, MD
  • Nov 22, 2026 (Sun)
Thanksgiving Dinner Cupcake Decorating W/ Cake-wich Craft
WE MAKE DC - Dupont Circle | Washington, DC
  • Nov 22, 2026 (Sun)
The Best Of The US Wine Fest At The Roost
The Roost | Washington, DC
  • Nov 22, 2026 (Sun)
Master Thai Curry With Chef Malik - Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Nov 22, 2026 (Sun)
Wicks & Wine : Season Of Gratitude
Far Eastern Shore Winery | Easton, MD
  • Nov 22, 2026 (Sun)
Sunday Jazz & Tea: November
Teaism Lafayette Park | Washington, DC
  • Nov 22, 2026 (Sun)
Core Sommelier Course (Fall Semester) — Wine School Of Philadelphia
Philly Wine School | Philadelphia, Pennsylvania
  • Nov 24, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 25, 2026 (Wed)
Thanksgiving Sweets Pre-Order | Kneads Bakeshop | NOV 25th
506 S Central Ave | Baltimore, MD
  • Nov 25, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 25, 2026 (Wed)
Spain, Morocco, Lebanon & Turkey
Schola | Baltimore, MD
  • Nov 25, 2026 (Wed)
In-Person Class: Fresh Handmade Pasta Alla Vodka (DC)
Galería | Washington, DC
  • Nov 25, 2026 (Wed)
Wine Tasting + Pottery Making Workshop
Barkada Wine and Cocktail Bar | Washington, DC
  • Nov 26, 2026 (Thu)
Thanksgiving Brunch At Kent Island Resort
Kent Island Resort | Stevensville, MD
  • Nov 26, 2026 (Thu)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 26, 2026 (Thu)
  • Dec 24, 2026 (Thu)
Rum Master Class
Rumhouse | Annapolis, MD
  • Nov 27, 2026 (Fri)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 27, 2026 (Fri)
Making Pizza & Pasta
Schola | Baltimore, MD
  • Nov 27, 2026 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Nov 28, 2026 (Sat)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Nov 28, 2026 (Sat)
Pasta Making With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Nov 28, 2026 (Sat)
Gems Of Scotland With Ian Macleod Distillers
Total Wine & More | Multiple Locations, Nearby
  • Nov 28, 2026 (Sat)
Candles & Carafes 3
Hyattsville Business Center | Hyattsville, MD
  • Nov 28, 2026 (Sat)
Atlas Brew Works Brewery Tour
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Nov 28, 2026 (Sat)
In-Person Class: Tagliatelle & Pesto: Roll, Toss & Taste (DC)
Galería | Washington, DC
  • Nov 28, 2026 (Sat)
Cognac Moments: A Friendsgiving Cocktail-Making Workshop
East-West Highway | Hyattsville, MD
  • Nov 29, 2026 (Sun)
Craft Beautiful Sushi Rolls With Chef Jesse - Sushi Making Cooking Class In Baltimore | Classpop!™
Mystique Barrel Brewing and Lager House | Baltimore, MD
  • Dec 1, 2026 (Tue)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Dec 1, 2026 (Tue)
Baking To Beat Holiday Stress With GreenIsland Bakery
GreenIsland Bakery | Washington, DC
  • Dec 2, 2026 (Wed)
Thrasher's Rum Guided Distillery Tour & Tasting
Tiki TNT & Potomac Distilling Company | Washington, DC
  • Dec 2, 2026 (Wed)
European Style Beer Tasting
Christmas Village in Baltimore | Baltimore, MD
  • Dec 2, 2026 (Wed)
Aperitivo Hour Natural Wine Tasting
Sonny’s Pizza | Washington, DC
  • Dec 2, 2026 (Wed)
In-Person Class: Fresh Handmade Pasta Alla Vodka (DC)
Galería | Washington, DC
  • Dec 2, 2026 (Wed)
Chocolate & Wine Tasting: Exquisite Chocolates & Truffles, Wine From Spain
The Chocolate House | Washington, DC
  • Dec 3, 2026 (Thu)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2026 (Sat)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 9, 2026 (Wed)
Madera Mixology - Merry & Bright
FireFly | Washington, DC
  • Dec 11, 2026 (Fri)
Exploring The Essence Of Tradition: A Journey Through Valserrano & Quinta Das Carvalhas
Total Wine & More | Multiple Locations, Nearby
  • Jan 14, 2027 (Thu)
The King Of Grapes - Discover Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby
  • Jan 16, 2027 (Sat)
The King Of Grapes - Discover Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby
  • Jan 21, 2027 (Thu)
Barrel Aged Spirits: Whiskey, Tequila & More
Total Wine & More | Multiple Locations, Nearby
  • Jan 24-31, 2027 (Sun-Sun)
  • Feb 7-14, 2027 (Sun-Sun)
  • Feb 21-28, 2027 (Sun-Sun)
  • Mar 7-14, 2027 (Sun-Sun)
The Core Sommelier Course At Philly's Wine School
Wine School of Philadelphia | Philadelphia, PA
  • Feb 4, 2027 (Thu)
Wine And Chocolate - A Perfect Pair
Total Wine & More | Multiple Locations, Nearby
  • Feb 5, 2027 (Fri)
Discover Laurent-Perrier Champagne
Total Wine & More | Multiple Locations, Nearby
  • Feb 6, 2027 (Sat)
Wine And Chocolate - A Perfect Pair
Total Wine & More | Multiple Locations, Nearby
  • Feb 18, 2027 (Thu)
Smoke & Spice: The Bold Side Of Whiskey
Total Wine & More | Multiple Locations, Nearby
  • Feb 27, 2027 (Sat)
Taste The Legacy: A St. Patrick’s Day Journey Through Ireland’s Finest Whiskeys
Total Wine & More | Multiple Locations, Nearby
  • Mar 4, 2027 (Thu)
A Premium Wine Tour Of France
Total Wine & More | Multiple Locations, Nearby
  • Mar 4, 2027 (Thu)
Legends Of Wine: Iconic Producers & Classic Regions
Total Wine & More | Multiple Locations, Nearby
  • Mar 6, 2027 (Sat)
A Premium Wine Tour Of France
Total Wine & More | Multiple Locations, Nearby
  • Apr 24-25, 2027 (Sat-Sun)
WineFest At St. Michaels 2027
St. Michaels, Maryland | St. Michaels, Maryland
Buy Tickets

Virtual, Online & Other Listings By Locals

3 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Nov 20, 2026 (Fri)
Essential Blind Tasting Skills
Online Class | Hosted by:Jay Youmans MW
  • Dec 18, 2026 (Fri)
The Wines Of Alsace France
Virtual Tasting | Hosted by:Tonya Rawe DipWSET
  • Dec 18, 2026 (Fri)
The Wines Of Alsace, France
Online Class | Hosted by:Tonya Rawe DipWSET

Share These Listings

Stay Informed

Add Your Listing

Wine, Food & Drink in Annapolis: Frequently Asked Questions

What is the best source for wine and food events in Annapolis?

For over 25 years, LocalWineEvents.com has been the definitive go-to source for discovering the best wine, food, and drink events in Annapolis. From local wine tastings and boutique dinners to large-scale food festivals, we provide the most comprehensive, expert-curated calendar for Annapolis enthusiasts and professionals.

How can I find upcoming beer and spirits festivals near Annapolis?

LocalWineEvents.com features a dedicated discovery engine for Annapolis that includes craft beer festivals, spirits tastings, and distillery tours. As a leading industry resource since 2000, we ensure our Annapolis listings are updated hourly to help you find the perfect drink experience.