Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Annapolis, Maryland

Submit Your Event

Premium Event

2026 Winefest At St. Michaels
  • Sat, April 25, 2026 to Sun, April 26, 2026
St. Michaels, MD
View details

Featured Local Events

Washington, DC

WSET Level 1 Award In Wines

Sat, December 13, 2025

View details

Online Class

Understanding The Wine Business In America

Tue, January 6, 2026

View details

Elkridge, MD, MD

Champagnes For The Holidays Dinner

Thu, December 11, 2025

View details

Online Class

WSET Level 3 Award In Wines Online Live

Mon, January 5, 2026

View details

Philadelphia, PA

Join The Wine Club — Unlock Philadelphia’s Premier Wine Community

Mon, February 16, 2026

View details

St. Michaels, MD

2026 Winefest At St. Michaels

Sat, April 25, 2026 to Sun, April 26, 2026

View details

All Upcoming Local Events

94 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Dec 4, 2025 (Thu)
Old Fashioned Dinner Pairing
UNO Pizzeria & Grill | Ellicott City, MD
  • Dec 4, 2025 (Thu)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2025 (Fri)
Merriweather District Cocktail Crawl
Merriweather District | Columbia, MD
  • Dec 5, 2025 (Fri)
Celebrate Repeal Day! Vintage Whiskey Tasting
Jack Rose Dining Saloon | Washington DC, DC
  • Dec 5, 2025 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Dec 5, 2025 (Fri)
Clase Azul: A Taste Of Mexico
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2025 (Fri)
Beer Soiree At Peabody Heights Brewery
Peabody Heights Brewery | Baltimore, MD
  • Dec 6, 2025 (Sat)
Holiday Entertaining! Classic Hors D'oeuvres For The Upcoming Holidays...
Schola | Baltimore, MD
  • Dec 6, 2025 (Sat)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 6, 2025 (Sat)
Cooking Class In Washington D.C. Pasta From Scratch
Blossom Bakery and Cafe | Washington, DC
  • Dec 6, 2025 (Sat)
Shaken, Stirred & Seasonal: Holiday Mixology And Small Bites Pairings
310 Links Ln | Queenstown, MD
  • Dec 6, 2025 (Sat)
Premium Holiday Gifting With Moët Hennessy 
Total Wine & More | Multiple Locations, Nearby
  • Dec 6, 2025 (Sat)
Christmas Murder Mystery At Atlas Brew Works - Bridge District
Atlas Brew Works Bridge District Brewery & Tap Room | Washington, DC
  • Dec 6, 2025 (Sat)
Sparkling Journey: Champagne & Sparkling Wine Tasting & Market
Hotel Zena, a Viceroy Urban Retreat | Washington, DC
  • Dec 6, 2025 (Sat)
Sparkling Wines Worth Celebrating: A Wine Tasting And Class
Mallard | Washington, DC
  • Dec 6, 2025 (Sat)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 6, 2025 (Sat)
Girl's Night Out: Community Dinner
Two7 Art Studio & Gallery | Baltimore, MD
  • Dec 6, 2025 (Sat)
Paint And Shake
The Crazy Mason Milkshake Bar Old Ellicott City | Ellicott City, MD
  • Dec 6, 2025 (Sat)
Make Gnocchi With Chef Heather - Pasta Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Dec 6, 2025 (Sat)
An Evening Of Tango & Bites (Saturday, December 6, From 7:00 P.m. To 10:00)
408 H St NE | Washington, DC
  • Dec 7, 2025 (Sun)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 7, 2025 (Sun)
Rare Scotch Whisky Tasting Experience - Washington, D.C.
Jack Rose Dining Saloon | Washington, DC
  • Dec 7, 2025 (Sun)
Feast Of The Seven Fishes
Schola | Baltimore, MD
  • Dec 7, 2025 (Sun)
Pasta Making With Chef Jesse - Pasta Making Cooking Class In Baltimore | Classpop!™
The Wine Collective | Baltimore | Baltimore, MD
  • Dec 8, 2025 (Mon)
Holiday Soiree Bourbon Tasting
Bare Bones Bar & Grill | Ellicott City, MD
  • Dec 9, 2025 (Tue)
Bordeaux Unveiled: A Journey Through The Classics
Cork & Fork LLC | Washington, DC
  • Dec 9, 2025 (Tue)
Bordeaux Unveiled: A Journey Through The Classics
Cork & Fork Fine Wine Merchants | Washington, DC
  • Dec 9, 2025 (Tue)
Mallard Supper Series: Burgundy Black Truffle Dinner!
Mallard | Washington, DC
  • Dec 9, 2025 (Tue)
Boy's Night Out Bourbon & Wine Tasting
Chesapeake Wine Company | Baltimore, MD
  • Dec 10, 2025 (Wed)
Sip And Shells: Oyster Ornament Workshop
Robin Hill Farm and Vineyards | Brandywine, MD
  • Dec 10, 2025 (Wed)
Madera Mixology - December Edition
FireFly | Washington, DC
  • Dec 10, 2025 (Wed)
Cooking Class In Washington D.C. Spanish Paella And Tapas
Blossom Bakery and Cafe | Washington, DC
  • Dec 10, 2025 (Wed)
In-person Class: Artisan Ravioli Making (DC)
Galería @ La Cosecha | Washington, DC
  • Dec 11, 2025 (Thu)
Live Jazz & Wine Tasting
402 N Howard St | Baltimore, MD
  • Dec 11, 2025 (Thu)
Spiced, Sweet & Everything Neat: Flavored Spirits For Winter
Total Wine & More | Multiple Locations, Nearby
  • Dec 11, 2025 (Thu)
Champagnes For The Holidays Dinner
The Elkridge Furnace Inn | Elkridge, MD
  • Dec 11, 2025 (Thu)
Champagnes For The Holidays Dinner
The Elkridge Furnace Inn and Garden House | Elkridge, MD, MD
Buy Tickets
  • Dec 11, 2025 (Thu)
Holiday Sparkling Mixology Class
1 N Haven St suite 301 | Baltimore, MD
  • Dec 11, 2025 (Thu)
Sake & Wine: Holiday Soirée
609 H St NE | Washington, DC
  • Dec 11, 2025 (Thu)
Champagne And Burgundy Wine Dinner
Vin Sur Vingt Wine Bar D.C. | Washington, DC
  • Dec 12, 2025 (Fri)
Latte Art Basics- DC
Counter Culture Coffee DC | Washington, DC
  • Dec 12, 2025 (Fri)
Exploring The Essence Of Tradition: A Journey Through Valserrano & Quinta Das Carvalhas
Total Wine & More | Multiple Locations, Nearby
  • Dec 12, 2025 (Fri)
Live Jazz & Wine Tasting
402 N Howard St | Baltimore, MD
  • Dec 12, 2025 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Dec 12, 2025 (Fri)
High End Holiday Gifting
Total Wine & More | Multiple Locations, Nearby
  • Dec 12, 2025 (Fri)
Brushes, Bites & Bubbly
Thelma's kitchen & Catering | Glen Burnie, MD
  • Dec 13, 2025 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Dec 13, 2025 (Sat)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 13, 2025 (Sat)
West Coast Cabernets From The Duckhorn Portfolio
Total Wine & More | Multiple Locations, Nearby
  • Dec 13, 2025 (Sat)
Holiday Cocktail Workshop
Harriet Tubman Cultural Center | Columbia, MD
  • Dec 13, 2025 (Sat)
Live Jazz & Wine Tasting
402 N Howard St | Baltimore, MD
  • Dec 14, 2025 (Sun)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 14, 2025 (Sun)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby
  • Dec 14, 2025 (Sun)
Feast Of The Seven Fishes
Schola | Baltimore, MD
  • Dec 14, 2025 (Sun)
WSET L1 Award In Wines
Charm City Wine School | BALTIMORE, Maryland
  • Dec 16, 2025 (Tue)
Bold Fork Books' Annual Holiday Cookie Swap
Bold Fork Books | Washington, DC
  • Dec 17, 2025 (Wed)
In-person Class: Artisan Ravioli Making (DC)
Galería @ La Cosecha | Washington, DC
  • Dec 18, 2025 (Thu)
Grape Expectations: Brampton 1860 "Joyeux Feast-ivités"
25227 Chestertown Rd | Chestertown, MD
  • Dec 18, 2025 (Thu)
Wine & Chocolate Pairng
Charm City Wine School | BALTIMORE, Maryland
  • Dec 18, 2025 (Thu)
The Feast Of The Seven Fishes
The Outpost American Tavern | Baltimore, MD
  • Dec 19, 2025 (Fri)
Live Jazz & Wine Tasting
402 N Howard St | Baltimore, MD
  • Dec 19, 2025 (Fri)
Wine & Watercolors With Shop Made In MD
Shop Made in Maryland - College Park | College Park, MD
  • Dec 19, 2025 (Fri)
Christmas Cookie Decorating Class & Milkshakes!
The Crazy Mason Milkshake Bar Old Ellicott City | Ellicott City, MD
  • Dec 19, 2025 (Fri)
In-Person Class: Festive Holiday French Macarons (DC)
La Cosecha | Washington, DC
  • Dec 20, 2025 (Sat)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 20, 2025 (Sat)
Make Irish Whiskey French Toast - Cooking Class In Washington, D.C. | Classpop!™
DC Brau | Washington, DC
  • Dec 20, 2025 (Sat)
A Tiramisu Making Experience
miXt Food Hall | Brentwood, MD
  • Dec 20, 2025 (Sat)
Cookies & Cocoa: Cookie Decorating Class W/ Cake-wich Craft
Shop Made In DC - Union Market | Washington, DC
  • Dec 20, 2025 (Sat)
KSB African And Caribbean Cuisine Fundraising Dinner
8902 Harford Rd | Parkville, MD
  • Dec 20, 2025 (Sat)
Feast Of The Seven Fishes
Schola | Baltimore, MD
  • Dec 20, 2025 (Sat)
Homemade Fettuccine Alfredo With Chef Heather - Pasta Making Cooking Class In Baltimore | Classpop!™
Swill by Blacksmiths | Baltimore, MD
  • Dec 21, 2025 (Sun)
Distillery Tours And Tastings
Shmidt Spirits | Beltsville, MD
  • Dec 21, 2025 (Sun)
Sushi Rolling For Beginners - Sushi Making Cooking Class In Baltimore | Classpop!™
Guilford Hall Brewery | Baltimore, MD
  • Dec 21, 2025 (Sun)
Homemade Spaghetti Bolognese With Chef Jasmine - Pasta Making Cooking Class In Washington, D.C. | Classpop!™
DC Brau | Washington, DC
  • Dec 21, 2025 (Sun)
Christmas Cookie Decorating Class & Milkshakes!
The Crazy Mason Milkshake Bar Old Ellicott City | Ellicott City, MD
  • Dec 21, 2025 (Sun)
Cooking Class In Washington D.C. Sushi Maki Rolls
Blossom Bakery and Cafe | Washington, DC
  • Dec 22, 2025 (Mon)
Feast Of The Seven Fishes
Schola | Baltimore, MD
  • Dec 23, 2025 (Tue)
Feast Of The Seven Fishes
Schola | Baltimore, MD
  • Dec 23, 2025 (Tue)
Feast Of The 7 Fishes
The Elkridge Furnace Inn and Garden House | Elkridge, MD
  • Dec 23, 2025 (Tue)
Benny’s Presents: The Feast Of The Seven Fishes
Benny's (Formerly Joe Benny’s) | Baltimore, MD
  • Jan 15, 2026 (Thu)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby
  • Jan 17, 2026 (Sat)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby
  • Jan 29, 2026 (Thu)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby
  • Jan 31, 2026 (Sat)
Barrel Aged Spirits
Total Wine & More | Multiple Locations, Nearby
  • Feb 12, 2026 (Thu)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby
  • Feb 13, 2026 (Fri)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby
  • Feb 16, 2026 (Mon)
  • Mar 28, 2026 (Sat)
Join The Wine Club — Unlock Philadelphia’s Premier Wine Community
Wine School of Philadelphia | Philadelphia, PA
  • Feb 28, 2026 (Sat)
Unlocking Your Home Bar - Essentials For Cocktail Lovers
Total Wine & More | Multiple Locations, Nearby
  • Mar 6, 2026 (Fri)
Once Upon A Time In Scotland: A Whisky Journey With Glenmorangie & Ardbeg
Total Wine & More | Multiple Locations, Nearby
  • Mar 12, 2026 (Thu)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby
  • Mar 14, 2026 (Sat)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby
  • Mar 19, 2026 (Thu)
Gems Of Scotland With Ian Macleod Distillers
Total Wine & More | Multiple Locations, Nearby
  • Mar 21, 2026 (Sat)
The State Of Single Estate Cognac With ABK6
Total Wine & More | Multiple Locations, Nearby
  • Apr 25-26, 2026 (Sat-Sun)
2026 Winefest At St. Michaels
Winefest at St. Michaels | St. Michaels, MD
Buy Now

Virtual, Online & Other Listings By Locals

12 Events listed within 30 miles.

60 miles 30 miles 15 miles
  • Dec 5, 2025 (Fri)
Comparative Tasting Of Syrah From Around The World
Virtual Tasting | Hosted by:Claudia Chamberlain DipWSET & MW Candidate
  • Dec 5, 2025 (Fri)
Comparative Tasting Of Syrah From Around The World
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate
  • Dec 6, 2025 (Sat)
Bold Reds For The Holidays
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate
  • Dec 6, 2025 (Sat)
Bold Reds For The Holidays
Virtual Tasting | Hosted by:Claudia Chamberlain DipWSET & MW Candidate
  • Dec 10-15, 2025 (Wed-Mon)
Christmas Wine & Gift Basket Inspiration 2025
(Free) Online Class | Hosted by:DC Wine & Spirits
  • Dec 13, 2025 (Sat)
Wines Of Piedmont, Italy
Virtual Tasting | Hosted by:Jay Youmans MW
  • Dec 13, 2025 (Sat)
Wines Of Piedmont, Italy
Online Class | Hosted by:Jay Youmans MW
  • Jan 3, 2026 (Sat)
Wine Spectator's Top 10 Wines Of 2025
Virtual Tasting | Hosted by:Jay Youmans MW
  • Jan 3, 2026 (Sat)
Wine Spectator's Top 10 Wines Of 2025
Online Class | Hosted by:Jay Youmans MW
  • Jan 5, 2026 (Mon)
WSET Level 3 Award In Wines Online Live
Online Class | Hosted by:Kasia White DipWSET
  • Jan 6, 2026 (Tue)
Understanding The Wine Business In America
Online Class | Hosted by:Jay Youmans MW
  • Jan 7, 2026 (Wed)
WSET Diploma Unit D1 Wine Production Online Live
Online Class | Hosted by:Kasia White DipWSET

Share These Listings

Stay Informed

Add Your Listing

By using this website, you agree to our use of cookies. We use cookies to provide a better user experience.