Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Leonardtown, Maryland

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Featured Local Events

Online Class

WSET Level 1 Award In Wines Online Live

Sat, January 11, 2025

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Richmond, Virginia

Virginia Wine Expo Presented By Publix

Sun, March 2, 2025 to Sun, March 9, 2025

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Washington, DC

WSET Level 1 Award In Wines

Sat, January 18, 2025

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Online Class

WSET Level 2 Award In Wines Online Live

Sun, January 5, 2025

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Online Class

WSET Level 3 Award In Wines Online Live

Tue, January 7, 2025

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Online Class

WSET Level 2 Award In Wines Online Live

Thu, January 16, 2025

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All Upcoming Local Events


  • Dec 22, 2024 (Sun)
Holiday Breakfast
Cookology Culinary School | Arlington, VA

  • Dec 22, 2024 (Sun)
Holiday Small Bites- Cranberry-Brie Knots & Gingerbread Cheesecake
Cookology Culinary School | Arlington, VA

  • Dec 22, 2024 (Sun)
A Holiday Wine Tasting Event To Remember
Wildwood Community Center Neighborhood 1, 44685 Wildewood Parkway, California, MD, USA | California, MD

  • Dec 22, 2024 (Sun)

  • Dec 22, 2024 (Sun)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 23, 2024 (Mon)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 24, 2024 (Tue)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 25, 2024 (Wed)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 25-26, 2024 (Wed-Thu)
Wine&Whiskey Wednesdays
AROMA LOUNGE | Bowie, MD

  • Dec 26, 2024 (Thu)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 26-27, 2024 (Thu-Fri)
Diamond Thursdays
Black Diamond Restaurant and Lounge | Silver Spring, MD

  • Dec 27, 2024 (Fri)
Pre-New Year’s Sparkling Tasting
Chain Bridge Cellars | McLean, VA

  • Dec 27, 2024 (Fri)
Wine + Watercolors W/SMIMD
Shop Made in Maryland - College Park | College Park, MD


  • Dec 27, 2024 (Fri)
Champagne Date Night W/ Mixology!
Cookology Culinary School | Arlington, VA

  • Dec 27, 2024 (Fri)
Friday Mixology Class
Rudy's Golf and Sports Bar, South Van Dorn Street, Alexandria, VA, USA | Alexandria, VA

  • Dec 27-28, 2024 (Fri-Sat)
Vibe Session: Eat. Drink. Vibe.
Lima Twist | Washington, DC

  • Dec 27, 2024 (Fri)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 27, 2024 (Fri)
Paint And Date - Sip And Paint Workshop
8901 49th Ave | College Park, MD

  • Dec 28, 2024 (Sat)
Pre-New Year’s Sparkling Tasting
Chain Bridge Cellars | McLean, VA

  • Dec 28, 2024 (Sat)
Snow Globe Soirée
Under the Stars Farm | Gloucester, VA

  • Dec 28, 2024 (Sat)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 28, 2024 (Sat)
Paint And Date - Sip And Paint Workshop
8901 49th Ave | College Park, MD

  • Dec 30, 2024 (Mon)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 30, 2024 (Mon)
12/30- Annapolis, MD- Bubbles And Beginnings
Cooper's Hawk Winery & Restaurant- Annapolis | Annapolis, MD

  • Dec 30, 2024 (Mon)
Champagne Classes 2024!
1351 Chain Bridge Rd | McLean, VA

  • Dec 30, 2024 (Mon)
12/30- Reston, VA- Bubbles And Beginnings
Cooper's Hawk Winery & Restaurant- Reston | Reston, VA

  • Dec 31, 2024 (Tue)
5 Course 2024 NYE Celestial Dinner
Wharf 38 | Deale, MD

  • Dec 31, 2024 (Tue)
Easy Company's New Year's Eve Dinner!
Easy Company | Washington, DC

  • Dec 31, 2024 (Tue)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Dec 31, 2024-Jan 1, 2025 (Tue-Wed)
Atlas Brew Works Frothy New Years Eve Party 2025
Atlas Brew Works Half Street Brewery & Tap Room | Washington, DC

  • Dec 31, 2024-Jan 1, 2025 (Tue-Wed)

  • Jan 1, 2025 (Wed)
Pet Portrait 1:00-4:00 PM
Merlots Masterpiece | Washington, DC

  • Jan 1, 2025 (Wed)
Game Night & Whiskey Wednesdays
1545 New Jersey Avenue Northwest, Washington, DC, USA | Washington, DC

  • Jan 1, 2025 (Wed)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 2, 2025 (Thu)

  • Jan 2, 2025 (Thu)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 2-3, 2025 (Thu-Fri)
Diamond Thursdays
Black Diamond Restaurant and Lounge | Silver Spring, MD


  • Jan 3, 2025 (Fri)
Wine + Watercolors W/SMIMD
Shop Made in Maryland - College Park | College Park, MD

  • Jan 3-4, 2025 (Fri-Sat)
Vibe Session: Eat. Drink. Vibe.
Lima Twist | Washington, DC

  • Jan 3, 2025 (Fri)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 3, 2025 (Fri)
Paint And Date - Sip And Paint Workshop
8901 49th Ave | College Park, MD

  • Jan 4, 2025 (Sat)
Paint & Sip At Solaire Social
Solaire Social | Silver Spring, MD

  • Jan 4, 2025 (Sat)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 4, 2025 (Sat)
Paint And Date - Sip And Paint Workshop
8901 49th Ave | College Park, MD

  • Jan 6, 2025 (Mon)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 7, 2025 (Tue)
Tickle Me Tuesday Ft Mike Brooks & Friends @ Piano Keys Lounge Every Tue
Piano Keys Restaurant and Lounge | Brandywine, MD

  • Jan 7, 2025 (Tue)
WSET Level 3 Award In Wines Online Live
Online Class | Hosted by:Kasia White DipWSET

  • Jan 8, 2025 (Wed)
Game Night & Whiskey Wednesdays
1545 New Jersey Avenue Northwest, Washington, DC, USA | Washington, DC

  • Jan 8, 2025 (Wed)
Aperitivo Hour With Plant Wines
Sonny’s Pizza | Washington, DC

  • Jan 8, 2025 (Wed)
In-Person Class: Make Your Own Sushi (DC)
Galería @ La Cosecha | Washington, DC

  • Jan 8, 2025 (Wed)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 9, 2025 (Thu)
Craft Beer & Fine Cheese Pairing
Fair Winds Brewing Company | Lorton, VA

  • Jan 9, 2025 (Thu)
Mallard Supper Series: Wild Game!
Mallard | Washington, DC

  • Jan 9, 2025 (Thu)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 9-10, 2025 (Thu-Fri)
Diamond Thursdays
Black Diamond Restaurant and Lounge | Silver Spring, MD

  • Jan 10, 2025 (Fri)
Wine + Watercolors W/SMIMD
Shop Made in Maryland - College Park | College Park, MD

  • Jan 10, 2025 (Fri)
Queenstown Harbor Murder Mystery Dinner Party
Queenstown Harbor Golf | Queenstown, MD

  • Jan 10, 2025 (Fri)
In-Person Class: Better Than Takeout: Classic Pad Thai (DC)
Galería @ La Cosecha | Washington, DC

  • Jan 10, 2025 (Fri)
Introduction To Wine Basics
Capital Wine School | Washington, DC

  • Jan 10, 2025 (Fri)
Friday Mixology Class
Rudy's Golf and Sports Bar, South Van Dorn Street, Alexandria, VA, USA | Alexandria, VA

  • Jan 10-11, 2025 (Fri-Sat)
Vibe Session: Eat. Drink. Vibe.
Lima Twist | Washington, DC

  • Jan 10, 2025 (Fri)
Dinner With Strangers: New Friends In D.C.
Washington D.C. | Washington D.C., DC

  • Jan 10, 2025 (Fri)
Paint And Date - Sip And Paint Workshop
8901 49th Ave | College Park, MD

  • Jan 11, 2025 (Sat)
WSET Level 1 Award In Wines Online Live
Online Class | Hosted by:Matthew Brown DipWSET & MW Candidate

  • Jan 11, 2025 (Sat)

  • Jan 16, 2025 (Thu)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 17, 2025 (Fri)
Sip, Savor And Salud! An Introduction To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 17, 2025 (Fri)

  • Jan 18, 2025 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC

  • Jan 18, 2025 (Sat)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 19, 2025 (Sun)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 24, 2025 (Fri)
A Toast To Dry January
Total Wine & More | Multiple Locations, Nearby

  • Jan 25, 2025 (Sat)
A Toast To Dry January
Total Wine & More | Multiple Locations, Nearby

  • Jan 30, 2025 (Thu)
Wine 101—In Vino Veritas
Total Wine & More | Multiple Locations, Nearby

  • Jan 31, 2025 (Fri)
That's Amore - Wine And Pizza
Total Wine & More | Multiple Locations, Nearby

  • Jan 31, 2025 (Fri)

  • Feb 1, 2025 (Sat)
Wine 101—In Vino Veritas
Total Wine & More | Multiple Locations, Nearby

  • Feb 1, 2025 (Sat)
An Introduction Into The World Of Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 2, 2025 (Sun)
That's Amore Wine And Pizza
Total Wine & More | Multiple Locations, Nearby

  • Feb 2, 2025 (Sun)
Wine 101—In Vino Veritas
Total Wine & More | Multiple Locations, Nearby

  • Feb 6, 2025 (Thu)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Feb 11, 2025 (Tue)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby

  • Feb 12, 2025 (Wed)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby

  • Feb 12, 2025 (Wed)
The Art Of Irish Whiskey With Teeling Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 13, 2025 (Thu)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby

  • Feb 15, 2025 (Sat)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby

  • Feb 16, 2025 (Sun)
Champagne's Elite
Total Wine & More | Multiple Locations, Nearby

  • Feb 16, 2025 (Sun)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby

  • Feb 20, 2025 (Thu)
Sips Of Cupid: A Heartfelt Beer Journey
Total Wine & More | Multiple Locations, Nearby

  • Feb 21, 2025 (Fri)
Unlocking The Secrets Of Burgundy With The Boisset Family
Total Wine & More | Multiple Locations, Nearby

  • Feb 21, 2025 (Fri)
Cocktails & Cupcakes With Chambord
Total Wine & More | Multiple Locations, Nearby

  • Feb 22, 2025 (Sat)
Sips Of Cupid: A Heartfelt Beer Journey
Total Wine & More | Multiple Locations, Nearby

  • Feb 23, 2025 (Sun)
Sips Of Cupid: A Heartfelt Beer Journey
Total Wine & More | Multiple Locations, Nearby

  • Feb 27, 2025 (Thu)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Mar 2-9, 2025 (Sun-Sun)
  • Feb 28-Mar 2, 2025 (Fri-Sun)
Virginia Wine Expo Presented By Publix
Main Street Station | Richmond, Virginia

  • Feb 28, 2025 (Fri)
California Uncorked—Napa Valley & Beyond, Higher End!
Total Wine & More | Multiple Locations, Nearby

  • Mar 1, 2025 (Sat)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Mar 1, 2025 (Sat)
Barrel Aged Spirits
Total Wine & More | Multiple Locations, Nearby

  • Mar 2, 2025 (Sun)
California Elite
Total Wine & More | Multiple Locations, Nearby

  • Mar 2, 2025 (Sun)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Mar 6, 2025 (Thu)
Shamrock Suds: A Toast To Irish Stouts And Reds
Total Wine & More | Multiple Locations, Nearby

  • Mar 7, 2025 (Fri)
Shamrock Suds: A Toast To Irish Stouts And Reds
Total Wine & More | Multiple Locations, Nearby

  • Mar 8, 2025 (Sat)
Shamrock Suds: A Toast To Irish Stouts And Reds
Total Wine & More | Multiple Locations, Nearby

  • Mar 12, 2025 (Wed)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby

  • Mar 13, 2025 (Thu)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby

  • Mar 15, 2025 (Sat)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby

  • Mar 16, 2025 (Sun)
Italy's Elite
Total Wine & More | Multiple Locations, Nearby

  • Mar 16, 2025 (Sun)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby

  • Mar 21, 2025 (Fri)
Wines For Spring From Deutsch Family Wine & Spirits
Total Wine & More | Multiple Locations, Nearby

  • Mar 27, 2025 (Thu)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Mar 28, 2025 (Fri)
Going In Blind—Our Wine Sampling Challenge
Total Wine & More | Multiple Locations, Nearby

  • Mar 29, 2025 (Sat)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Mar 29, 2025 (Sat)
Bourbon—America's Native Spirit​
Total Wine & More | Multiple Locations, Nearby

  • Mar 30, 2025 (Sun)
The Elite Wines Of Spain And Portugal
Total Wine & More | Multiple Locations, Nearby

  • Mar 30, 2025 (Sun)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Apr 9, 2025 (Wed)
Unlocking The Secrets Of Burgundy With The Boisset Family
Total Wine & More | Multiple Locations, Nearby

  • Apr 10, 2025 (Thu)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby

  • Apr 11, 2025 (Fri)
Kosher Wines For Passover
Total Wine & More | Multiple Locations, Nearby

  • Apr 12, 2025 (Sat)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby

  • Apr 13, 2025 (Sun)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby

  • Apr 19, 2025 (Sat)
Tavern Wine Fest
Rice's Hotel / Hughlett's Tavern | Heathsville, VA


Virtual, Online & Other Listings By Locals


  • Recurring: See Details
Wine Tasting
(Free) Online Class | Hosted by:John Gera

  • Jan 4, 2025 (Sat)
WSET Diploma Unit D3 Wines Of The World Online Live
Online Class | Hosted by:Kasia White DipWSET

  • Jan 5, 2025 (Sun)
WSET Level 2 Award In Wines Online Live
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate

  • Jan 7, 2025 (Tue)
WSET Level 3 Award In Wines Online Live
Online Class | Hosted by:Kasia White DipWSET

  • Jan 8, 2025 (Wed)
WSET Diploma Unit D1 Wine Production Online Live
Online Class | Hosted by:Kasia White DipWSET

  • Jan 11, 2025 (Sat)
WSET Level 1 Award In Wines Online Live
Online Class | Hosted by:Matthew Brown DipWSET & MW Candidate

  • Jan 11, 2025 (Sat)
The Wines Of Bordeaux, France - In Person & Online
Virtual Tasting | Hosted by:Claudia Chamberlain DipWSET & MW Candidate

  • Jan 11, 2025 (Sat)
The Wines Of Bordeaux, France - In Person & Online
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate

  • Jan 16, 2025 (Thu)
WSET Level 2 Award In Wines Online Live
Online Class | Hosted by:Kasia White DipWSET

  • Jan 17, 2025 (Fri)
Sangiovese
Virtual Tasting | Hosted by:Claudia Chamberlaine DipWSET & MW Candidate

  • Jan 17, 2025 (Fri)
Sangiovese
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate

  • Jan 31, 2025 (Fri)
Icons Of Australia - In Person & Online
Virtual Tasting | Hosted by:Claudia Chamberlain DipWSET & MW Candidate

  • Jan 31, 2025 (Fri)
Icons Of Australia - In Person Or Online
Online Class | Hosted by:Claudia Chamberlain DipWSET & MW Candidate