Waynesboro, Pennsylvania Wine Tasting Events, Wine Dinners and Festivals

All Upcoming Local Events

87 Events listed within 60 miles.

60 miles 30 miles 15 miles

Feb 14, 2026 (Sat)

Valentine’s Day Caribbean Food & Wine Pairing

Anegada Delights Caribbean Cuisine | Columbia, MD

Feb 14-15, 2026 (Sat-Sun)

Valentines Day Wine And Chocolate Experience

Elk Run Vineyards | Mount Airy, MD

Feb 14, 2026 (Sat)

Valentine’s Day Dinner At Sign Of The Horse - Red Lion

16 N Main St | Red Lion, PA

Feb 14, 2026 (Sat)

Wine & Chocolate Pairing Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 14, 2026 (Sat)

Valentines Dinner At Sign Of The Horse- York

3605 E Market St | York, PA

Feb 14, 2026 (Sat)

Valentine’s Day Prix-Fixe Dinner & After-Dinner Experience

Seven Restaurant | Reston, VA

Feb 14, 2026 (Sat)

February Fork & Glass, A Lovely Evening...

Windridge Vineyards | Darnestown, CA

Feb 14, 2026 (Sat)

Happy Birthday, You're Dead - Murder Mystery With StageCoach Theatre

Casanel Winery | Leesburg, VA

Feb 14, 2026 (Sat)

Valentine’s Day Wine & Dine Experience At Grape Escape

Grape Escape Kentlands | Gaithersburg, MD

Feb 15, 2026 (Sun)

Valentine’s & Galentine’s Brunch At Patti’s Place

Patti's Place | Winchester, VA

Feb 15, 2026 (Sun)

Wine & Chocolate Pairing Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 15, 2026 (Sun)

Galentine’s Sip And Paint At Clyopatra Winery

Clyopatra Winery & Vineyard | Laurel, MD

Feb 15, 2026 (Sun)

Cocktail Making Class

La Prensa Tacos & Tapas | Sterling, VA

Feb 15, 2026 (Sun)

Glitter Sushi & Girl Power: A Galentine’s Culinary Party - Sushi Making Cooking Class In Baltimore | Classpop!™

The Wine Collective | Baltimore | Baltimore, MD

Feb 15, 2026 (Sun)

Mycelia Pop Up Wine Dinner

Ashburn Wine Shop, Wine Bar & Bistro | Ashburn, VA

Feb 15, 2026 (Sun)

Bourbon Tasting & Local Food Pairing

The Purcellville Pub | Purcellville, VA

Feb 16, 2026 (Mon)

Bake Around The World: Global Sweets Day-Off Camp

Little Bitts Shop | Wheaton-Glenmont, MD

Feb 19, 2026 (Thu)

Around The Family Table

Linganore Winecellars | Mount Airy, MD

Feb 19, 2026 (Thu)

Bourbon Social

Shuckin' Shack Oyster Bar | Frederick, MD

Feb 19, 2026 (Thu)

Rosé And Roses: Bouquet Making Class

Clyopatra Winery & Vineyard | Laurel, MD

Feb 19, 2026 (Thu)

Southern Italian Wine Dinner With Live Classical Guitar Accompaniment

The Elkridge Furnace Inn and Garden House | Elkridge, MD

Feb 20, 2026 (Fri)

Spanish Tapas Cooking Class At Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard | Dickerson, MD

Feb 20, 2026 (Fri)

Merlot - The Velvet Charmer Of The Wine World

PA Wine Society at Hilton Harrisburg | Harrisburg, PA

Feb 21, 2026 (Sat)

WSET Level 1 Award In Wines

Capital Wine School | Washington, DC

Feb 21, 2026 (Sat)

An Afternoon In Tuscany – Wine Tasting With Tenuta Torciano

Panagiotas Taste of Greece | Shepherdstown, WV

Feb 21, 2026 (Sat)

Wine & Chocolate Pairing Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 21, 2026 (Sat)

Snowman Sip & Stroll

66 W Main St | Waynesboro, PA

Feb 21, 2026 (Sat)

A Celebration Of Black WineMakers

Pikes Studio Cinema | Pikesville, MD

Feb 21, 2026 (Sat)

Love Lingers: The Art Of Cocktail Making Workshop

The Conche | Leesburg, VA

Feb 21, 2026 (Sat)

Cellar Tour + Tasting - February

The Wine Collective | Baltimore, MD

Feb 22, 2026 (Sun)

Wine & Chocolate Pairing Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 22, 2026 (Sun)

Wine Cocktail Making Class At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 22, 2026 (Sun)

Mix & Mingle: Sourdough Edition

County Line...AKA The 20 1/2 Mile House | Hampstead, MD

Feb 22, 2026 (Sun)

British Cheese Workshop

36577 Heskett Ln | Purcellville, VA

Feb 22, 2026 (Sun)

Cocktail Making Class

La Prensa Tacos & Tapas | Sterling, VA

Feb 22, 2026 (Sun)

Happy Birthday, You're Dead - Murder Mystery With StageCoach Theatre

C'est Bon by Savoir Fare | Round Hill, VA

Feb 22, 2026 (Sun)

Lebanese Wine Pairing Dinner At Byblos Winchester

Byblos Winchester | Winchester, VA

Feb 22, 2026 (Sun)

Lebanese Wine Pairing Dinner At Byblos Winchester

Byblos Winchester | Creekside Station Winchester, VA

Feb 23, 2026 (Mon)

Cellar75 + Aldus Brewing Co. Beer Pairing Dinner

Cellar75 at The Barn Resort | Gettysburg, PA

Feb 24, 2026 (Tue)

February Wine Dinner

Manoletes Cocina Gourmet | Winchester, VA

Feb 25, 2026 (Wed)

Kentucky Nights - A Bourbon Tasting

Mt. Washington Tavern | Baltimore, MD

Feb 25, 2026 (Wed)

Beginner's Cocktail Class @ Alpine Cocktail Bar (6:30pm)

Alpine Plant Bar | Hagerstown, MD

Feb 25, 2026 (Wed)

OLDE MOTHER Beer Dinner - FEB 25th 2026

ROASTHOUSE PUB | Frederick, MD

Feb 26, 2026 (Thu)

WSET Level 2 Award In Wines Online Live

Online Class | Hosted by:Kasia White DipWSET

Feb 27, 2026 (Fri)

Sip & Explore: An In-Store Tasting Experience

Total Wine & More | Multiple Locations, Nearby

Feb 27, 2026 (Fri)

Artisan Pasta Making Class

8 Chains North Winery | Waterford, VA

Feb 28-Mar 1, 2026 (Sat-Sun)
Mar 7-8, 2026 (Sat-Sun)
Mar 14-15, 2026 (Sat-Sun)
Mar 21-22, 2026 (Sat-Sun)

Wine And Art Series Presents: Phil LeVee's "Landscapes Of Frederick County"

Links Bridge Vineyards | Thurmont, MD

Feb 28, 2026 (Sat)

Chocolate Walk - February 28

Bedford | Bedford, PA

Feb 28, 2026 (Sat)

Sip & Explore: An In-Store Tasting Experience

Total Wine & More | Multiple Locations, Nearby

Feb 28, 2026 (Sat)

Wine & Chocolate Pairing Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Feb 28, 2026 (Sat)

California Uncorked—Napa Valley & Beyond!

Total Wine & More | Multiple Locations, Nearby

Feb 28, 2026 (Sat)

Unlocking Your Home Bar - Essentials For Cocktail Lovers

Total Wine & More | Multiple Locations, Nearby

Mar 1, 2026 (Sun)

Sip & Explore: An In-Store Tasting Experience

Total Wine & More | Multiple Locations, Nearby

Mar 1, 2026 (Sun)

Cheesecake & Wine Flights At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Mar 1, 2026 (Sun)

Making Shrimp Pad Thai With Chef Jesse - Cooking Class In Baltimore | Classpop!™

The Wine Collective | Baltimore | Baltimore, MD

Mar 3, 2026 (Tue)

Rockville, MD- A Night In Reserve

Cooper’s Hawk Winery & Restaurant | Rockville, MD

Mar 3, 2026 (Tue)

Reston, VA - A Night In Reserve

Cooper’s Hawk Winery & Restaurant | Reston, VA

Mar 4, 2026 (Wed)

WSET Level 2 Award In Wines

Capital Wine School | Washington, DC

Mar 5, 2026 (Thu)

Wine Label Painting Class At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Mar 5, 2026 (Thu)

Bourbon Dinner

Shuckin' Shack Oyster Bar | Frederick, MD

Mar 5, 2026 (Thu)

Sushi Rolling Class At The Vineyard At Hershey

The Vineyard at Hershey | Middletown, PA

Mar 5, 2026 (Thu)

The Spirits Of Kentucky. 5 Course Bourbon Dinner With Chef Patrick

The Elkridge Furnace Inn and Garden House | Elkridge, MD

Mar 6, 2026 (Fri)

The Spirit Of Dublin: Discover The Art Of Irish Whiskey With Teeling

Total Wine & More | Multiple Locations, Nearby

Mar 7, 2026 (Sat)

A Taste Of Two Legends - Morton's Reston

Morton's The Steakhouse | Reston, VA

Mar 7, 2026 (Sat)

A Taste Of Two Legends - Morton's Bethesda

Morton's The Steakhouse | Bethesda, MD

Mar 10, 2026 (Tue)

WSET Level 3 Award In Wines At Echelon Wine Bar In Leesburg

Echelon Wine Bar | Leesburg, VA

Mar 12, 2026 (Thu)

The Vineyard Table

Black Ankle Vineyards | Mount Airy, MD

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 21, 2026 (Sat)

A Maryland Wine Experience

Union Mills Public House | Frederick, MD

Mar 28, 2026 (Sat)

The Vine Less Traveled

Total Wine & More | Multiple Locations, Nearby

Mar 28, 2026 (Sat)

An Introduction Into The World Of Whiskey

Total Wine & More | Multiple Locations, Nearby

Apr 9, 2026 (Thu)

Legends Of Wine

Total Wine & More | Multiple Locations, Nearby

Apr 11, 2026 (Sat)

Maryland Apple Blossom Cider Festival

Great Frederick Fairgrounds | Frederick, Maryland

Apr 11, 2026 (Sat)

Legends Of Wine

Total Wine & More | Multiple Locations, Nearby

Apr 22, 2026 (Wed)

Better Than The Bar: Elevate Your Home Cocktails With Patrón

Total Wine & More | Multiple Locations, Nearby

Apr 23, 2026 (Thu)

Pop Open A Party—Great Sparkling Wines

Total Wine & More | Multiple Locations, Nearby

Apr 25, 2026 (Sat)

Pop Open A Party—Great Sparkling Wines

Total Wine & More | Multiple Locations, Nearby

Apr 25, 2026 (Sat)

Salud! An Introduction To Tequila & Mezcal

Total Wine & More | Multiple Locations, Nearby

May 1, 2026 (Fri)

Stories In The Glass: An Evening With Jacopo Bacci

Total Wine & More | Multiple Locations, Nearby

May 14, 2026 (Thu)

Vive La France

Total Wine & More | Multiple Locations, Nearby

May 16, 2026 (Sat)

Vive La France

Total Wine & More | Multiple Locations, Nearby

May 30, 2026 (Sat)

Summertime Sips

Total Wine & More | Multiple Locations, Nearby

May 30, 2026 (Sat)

Gin, Vodka & Tequila— A Battle Of The Clear Spirits

Total Wine & More | Multiple Locations, Nearby

Jun 4, 2026 (Thu)

Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)

Total Wine & More | Multiple Locations, Nearby

Jun 6, 2026 (Sat)

The Maryland Wine Festival

Carroll County Farm Museum | Westminster, MD

Jun 11, 2026 (Thu)

Under The Tuscan Sun

Total Wine & More | Multiple Locations, Nearby

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