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Cigar and wine festival Events and Things to do in Chesapeake, VA

Decoys Spring Wine Fest
Sat, Mar 28, 1:00 PM
Suffolk · Decoys Seafood
Decoys Spring Wine Fest
Sat, Mar 28, 1:00 PM
Suffolk · Decoys Seafood
Hampton Wine & Spirit Expo
Sat, Apr 11, 12:00 PM
Hampton · Hampton Roads Convention Center
Hampton Wine & Spirit Expo
Sat, Apr 11, 12:00 PM
Hampton · Hampton Roads Convention Center
Sales end soon
Wine Tasting & Educational Class: Uncorking Wine Myths
Sunday at 4:00 PM
Chesapeake · WineStyles Chesapeake
Sales end soon
Wine Tasting & Educational Class: Uncorking Wine Myths
Sunday at 4:00 PM
Chesapeake · WineStyles Chesapeake
Going fast
Bourbon Social Club: Best of 12+ Years Edition
Thu, Mar 19, 7:00 PM
Virginia Beach · Blue Pete's Restaurant
Going fast
Bourbon Social Club: Best of 12+ Years Edition
Thu, Mar 19, 7:00 PM
Virginia Beach · Blue Pete's Restaurant
Almost full
Wine Glass Painting & Charm Marker- Kitsch
Today at 5:30 PM
Norfolk · Kitsch
Almost full
Wine Glass Painting & Charm Marker- Kitsch
Today at 5:30 PM
Norfolk · Kitsch
Neptune's 21st Annual Spring Wine Festival
Sat, May 16, 12:00 PM
Virginia Beach · Neptune's Park
Neptune's 21st Annual Spring Wine Festival
Sat, May 16, 12:00 PM
Virginia Beach · Neptune's Park
Almost full
Pork and Pinot Party @ Vintage Tavern
Sun, Apr 19, 3:00 PM
Suffolk · Vintage Tavern
Almost full
Pork and Pinot Party @ Vintage Tavern
Sun, Apr 19, 3:00 PM
Suffolk · Vintage Tavern
Sales end soon
IRV and WES PRESENTS 2026 MEAC WEEKEND DAY PARTY (NEW LOCATION)
Tomorrow at 3:00 PM
Portsmouth · Victory River Burger Bistro Wine and Whiskey (VRBB)
Sales end soon
IRV and WES PRESENTS 2026 MEAC WEEKEND DAY PARTY (NEW LOCATION)
Tomorrow at 3:00 PM
Portsmouth · Victory River Burger Bistro Wine and Whiskey (VRBB)
Going fast
4/13- Virginia Beach, VA- Twilight in Thailand
Mon, Apr 13, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Going fast
4/13- Virginia Beach, VA- Twilight in Thailand
Mon, Apr 13, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Neptune's 29th Annual Fall Wine Festival
Virginia Beach · Neptune's Park
Neptune's 29th Annual Fall Wine Festival
Virginia Beach · Neptune's Park
Sales end soon
Wine Glass Painting
Today at 7:00 PM
Portsmouth · 433 High St
Sales end soon
Wine Glass Painting
Today at 7:00 PM
Portsmouth · 433 High St
Pour Choices: Spring Wine Dinner
Thu, Apr 23, 7:00 PM
Virginia Beach · Blue Pete's Restaurant
Pour Choices: Spring Wine Dinner
Thu, Apr 23, 7:00 PM
Virginia Beach · Blue Pete's Restaurant
Sip & Create: Fruit Tart Experience
Thu, Apr 16, 5:30 PM
Norfolk · Waters Edge Winery & Bistro Norfolk
Sip & Create: Fruit Tart Experience
Thu, Apr 16, 5:30 PM
Norfolk · Waters Edge Winery & Bistro Norfolk
Going fast
WINE, WOMEN & WEALTH is April 6th in VB!
Mon, Apr 6, 6:00 PM
Virginia Beach · Five Rings Financial
Going fast
WINE, WOMEN & WEALTH is April 6th in VB!
Mon, Apr 6, 6:00 PM
Virginia Beach · Five Rings Financial
COMEDY NIGHT at BEACH VODKA
Sat, Apr 4, 7:00 PM
Virginia Beach · Beach Vodka
COMEDY NIGHT at BEACH VODKA
Sat, Apr 4, 7:00 PM
Virginia Beach · Beach Vodka
Sip & Frost: Fake Cake Decorating Experience
Thu, May 7, 6:00 PM
Norfolk · Waters Edge Winery & Bistro Norfolk
Sip & Frost: Fake Cake Decorating Experience
Thu, May 7, 6:00 PM
Norfolk · Waters Edge Winery & Bistro Norfolk
Crab & Wine and Music Festival - Beats & Pedals Festival
Sat, Sep 19, 9:00 AM
Portsmouth · Portside Park
Crab & Wine and Music Festival - Beats & Pedals Festival
Sat, Sep 19, 9:00 AM
Portsmouth · Portside Park
2026 Chef Fest: A Taste of Joy
Wed, Mar 25, 6:30 PM
Norfolk · Town Point Club
2026 Chef Fest: A Taste of Joy
Wed, Mar 25, 6:30 PM
Norfolk · Town Point Club
Wine, Women & Wealth® - Taking The Lead With Your Money.
Mon, Apr 6, 5:15 PM
Virginia Beach · Five Rings Financial - Virginia Beach
Wine, Women & Wealth® - Taking The Lead With Your Money.
Mon, Apr 6, 5:15 PM
Virginia Beach · Five Rings Financial - Virginia Beach
Bake & Sip: Neo-Soul Night | Thursday Lounge Series at Water’s Edge Winery
Thu, Mar 26, 6:00 PM
Norfolk · Waters Edge Winery & Bistro Norfolk
Bake & Sip: Neo-Soul Night | Thursday Lounge Series at Water’s Edge Winery
Thu, Mar 26, 6:00 PM
Norfolk · Waters Edge Winery & Bistro Norfolk

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