Discover Wine Festival Events & Activities in Chesapeake, VA

Neptune's 20th Annual Spring Wine Festival
Sat, May 17, 12:00 PM
Neptune's Park
Neptune's 20th Annual Spring Wine Festival
Sat, May 17, 12:00 PM
Neptune's Park
May Wine Club Pick-Up Party
Tue, May 6, 5:30 PM
WineStyles Chesapeake
May Wine Club Pick-Up Party
Tue, May 6, 5:30 PM
WineStyles Chesapeake
Line Dance & Wine – Special Celebration Event
Sat, May 17, 7:00 PM
Virginia Beach Winery
Line Dance & Wine – Special Celebration Event
Sat, May 17, 7:00 PM
Virginia Beach Winery
5/7 - Small Bites & Wine Flights; Junk Foodie
Wed, May 7, 6:00 PM
733 Lynnhaven Mall Loop
5/7 - Small Bites & Wine Flights; Junk Foodie
Wed, May 7, 6:00 PM
733 Lynnhaven Mall Loop
PSSITA 2025 ALL WHITE WINE & CIGAR FESTIVAL
Sat, Jun 7, 4:00 PM
645 Woodlake Dr
PSSITA 2025 ALL WHITE WINE & CIGAR FESTIVAL
Sat, Jun 7, 4:00 PM
645 Woodlake Dr
Rooftop Wine Tasting: A Mother's Day Evening Escape at The Silos
Sun, May 11, 6:00 PM
The Silos Bar
Rooftop Wine Tasting: A Mother's Day Evening Escape at The Silos
Sun, May 11, 6:00 PM
The Silos Bar
Wine & Design Succulent Wine Bottle Arrangement
Fri, May 9, 6:00 PM
Sirens Subs
Wine & Design Succulent Wine Bottle Arrangement
Fri, May 9, 6:00 PM
Sirens Subs
Line Dance & Wine
Sat, May 3, 7:00 PM
Virginia Beach Winery
Line Dance & Wine
Sat, May 3, 7:00 PM
Virginia Beach Winery
Saturday Wine Tasting
Sat, May 3, 12:00 PM + 48 more
Virginia Beach Winery
Saturday Wine Tasting
Sat, May 3, 12:00 PM + 48 more
Virginia Beach Winery
Get On The List - Wine Crawl Norfolk- Pre Sale Wait List
Sat, Jun 14, 1:00 PM
TBD
Get On The List - Wine Crawl Norfolk- Pre Sale Wait List
Sat, Jun 14, 1:00 PM
TBD
Nearly full
5/20- Virginia Beach, VA- La Buena Vida
Tue, May 20, 7:00 PM
733 Lynnhaven Mall Loop
Nearly full
5/20- Virginia Beach, VA- La Buena Vida
Tue, May 20, 7:00 PM
733 Lynnhaven Mall Loop
DUTTY WINE ROOFTOP POOL PARTY with TONY MATTERHORN
Sat, May 31, 3:00 PM
Monroe Rooftop
DUTTY WINE ROOFTOP POOL PARTY with TONY MATTERHORN
Sat, May 31, 3:00 PM
Monroe Rooftop
Pour Choices: Brunch & Bubbles Wine Pairing
Sun, May 18, 11:00 AM
Blue Pete's Restaurant
Pour Choices: Brunch & Bubbles Wine Pairing
Sun, May 18, 11:00 AM
Blue Pete's Restaurant
Succulent Wine Bottle Arrangement
Sun, Jun 1, 2:00 PM
Virginia Beach Winery
Succulent Wine Bottle Arrangement
Sun, Jun 1, 2:00 PM
Virginia Beach Winery
Sales end soon
Uncorked Educational Wine Tasting: Food and Wine Pairing Basics
Tomorrow at 2:00 PM
WineStyles Chesapeake
Sales end soon
Uncorked Educational Wine Tasting: Food and Wine Pairing Basics
Tomorrow at 2:00 PM
WineStyles Chesapeake
Dutty Wine Pool Party with TONY MATTERHORN
Sat, May 31, 3:00 PM
Monroe Rooftop
Dutty Wine Pool Party with TONY MATTERHORN
Sat, May 31, 3:00 PM
Monroe Rooftop
June LIVE Wine Women and Wealth® (WWW) VA Beach -Come & Be Inspired
Mon, Jun 2, 5:15 PM
Five Rings Financial Office
June LIVE Wine Women and Wealth® (WWW) VA Beach -Come & Be Inspired
Mon, Jun 2, 5:15 PM
Five Rings Financial Office
WINE, WOMEN & WEALTH is May 5th in VB!
Mon, May 5, 6:00 PM
Five Rings Financial
WINE, WOMEN & WEALTH is May 5th in VB!
Mon, May 5, 6:00 PM
Five Rings Financial
Neptune's 28th Annual Fall Wine Festival
Neptune's Park
Neptune's 28th Annual Fall Wine Festival
Neptune's Park
Sales end soon
Weekday Wine Tasting
Monday at 12:00 PM + 62 more
Virginia Beach Winery
Sales end soon
Weekday Wine Tasting
Monday at 12:00 PM + 62 more
Virginia Beach Winery

Neptune's 20th Annual Spring Wine Festival

Neptune's 20th Annual Spring Wine Festival

May Wine Club Pick-Up Party

May Wine Club Pick-Up Party

Line Dance & Wine – Special Celebration Event

Line Dance & Wine – Special Celebration Event

5/7 - Small Bites & Wine Flights; Junk Foodie

5/7 - Small Bites & Wine Flights; Junk Foodie

PSSITA 2025 ALL WHITE WINE & CIGAR FESTIVAL

PSSITA 2025 ALL WHITE WINE & CIGAR FESTIVAL

Rooftop Wine Tasting: A Mother's Day Evening Escape at The Silos

Rooftop Wine Tasting: A Mother's Day Evening Escape at The Silos

Wine & Design Succulent Wine Bottle Arrangement

Wine & Design Succulent Wine Bottle Arrangement

Line Dance & Wine

Line Dance & Wine

Saturday Wine Tasting

Saturday Wine Tasting

Get On The List - Wine Crawl Norfolk- Pre Sale Wait List

Get On The List - Wine Crawl Norfolk- Pre Sale Wait List

5/20- Virginia Beach, VA- La Buena Vida

5/20- Virginia Beach, VA- La Buena Vida

DUTTY WINE ROOFTOP POOL PARTY with TONY MATTERHORN

DUTTY WINE ROOFTOP POOL PARTY with TONY MATTERHORN

Pour Choices: Brunch & Bubbles Wine Pairing

Pour Choices: Brunch & Bubbles Wine Pairing

Succulent Wine Bottle Arrangement

Succulent Wine Bottle Arrangement

Uncorked Educational Wine Tasting: Food and Wine Pairing Basics

Uncorked Educational Wine Tasting: Food and Wine Pairing Basics

Dutty Wine Pool Party with TONY MATTERHORN

Dutty Wine Pool Party with TONY MATTERHORN

June LIVE Wine Women and Wealth® (WWW) VA Beach -Come & Be Inspired

June LIVE Wine Women and Wealth® (WWW) VA Beach -Come & Be Inspired

WINE, WOMEN & WEALTH is May 5th in VB!

WINE, WOMEN & WEALTH is May 5th in VB!

Neptune's 28th Annual Fall Wine Festival

Neptune's 28th Annual Fall Wine Festival

Weekday Wine Tasting

Weekday Wine Tasting

Things to do around Chesapeake

Trends in Chesapeake

1. Easter egg hunt

2. Kids

3. Free kids events

4. Job fair

5. Car show

6. Puppy yoga

7. Speed dating events

8. Concerts

9. Spring break

10. Mothers day brunch

11. Mothers day

12. 5k