Spring Wine Festival @ Town Point Park- Norfolk
May
2

Spring Wine Festival @ Town Point Park- Norfolk

Spend a spring weekend on the Downtown Norfolk Waterfront in Town Point Park, sampling a variety of over 200 wines from Virginia's premier wineries!  Named one of the top food and drink festivals in the nation by Business Insider, the 18th Annual Spring Town Point Virginia Wine Festival is one of Hampton Roads’ most anticipated wine festivals. Held on Saturday & Sunday, May 2 & 3, 2026 at Town Point Park along the Downtown Norfolk Waterfront, the festival showcases more than 25 of the Commonwealth’s top wineries in a picturesque setting along the Elizabeth River, to go along with gourmet foods, specialty merchants, live music, and much more! All wines presented during the festival are available for purchase by the bottle or case throughout the day. #oysterjewelry #festevents #wine

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Spring Wine Festival @ Town Point Park- Norfolk
May
3

Spring Wine Festival @ Town Point Park- Norfolk

Spend a spring weekend on the Downtown Norfolk Waterfront in Town Point Park, sampling a variety of over 200 wines from Virginia's premier wineries!  Named one of the top food and drink festivals in the nation by Business Insider, the 18th Annual Spring Town Point Virginia Wine Festival is one of Hampton Roads’ most anticipated wine festivals. Held on Saturday & Sunday, May 2 & 3, 2026 at Town Point Park along the Downtown Norfolk Waterfront, the festival showcases more than 25 of the Commonwealth’s top wineries in a picturesque setting along the Elizabeth River, to go along with gourmet foods, specialty merchants, live music, and much more! All wines presented during the festival are available for purchase by the bottle or case throughout the day. #oysterjewelry #festevents #wine

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2nd Sundays- Williamsburg
May
10

2nd Sundays- Williamsburg

Welcome to the 17th Year of 2nd Sundays Williamsburg!

Street Fair(Free admission to all ages of people and their well behaved pets) of 190 unique artisans, musicians, street performers, food vendors, food & dessert trucks & a beer/beverage garden near Stryker Main Stage (412 N Boundary) in 6 Blocks of downtown Williamsburg, Virginia along N. Boundary Street from Richmond Rd to Lafayette Street, along Scotland from Boundary to N. Henry and in the 400 & 500 blocks of Prince George Street in Williamsburg, VA on the 2nd Sunday of each Month (March- December)!

Williamsburg, Virginia’s only ALMOST Year ‘Round Arts & Street Festival! The Festival takes the winter months of January & February off to allow for Artisan, Organizer & Musician hibernation & REJUVENATION! On the second Sunday of every month from 11a to 4p, March to December, you can stroll the streets of  Downtown & Colonial Williamsburg and take in 190 unique arts, handcrafts and live music in a fun, family friendly atmosphere.

From face painting & craft projects for kids & adults to fine, folk & contemporary artwork & handcrafts, local authors with books appropriate for all ages, many food and dessert trucks, a beer(& cider, seltzer & wine) garden, live music & performances for all musical palates, there’s something to be enjoyed by all!

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Bayou Bon Vivant
May
15

Bayou Bon Vivant

AYOU BON VIVANT
CAJUN MUSIC, FOOD & ART FESTIVAL

Indulge in the flavors of New Orleans at the Bayou Bon Vivant, a three-day celebration of the tastes, tunes, and traditions of the Crescent City. From juicy handfuls of crawfish to world-renowned N’awlins jazz musicians, the Bayou Bon Vivant captures the vibrant spirit of Louisiana and transforms it into a weekend-long party Friday-Sunday, May 15 - 17, 2025 at Town Point Park along the Downtown Norfolk Waterfront! A wide-ranging and fun experience for the entire family, the Bayou Bon Vivant also features an Arts Market featuring 30+ New Orleans crafters, crocodile and reptile exhibits, mouth-watering Cajun dishes such as beignets, gumbo, etouffees, and jambalaya.

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Bayou Bon Vivant
May
16

Bayou Bon Vivant

AYOU BON VIVANT
CAJUN MUSIC, FOOD & ART FESTIVAL

Indulge in the flavors of New Orleans at the Bayou Bon Vivant, a three-day celebration of the tastes, tunes, and traditions of the Crescent City. From juicy handfuls of crawfish to world-renowned N’awlins jazz musicians, the Bayou Bon Vivant captures the vibrant spirit of Louisiana and transforms it into a weekend-long party Friday-Sunday, May 15 - 17, 2025 at Town Point Park along the Downtown Norfolk Waterfront! A wide-ranging and fun experience for the entire family, the Bayou Bon Vivant also features an Arts Market featuring 30+ New Orleans crafters, crocodile and reptile exhibits, mouth-watering Cajun dishes such as beignets, gumbo, etouffees, and jambalaya.

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Bayou Bon Vivant
May
17

Bayou Bon Vivant

AYOU BON VIVANT
CAJUN MUSIC, FOOD & ART FESTIVAL

Indulge in the flavors of New Orleans at the Bayou Bon Vivant, a three-day celebration of the tastes, tunes, and traditions of the Crescent City. From juicy handfuls of crawfish to world-renowned N’awlins jazz musicians, the Bayou Bon Vivant captures the vibrant spirit of Louisiana and transforms it into a weekend-long party Friday-Sunday, May 15 - 17, 2025 at Town Point Park along the Downtown Norfolk Waterfront! A wide-ranging and fun experience for the entire family, the Bayou Bon Vivant also features an Arts Market featuring 30+ New Orleans crafters, crocodile and reptile exhibits, mouth-watering Cajun dishes such as beignets, gumbo, etouffees, and jambalaya.

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Harborfest/ Sail 250
Jun
19

Harborfest/ Sail 250

The year 2026 marks the 250th anniversary of our nation’s founding in 1776 – The United States of America’s Semiquincentennial.

For this milestone occasion, a fleet of the world’s most magnificent international tall ships and military ships, in an epic peacetime gathering, will sail into the port of Virginia as part of Sail250® America.

America’s largest, longest-running, free maritime festival, the iconic Norfolk Harborfest® enters its 50th year in 2026. For three memorable days along the Downtown Norfolk Waterfront June 19-23, Harborfest celebrates all of the elements that make Norfolk & Hampton Roads a historic maritime & Naval community. On both land and sea, thrilling activities and live music take center stage at Harborfest, including the annual Parade of Sail featuring international tall ships, one of the largest fireworks shows on the East Coast, interactive family games and activities, Navy exhibits and demonstrations, artisan foods and beverages, national and regional live entertainment, and much more. Mark your calendars for Friday-Sunday, June 19-23, 2026 for one of Hampton Roads’ biggest summertime events!

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Harborfest/ Sail 250
Jun
20

Harborfest/ Sail 250

The year 2026 marks the 250th anniversary of our nation’s founding in 1776 – The United States of America’s Semiquincentennial.

For this milestone occasion, a fleet of the world’s most magnificent international tall ships and military ships, in an epic peacetime gathering, will sail into the port of Virginia as part of Sail250® America.

America’s largest, longest-running, free maritime festival, the iconic Norfolk Harborfest® enters its 50th year in 2026. For three memorable days along the Downtown Norfolk Waterfront June 19-23, Harborfest celebrates all of the elements that make Norfolk & Hampton Roads a historic maritime & Naval community. On both land and sea, thrilling activities and live music take center stage at Harborfest, including the annual Parade of Sail featuring international tall ships, one of the largest fireworks shows on the East Coast, interactive family games and activities, Navy exhibits and demonstrations, artisan foods and beverages, national and regional live entertainment, and much more. Mark your calendars for Friday-Sunday, June 19-23, 2026 for one of Hampton Roads’ biggest summertime events!

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Harborfest/ Sail 250
Jun
21

Harborfest/ Sail 250

The year 2026 marks the 250th anniversary of our nation’s founding in 1776 – The United States of America’s Semiquincentennial.

For this milestone occasion, a fleet of the world’s most magnificent international tall ships and military ships, in an epic peacetime gathering, will sail into the port of Virginia as part of Sail250® America.

America’s largest, longest-running, free maritime festival, the iconic Norfolk Harborfest® enters its 50th year in 2026. For three memorable days along the Downtown Norfolk Waterfront June 19-23, Harborfest celebrates all of the elements that make Norfolk & Hampton Roads a historic maritime & Naval community. On both land and sea, thrilling activities and live music take center stage at Harborfest, including the annual Parade of Sail featuring international tall ships, one of the largest fireworks shows on the East Coast, interactive family games and activities, Navy exhibits and demonstrations, artisan foods and beverages, national and regional live entertainment, and much more. Mark your calendars for Friday-Sunday, June 19-23, 2026 for one of Hampton Roads’ biggest summertime events!

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Baltimore Inner Harbor Festival
Jun
26

Baltimore Inner Harbor Festival

BALTIMORE INNER HARBOR FESTIVAL

The Baltimore Inner Harbor Festival will take place Friday June 26 - Sunday June 28, 2026, and feature local music, food and beverages and the opportunity to view and visit tall ships and Navy ships.

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Baltimore Inner Harbor Festival
Jun
27

Baltimore Inner Harbor Festival

BALTIMORE INNER HARBOR FESTIVAL

The Baltimore Inner Harbor Festival will take place Friday June 26 - Sunday June 28, 2026, and feature local music, food and beverages and the opportunity to view and visit tall ships and Navy ships.

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Baltimore Inner Harbor Festival
Jun
28

Baltimore Inner Harbor Festival

BALTIMORE INNER HARBOR FESTIVAL

The Baltimore Inner Harbor Festival will take place Friday June 26 - Sunday June 28, 2026, and feature local music, food and beverages and the opportunity to view and visit tall ships and Navy ships.

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Hanover Tomato Festival
Jul
10

Hanover Tomato Festival

Celebrate Hanover’s most famous fruit with delicious food, fun activities, live entertainment, and family-friendly contests. This festival is a true taste of our community! This free, outdoor family and pet-friendly festival is held in Pole Green Park in Mechanicsville. In addition to select agriculture, handcraft and artisan vendors there will be a variety of tomato-themed children's and family activities and delicious Hanover Tomatoes for purchase, tasting and Hanover Tomato-focused cuisine.

Held annually on the second weekend in July.

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Hanover Tomato Festival
Jul
11

Hanover Tomato Festival

Celebrate Hanover’s most famous fruit with delicious food, fun activities, live entertainment, and family-friendly contests. This festival is a true taste of our community! This free, outdoor family and pet-friendly festival is held in Pole Green Park in Mechanicsville. In addition to select agriculture, handcraft and artisan vendors there will be a variety of tomato-themed children's and family activities and delicious Hanover Tomatoes for purchase, tasting and Hanover Tomato-focused cuisine.

Held annually on the second weekend in July.

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