SPECIAL EVENTS
Gloucester Daffodil Festival
Join Gloucester’s most cherished celebration to kick-off spring! The 40th Gloucester Daffodil Festival lights up Main Street on March 28 & 29, 2026.
Gloucester Daffodil Show
Don’t forget to visit the Gloucester Daffodil Show during your visit to the 40th Gloucester Daffodil Festival!
2026 Historic Garden Week
The 2026 Historic Garden Week Tours are blooming across Virginia — and the Gloucester/Mathews Tour will take place on Saturday, April 18th!
Abingdon Ruritan Club Seafood Festival
Gloucester’s biggest all-inclusive seafood festival! Join this bi-annual sell out event!
Gloucester Wine Festival
One of Gloucester’s favorite fall traditions- the annual Wine Festival!
Green Leaf Society at Flat Iron Crossroads
Join Flat Iron Crossroads for their St. Patrick’s Day Celebration with Green Leaf Society.
Carter Minor Blues Band at Flat Iron Crossroads
Join Flat Iron Crossroads for the Carter Minor Blues Band!
Timberneck Tea
Join the Fairfield Foundation for their 4th annual Timberneck Tea at beautiful Machicomoco State Park.
Working Waterfronts Photography Exhibition Opening Reception
Each photograph reflects not just a moment in time, but a deeper narrative about livelihood, legacy and the quiet strength required to survive — and thrive — where land meets water.
Tin Can Fish Band at Flat Iron Crossroads
Enjoy folk, rock, and roots music by Tin Can Fish Band at Flat Iron Crossroads.
XTRA Home and Garden Showcase
Join WXGM for their 14th annual Home and Garden Show at the Gloucester Moose Lodge.
2026 Restaurant Week
Get ready to savor the flavors of Gloucester! Restaurant Week is returning March 6–15, 2026, and this year promises more delicious discoveries, creative menus, and community spirit than ever before.
The Plate Scrapers at Flat Iron Crossroads
The Plate Scrapers bring progressive bluegrass with a traditional soul to Flat Iron Crossroads, delivering high-energy picking, rich harmonies, and an immersive live show rooted in years of touring and acclaimed recordings.
Pioneers of Progress: Civil Rights Trail Open House
Join us for a special open house celebrating Gloucester’s powerful history and progress!
Rose Cocktail Demo at Zoll Vineyards
Join us at Zoll Vineyards for a lively Rosé Cocktail Demonstration featuring two refreshing creations: a crisp Rosé Spritz and a beautifully balanced Rosé Blush.
Sushi Sunday Funday at Zoll Vineyard
Join us for a delightfully delicious evening as Chef Zoll leads you in one of our most popular cooking classes for Sushi Rolls
Mardi Gras at Flat Iron Crossroads
Celebrate Mardi Gras at Flat Iron Crossroads with high-energy live music from Anthony Rosano and The Conqueroos and The Siren City Horns, festive vibes, and New Orleans–style fun.
Open House & Vendor Market at Brent and Becky's Bulbs
Join Brent and Becky’s Bulbs as they reopen for the 2026 season!
Mardi Gras at Gloucester Brewing Company
Celebrate Mardi Gras at Gloucester Brewing Company with food, music, and lively atmosphere.
Reckoning at Flat Iron Crossroads
Gather at Flat Iron Crossroads for Reckoning, a Greatful Dead tribute band.
Celebration of Love Glass & Resin Craft Night at Zoll Vineyard
Celebrate love in all its forms at Zoll Vineyards with a creative and cozy Glass & Resin Heart Craft Night.
Sunday Funday DIY Watercolor Creation at Zoll Vineyards
his in-person event is all about having fun with watercolor painting, no experience needed. Bring your good vibes and get ready to make some colorful DIY art.
Jeff Little Trio at Flat Iron Crossroads
The Jeff Little Trio brings high-energy Appalachian music to Gloucester—virtuosic piano, award-winning strings, and a dynamic blend of tradition and innovation in an unforgettable live show.
Season Opening for Brent and Becky's Bulbs
Hurray! Brent and Becky’s Bulbs reopen for the 2026 season!
Our Schools. Our Stories: Conversations with Gloucester Rosenwald School Alumni
Join us at the Gloucester County Public Library for Sunday “ Soul” Sessions!
The Gate: The Story of America's First Contraband Community
Discover history through film with a special screening and coversation with filmmarker of The Gate.
Fife & Drum Performance
Living History Performance: Fife and Drum Music during the War of 1812 and the Civil War
Music was central to soldiers’ daily routines during the War of 1812 and the Civil War, with fifes and drums guiding their activities.
Sunday Funday- Cork Ornament Workshop
Come join us for a fun-filled day at Zoll Vineyards! Get crafty and create your very own cork ornament to take home.
Holiday Blues-A-Palooza V at Flat Iron Crossroads
Holiday Blues-A-Palooza is coming back to Flat Iron Crossroads for a fifth season featuring Deanna Bogart, The Eric Scott Band, Jenny Langer, and Jonathan Sloane.
Indoor Winter Market - Zoll Vineyards
Join us at Zoll Vineyards for their Indoor Winter Market!
Historic Holiday Open House
Step into the warmth and charm of the season as Gloucester opens the doors to its most treasured historic sites! Join us for the Historic Holiday Open House, a festive evening filled with holiday cheer, community spirit, and a celebration of our rich heritage.
Christmas at Ware
Join Gloucester Farmer’s Market for a cheerful celebration of local vendors and community spirit.
Historic Night at The Museum
Join us for a special evening at the museum as we extend our hours for a festive holiday experience! Enjoy complimentary hot apple cider, seasonal decorations, and warm holiday cheer throughout the galleries.
Dive into what the locals love.
View all the local programs and events cherished by the Gloucester community, welcoming friends from near and far with open arms.