SPECIAL EVENTS
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.
Reckoning at Flat Iron Crossroads
Gather at Flat Iron Crossroads for Reckoning, a Greatful Dead tribute band.
Mardi Gras at Gloucester Brewing Company
Celebrate Mardi Gras at Gloucester Brewing Company with food, music, and lively atmosphere.
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 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.
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
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.
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.
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.
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!
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.
Courthouse Community Orchestra (Copy)
Courthouse Community Prchestra presents free, festive holiday concerts.
Furnace Mountain Band at Flat Iron Crossroads
Furnace Mountain Band hits the stage at Flat Iron Crossroads.
Courthouse Community Orchestra
Courthouse Community Prchestra presents free, festive holiday concerts.
Christmas and Holiday Parade & Tree Lighting
Get ready for a full day of holiday cheer in Gloucester Village with the Christmas and Holiday Parade, Tree Lighting, Main Street Open House, and Festival of Trees!
Individually Twisted at Flat Iron Crossroads
Individually Twisted hits the stage at Flat Iron Crossroads.
Freedom- Freedom Lost, Freedom Gained: The Pressing of Dunmore's Proclamation
Experience "Freedom – Freedom Lost, Freedom Gained: The Pressing of Dunmore’s Proclamation"—a powerful living history performance presented by Shades of Our Past and the Watermen’s Museum.
Magnolia Boulevard at Flat Iron Crossroads
Magnolia Boulevard hits the stage at Flat Iron Crossroads.
Rick 'n Roast presented by The Fairfield Foundation
Join us for a FREE event about limerick burning, a historic method once used by brick masons to roast oyster shells for mortar. The demonstration will show how oyster shells were turned into a vital building material.
Gloucester Museum of History Second Floor Grand Opening
Join the Gloucester Museum of History to welcome their newly renovated second-floor exhibit!
Communion of Hearts: Adrienne el Gilbert: Historical Drama
Following on the heels of General Lafayette’s triumphant Farewell Tour (1824-1825), we find him communing, as he often did, with his dear departed wife, Adrienne. They share with us their thoughts, their reminiscences, and their love.
Do not miss this beautiful love story!
Fall Homestead Market
This fall-inspired market celebrates the warmth of simple living, with a carefully curated lineup of local artisans, handmade goods, cozy home décor, baked treats, seasonal produce, and rustic charm at every turn..
Halloween Spooktacular Driving Tour
Do you enjoy spooky decorations, ghoulish lights, and all things Halloween? Sign up your home or business to be a featured stop on Gloucester County’s Halloween Spooktacular Driving Tour this October!
Tavern Concert: Music of the Revolution
Tavern Concert: Music of the Revolution
Enjoy an afternoon of 18th and early 19th century compositions inspired by the American Revolution performed in the historic setting of our 1770 tavern ballroom
Camp Cardinal Haunted Walking Trail
Camp Cardinal DARES you to take on their 2025 Haunted Trail!
Appalachian Jam-Grass Festival at Flat Iron Crossroads
Just in time for fall, we’re stoked to throw down at the outdoor Appalachian Jam-Grass Festival with Colby T. Helms & the VA Creepers, Kitchen Sink, and Liam Purcell & Cane Mill Road. Plenty of pickin’, heartfelt tunes, and jams that’ll keep you moving all night!
Oktoberfest at Sanders
Celebrate Oktoberfest with vendors, food, music, and drinks at Sanders!
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.