Holiday events in Chesapeake

Check out happening holiday events all around Chesapeake, VA

Chesapeake Holiday Craft Show

 Sat, 22 Nov at 10:00 am Chesapeake Conference Center

Cosplay World Chesapeake: Halloween Mini-Con

 Sat, 25 Oct at 10:00 am Chesapeake Conference Center

Ricky Quinn at Triple R Ranch FALL

 Sat, 15 Nov at 09:00 am Triple R Ranch

Happy Hands HOLIDAY Cards Class Series

 Wed, 22 Oct at 06:00 pm Benefit Rd, Chesapeake, VA 23322, United States

Shaggers @ Heart 2026 Event Package for Two Raffle Tickets Available Now - Drawing October 18, 2025

 Sat, 18 Oct at 08:00 pm Fraternal Order of Eagles #795

Holiday Glass Tree Workshop

Thu, 06 Nov at 05:30 pm 232 Centerville Turnpike N, Chesapeake, VA

Portsmouth Moose Craft And Vendor Fair

 Sat, 08 Nov at 01:00 pm Portsmouth Moose Lodge

Holiday Brass

 Thu, 18 Dec at 06:00 pm Chesapeake Conference Center

Blue Grass and Brunswick Stew

 Sat, 25 Oct at 12:00 pm 2752 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322

Ghostie Paint Night

 Tue, 30 Sep at 06:30 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Winery Spotlight Wine Tasting: Chalk Hill

 Sat, 01 Nov at 04:00 pm WineStyles Chesapeake USD 39 to 44

Christmas Cookie Decorating Class @ Studly Brewing

 Thu, 11 Dec at 06:00 pm Studly Brewing USD 34 to 66

Red Truck Mini Sessions

 Sun, 12 Oct at 04:00 pm Chesapeake VA

"GIRL GET UP"(TaIitha Cumi )

 Sat, 13 Dec at 10:00 am 2401 Bainbridge Blvd, Chesapeake, VA

Great Deal & Good Deed

 Sat, 13 Dec at 12:00 pm Norfolk Va

City of Chesapeake Holiday Craft Show

 Sat, 22 Nov at 10:00 am Chesapeake Conference Center

Beginner Stained Glass Workshop

Thu, 20 Nov at 05:30 pm 232 Centerville Turnpike N, Chesapeake, VA

Portsmouth Moose Craft And Vendor Fair

 Sat, 08 Nov at 03:00 am Portsmouth Moose Lodge

Wine Tasting Wednesday

 Wed, 13 Aug at 05:00 pm WineStyles Chesapeake USD 12