Chesapeake Holiday Events
Holiday events Happening Next in Chesapeake, VA
Chesapeake Holiday Craft Show
Chesapeake Conference Center
22 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS
Holiday Brass
Chesapeake Conference Center
18 Dec 2025
MUSIC
The Holiday Market at Vintage Vibe
232 Centerville Turnpike N , Chesapeake, VA, United States, Virginia 23320
22 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS
Christmas Cookie Decorating Class @ Studly Brewing
Studly Brewing
11 Dec 2025
WORKSHOPS
USD 34 TO 66
Portsmouth Moose Craft And Vendor Fair
Portsmouth Moose Lodge
8 Nov 2025
SHOPPING
Winery Spotlight Wine Tasting: Chalk Hill
WineStyles Chesapeake
1 Nov 2025
FOOD-DRINKS
USD 39 TO 44
Sleight The Miles Holiday Run Club FREE Preview Run ( for a mini session)
Chesapeake City Park
1 Nov 2025
HOLIDAY
Holiday Glass Tree Workshop
232 Centerville Turnpike N, Chesapeake, VA
6 Nov 2025
WORKSHOPS
"GIRL GET UP"(TaIitha Cumi )
2401 Bainbridge Blvd, Chesapeake, VA
13 Dec 2025
HOLIDAY
Uncorked Educational Wine Tasting Class: Fall Feasts
WineStyles Chesapeake
30 Oct 2025
WORKSHOPS
USD 28 TO 34
Beginner Stained Glass Workshop
232 Centerville Turnpike N, Chesapeake, VA
20 Nov 2025
WORKSHOPS
Ricky Quinn at Triple R Ranch FALL
Triple R Ranch
15 Nov 2025
TRIPS-ADVENTURES
Happy Holidays at the Retreat at Western Branch
The Retreat at Western Branch - A 55+ Active Adult Community
6 Dec 2025
FREE
Holiday Tray Workshop
232 Centerville Turnpike N , Chesapeake, VA, United States, Virginia 23320
13 Nov 2025
WORKSHOPS
South Norfolk Fall/Winter Craft Bazaar
Buffalow Family and Friends Community Days
15 Nov 2025
NONPROFIT
Networking Lunch and Food Drive!!!
600 Belaire Ave, Chesapeake, VA 23320-4771, United States
11 Nov 2025
HOLIDAY
BLACK FRIDAY SALE EVENT
800 South Battlefield Blvd, Chesapeake, VA. 23322
29 Nov 2025
BLACK-FRIDAY
PHUMC Pathfinders Chapter - Toy Drive
Big Ugly Brewing
9 Nov 2025
TOY-DRIVES
PAJAMAS AND PRAISE
SpringHill Suites by Marriott Chesapeake Greenbrier1446 Crossways Blvd Chesapeake, VA 23320
13 Dec 2025
HOLIDAY
USD 30 TO 100
Christmas Mini’s
Chesapeake VA
29 Nov 2025
CHRISTMAS
The Holistic Treehouse's Christmas Market
The Holistic Treehouse
13 Dec 2025
CHRISTMAS-MARKETS-AND-FAIRS
Breakfast with Santa & Team Chesapeake 🎄🎅
Pale Horse Coffee (Chesapeake, VA - Great Bridge)
13 Dec 2025
BREAKFAST-WITH-SANTA
Portsmouth Moose Craft And Vendor Fair
Portsmouth Moose Lodge
8 Nov 2025
NONPROFIT
Holiday Whobilation Brunch
Chesapeake Conference Center
14 Dec 2025
BRUNCH
Wine Tasting Wednesday
WineStyles Chesapeake
13 Aug 2025
FOOD-DRINKS
USD 12
Great Deal & Good Deed
Norfolk Va
13 Dec 2025
HOLIDAY
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Chesapeake Events
Chesapeake Holiday Events