Chesapeake Craft Marketplace & Community Festival Fri, 18 Sep at 09:00 am Chesapeake City Park FREE FESTIVALS
A South African Wine Experience with Thomas Webb of Thelema, Stellenbosch Sun, 27 Sep at 03:00 pm WineStyles Chesapeake USD 49 FITNESS
6th Annual Barktoberfest Sun, 27 Sep at 11:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States SPORTS
Autumn Wine Tasting Sat, 26 Sep at 01:00 pm 600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 FOOD-DRINKS
Monthly Themed Live Trivia Nights at Bubba's 33 - Chesapeake Square Thu, 27 Aug Bubba's 33 FREE FITNESS
AFTER SCHOOL: A TEACHER'S NIGHT OUT AT BRANCHES Sat, 26 Sep at 01:00 pm Branches Tasting Room FREE FITNESS
8th Annual Southern Chevrolet Custom Car Show Sat, 07 Nov at 10:00 am 3412 western branch blvd FOOD-DRINKS
Pasta in the Park Waterway Market at Great Bridge Village Sun, 11 Oct at 11:00 am 116 Reservation Road, Chesapeake, VA, United States, Virginia 23320 MUSIC
Hampton Roads Spartans Football Game Watch MSU vs Illinois (Homecoming) Sat, 10 Oct at 12:00 pm Bubba's 33 FREE FITNESS
Foodies + New Friends Monthly: Chesapeake | Single Ladies Edition Wed, 18 Mar at 07:00 pm Restaurant of the Month USD 26 NONPROFIT
Relay For Life Annual Fall Craft Fair Sat, 03 Oct at 09:00 am Chesapeake First Church of the Nazarene NONPROFIT
River Walk Annual Fall Craft Fair Sat, 10 Oct at 09:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States FESTIVALS
Foodies + New Friends: Chesapeake Dinner Meetup | Giving Back Edition Sat, 23 May at 07:00 pm Vino Italian + Bistro USD 29 FITNESS
Cloud 9/11 Events Chesapeake Virginia 1of 3 Locations Thu, 11 Sep at 02:00 pm Kings Restaurant and Hookah Bar USD 0 TO 420 FITNESS
Chesapeake Humane Society's Annual Gala 2026: Camp CHS Sat, 07 Nov at 06:00 pm 845 S Battlefield Blvd, Chesapeake, VA 23322 MUSIC
Gather for Good: Chesapeake | Dinner Meetup for a Cause Thu, 15 Oct Restaurant of the Month USD 23 FITNESS
Strikes & Soul - Soul Food Sunday & Bowling Series Sun, 20 Sep at 11:00 am 884 Bells Mill Rd, Chesapeake, VA 23322-7016, United States, Chesapeake, VA, United States, Virginia 23322
Halloween Cookie Decorating Class @ Studly Brewing Sun, 25 Oct at 12:30 pm Studly Brewing USD 34 TO 66 FITNESS
Winter Wine Tasting Sat, 12 Dec at 01:00 pm 600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 FOOD-DRINKS
Foodies + New Friends: Chesapeake | Saturday Dinner Club Sat, 30 May at 07:00 pm Restaurant of the Week USD 55 MEETUPS
The Friendsgiving Experience:Praise, Paint & Plates by KMB+Proclaim Sat, 07 Nov at 05:00 pm 2418 Cedar Rd USD 45 FITNESS
Chili Cook Off!! Sun, 08 Nov at 11:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States FOOD-DRINKS
Jolliff UMC Annual Fall Festival Sat, 07 Nov at 09:00 am 1900 Jolliff Rd, Chesapeake, VA 23321-1404, United States FESTIVALS
Tidewater Highland Games Fri, 06 Nov at 10:00 am 2112 Dr Eason Rd, Chesapeake, VA 23322, United States FOOD-DRINKS