Food & Drink events in Chesapeake

Check out happening food & drink events all around Chesapeake, VA

Chesapeake Virginia Wine Festival

Sat, 11 Oct at 12:00 pm Chesapeake City Park

River Walk Fall Craft Fair

Sat, 11 Oct at 09:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States

Tidewater Coast Guard Festival 2025

Sat, 04 Oct at 10:00 am Chesapeake City Park

The Chesapeake Sheriff's Oyster&South Festival

Sat, 08 Nov at 01:00 pm Historic Greenbrier Farms

Adult Halloween Party | Big Ugly Brewing

Sat, 25 Oct at 05:00 pm 845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

The 44th Annaul Great American Food Fest

Wed, 01 Oct at 04:00 pm Chesapeake City Park

2nd Annual Rides & Rescues Charity Car Show

Sat, 22 Nov at 11:00 am Chesapeake City Park

Hometown Harvest At The Deep Creek Campus

Sat, 25 Oct at 11:00 am 250 Mill Creek Pkwy, Chesapeake, VA, United States, Virginia 23323

The River Boyz at the Chesapeake Virginia Wine Festival!

Sat, 11 Oct at 01:00 pm 900 City Park Dr, Chesapeake, VA 23320, United States

Branches Turns 8!

Fri, 21 Nov at 01:00 pm 2125 Starmount Parkway Ste. 105, Chesapeake, VA

Brazilian Experience

Thu, 02 Oct at 11:00 am 516 Great Bridge Blvd, Chesapeake, VA, United States, Virginia 23320

Chesapeake Humane Society's Rewind To The 90's Gala 2025

Sat, 08 Nov at 06:00 pm 845 S Battlefield Blvd, Chesapeake, VA 23322

Music Bingo at Wasserhund Brewing Co. - Chesapeake!

Sat, 18 Oct at 06:30 pm Wasserhund Brewing Company 510 Belaire Ave, Chesapeake, VA 23320

Fall Paddle

Sat, 11 Oct at 09:00 am 1224 Progressive Dr, Chesapeake, VA, United States, Virginia 23320

Revalation Vineyards tasting

Sat, 18 Oct at 04:00 pm Branches Tasting Room USD 32

Tarot Tea Party

Sun, 12 Oct at 01:00 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Trivia Night at Big Ugly Brewing

Thu, 02 Oct at 06:30 pm Big Ugly Brewing

Brew-Ha-Ha 🎀👻

Sat, 11 Oct at 02:00 pm 1011 Eden Way N, Chesapeake, VA

Autumn Market | Big Ugly Brewing

Sat, 18 Oct at 03:00 pm 845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

Oliver Dope presents One Dope Menu

Sun, 16 Nov at 06:00 pm 2940 S Military Hwy USD 18 to 109

Big Ugly Brewing Halloween Party w/ The Vince Kornegay Trio

Sun, 26 Oct at 02:00 pm Big Ugly Brewing

Poetry Prose And Pizza

Thu, 23 Oct at 06:00 pm Russell Memorial Library

Food Truck: Javi’s Tacos

Sat, 04 Oct at 12:00 pm 1011 Eden Way N, Chesapeake, VA

Oktoberfest in Chesapeake

Sat, 04 Oct at 11:00 am 510 Belaire Ave, Chesapeake, VA 23320-4686, United States

Pork BBQ Dinner

Sat, 25 Oct at 04:00 pm 1307 Ohio St, Chesapeake, VA 23324-2313, United States

I am a Vendor @ Chesapeake Jubilee Fall Craft Market

Sat, 01 Nov at 10:00 am Chesapeake City Park

Riverwalk Craft Show Hosted by River Walk Family Events

Sat, 11 Oct at 09:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States

WESTERN BRANCH C/O 2015 CLASS REUNION TAILGATE

Fri, 24 Oct at 06:30 pm Western Branch High School USD 0 to 50

Broncos & Brews

Thu, 23 Oct at 05:30 pm 1011 Eden Way N, Chesapeake, VA

Trivia Night at Big Ugly Brewing

Thu, 06 Nov at 06:30 pm Big Ugly Brewing

Blue Grass and Brunswick Stew

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

Winery Spotlight Wine Tasting: Chalk Hill

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

Vendetta & Vino: The Commission Dinner (an Italian Wine Dinner)

Thu, 09 Oct at 05:30 pm 600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320

Christmas Cookie Decorating Class @ Studly Brewing

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

Food Truck: Mockingbird Pasta Bar

Thu, 09 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Throwback at Jerry's of Indian River, Chesapeake

Sat, 08 Nov at 08:00 pm Jerry's of Indian River

Food Truck: Moontide Sundries

Thu, 16 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Cake Decorating Class (Bento Box cake with cupcakes)

Sat, 15 Nov at 03:00 pm 103 Watson Rd USD 50

Food Truck: Weng’s Kitchen

Sat, 11 Oct at 12:00 pm 1011 Eden Way N, Chesapeake, VA

Food Truck: Weng’s Kitchen

Thu, 23 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Free Outdoor Cello Performance with Rebecca Gilmore

Fri, 17 Oct at 12:00 pm 308 Cedar Lakes Drive, Chesapeake, VA 23322

Western Branch Fall Craft Show hosted by the PTSA

Sat, 06 Dec at 09:00 am 1968 Bruin Pl, Chesapeake, VA 23321-4576, United States

Food Truck: Weng’s Kitchen

Tue, 07 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Witches Brunch- 4 wines paired with 4 witchy plates

Sun, 26 Oct at 01:00 pm Branches Tasting Room USD 45

NORSHIPCO Reunion

Sat, 08 Nov at 11:00 am Khedive Shrine Center

Food Truck: Fire N Rice

Tue, 14 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Food Truck: The Shmitt Sandwich

Wed, 29 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Food Truck: Moontide Sundries

Tue, 21 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Food Truck: Sushi Vice

Wed, 01 Oct at 04:00 pm 1011 Eden Way N, Chesapeake, VA

Divine Liturgy

Sat, 13 Dec at 10:00 am 1136 Centerville Turnpike N, Chesapeake, VA, United States, Virginia 23320

Weekend Wine Tasting

Fri, 08 Aug at 05:00 pm WineStyles Chesapeake Free

7th Annual Southern Chevrolet Custom Car Show

Sat, 01 Nov at 09:00 am 3412 western branch blvd

Poker Run Hog Roast with Cigar and Bourbon Night

Sat, 04 Oct at 04:00 pm American Legion post 280 Virginia

chilli troop

Sun, 26 Oct at 11:00 am Oak Grove Lake Park

Homecoming - October 24, 2025

Fri, 24 Oct at 07:00 pm Chesapeake VA

Trunk-or-Treat Family Halloween | Big Ugly Brewing

Sun, 26 Oct at 01:00 pm 845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

Wine Tasting Wednesday

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