Chesapeake Food & Drink Events

Food & Drink events Happening Next in Chesapeake, VA

Chesapeake Virginia Wine Festival

Chesapeake City Park 11 Oct 2025
FESTIVALS

Vintage Vibe’s Fall & Halloween Open House

232 Centerville Turnpike N, Chesapeake, VA 6 Sep 2025
FOOD-DRINKS

The Chesapeake Sheriff's Oyster&South Festival

Historic Greenbrier Farms 8 Nov 2025
FESTIVALS

2nd Annual Rides & Rescues Charity Car Show

Chesapeake City Park 22 Nov 2025
CAR-SHOWS

Chesapeake Celebrates Trees

208 Conquest Dr, Chesapeake, VA 23322, United States 27 Sep 2025
TRIPS-ADVENTURES

Paint Nite Brand Creative Events

LongShots: Chesapeake 31 Aug 2025
ART USD 45

River Walk Fall Craft Fair

701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States 11 Oct 2025
CHRISTMAS-MARKETS-AND-FAIRS

Family Fun Day!

1313 Burns Street, Chesapeake, VA, United States, Virginia 23320 30 Aug 2025
KIDS FREE

The 5th Annual “Somewhere Over the Rainbow Gala”

725 Woodlake Dr, Chesapeake, VA 23320-8909, United States 6 Sep 2025
KIDS

5th Annual Barktoberfest

701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States 21 Sep 2025
SPORTS

Autumn Market | Big Ugly Brewing

845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322 18 Oct 2025
FOOD-DRINKS

Club Sandwiches w/ Fries

469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320 29 Aug 2025

Uncorked Educational Wine Tasting: Finding Your Flavor

WineStyles Chesapeake 29 Aug 2025
FOOD-DRINKS USD 28 TO 34

Busky's Chill & Grill- Pancho Music

Busky's Chill & Grill 18 Sep 2025
MUSIC

WESTERN BRANCH C/O 2015 CLASS REUNION TAILGATE

Western Branch High School 24 Oct 2025
WORKSHOPS USD 0 TO 50

Pink on the Green

The Venue at Cahoon 27 Sep 2025
ENTERTAINMENT

Vibe or Die: BACK TO SCHOOL FEST Underground Local Alternative Hip Hop Rap

Riff House Pub 5 Sep 2025
ENTERTAINMENT USD 7 TO 13

Adult Halloween Party | Big Ugly Brewing

845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322 25 Oct 2025
HALLOWEEN

Hungry Hawks- Jason's Deli

735 Eden Way N, Chesapeake, VA 23320-2791, United States 5 Sep 2025

Friends & Family Party

1217 Centerville Tpke N, Chesapeake, VA, United States, Virginia 23320 20 Sep 2025
PARTIES

Broncos & Brews

1011 Eden Way N, Chesapeake, VA 25 Sep 2025

The River Boyz at the Chesapeake Virginia Wine Festival!

900 City Park Dr, Chesapeake, VA 23320, United States 11 Oct 2025
FESTIVALS

Networking Lunch at Recovery Sports Grill Chesapeake

Recovery Sports Grill 29 Aug 2025
SPORTS

Tidewater Coast Guard Festival 2025

Chesapeake City Park 4 Oct 2025
FESTIVALS

Poetry Prose And Pizza

Russell Memorial Library 23 Oct 2025
ART

Oliver Dope presents One Dope Menu

2940 S Military Hwy 21 Sep 2025
ART USD 18 TO 109

Bites & Insights

1324 Cedar Rd., Chesapeake, VA, United States, Virginia 23322 6 Sep 2025
BRUNCH

Trivia Night at Big Ugly Brewing

Big Ugly Brewing 4 Sep 2025

Pudding Dirt Cups Playgroup Chesapeake City Park

Chesapeake City Park 29 Aug 2025
WORKSHOPS

Friday Farmers Market

70 Knells Ridge Blvd, Chesapeake, VA 23320-6607, United States 29 Aug 2025
FARMERS-MARKETS

Savor the Sun: A Wine Tasting Experience

600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 31 Aug 2025
FOOD-DRINKS

CMHC Olympics and Picnic

Khedive Shrine Center 12 Sep 2025
TRIPS-ADVENTURES

Chicken Broccoli Alfredo

469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320 5 Sep 2025

Latin Dance Sunday at WXYZ Bar! (9/7/25)

WXYZ Bar and Lounge 7 Sep 2025

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

845 S Battlefield Blvd, Chesapeake, VA 23322 8 Nov 2025
PARTIES

I am a Vendor @ Chesapeake Jubilee Fall Craft Market

Chesapeake City Park 1 Nov 2025
CALENDAR

Food Truck: Sweet Life Treats & Eats

1011 Eden Way N, Chesapeake, VA 30 Aug 2025
FOOD-DRINKS

NORSHIPCO Reunion

Khedive Shrine Center 8 Nov 2025

Brazilian Experience

516 Great Bridge Blvd, Chesapeake, VA, United States, Virginia 23320 2 Oct 2025
FOOD-DRINKS

Blue Grass and Brunswick Stew

2752 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322 25 Oct 2025
MUSIC

Broncos & Brews

1011 Eden Way N, Chesapeake, VA 23 Oct 2025

Fall Paddle

1224 Progressive Dr, Chesapeake, VA, United States, Virginia 23320 11 Oct 2025
TRIPS-ADVENTURES

Retreat at Edinburgh Farms - Indoor Tail Gate!

2000 Nicole Ln, Chesapeake, VA 23322 7 Sep 2025
FOOTBALL

Big Ugly Brewing Halloween Party w/ The Vince Kornegay Trio

Big Ugly Brewing 26 Oct 2025
HALLOWEEN

🐾 PAWtoberfest: Free Dog Photos, Pet Vendors & Fall Fun at Bubba’s 33

1725 Debaun Ave, Chesapeake, VA 23320-4432, United States 20 Sep 2025
DOG

The 44th Annaul Great American Food Fest

Chesapeake City Park 1 Oct 2025
FOOD-TRUCK-FESTIVALS

Enchiladas

469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320 19 Sep 2025

Food Truck: Pinoy Delights

1011 Eden Way N, Chesapeake, VA 29 Aug 2025
FOOD-DRINKS

Trivia Night at Big Ugly Brewing

Big Ugly Brewing 2 Oct 2025

Food Truck: Get Lit Food Trailer

1011 Eden Way N, Chesapeake, VA 31 Aug 2025
FOOD-DRINKS

Fall Kickoff

333 Cedar Rd, Chesapeake, VA, United States, Virginia 23322 7 Sep 2025
KIDS

Meatball Subs

469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320 26 Sep 2025

Riverwalk Craft Show Hosted by River Walk Family Events

701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States 11 Oct 2025
CHRISTMAS-MARKETS-AND-FAIRS

Tarot Tea Party

112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320 12 Oct 2025
PARTIES

Throwback at Jerry's of Indian River, Chesapeake

Jerry's of Indian River 8 Nov 2025

SCAA Bubba's 33 Fundraiser

Bubba's 33 - Chesapeake, VA (Chesapeake, VA - 1725 Debaun Avenue) 3 Sep 2025
NONPROFIT

Charity Night

510 Belaire Ave, Chesapeake, VA 23320-4686, United States 17 Sep 2025
NONPROFIT

Oktoberfest

1011 Eden Way N, Chesapeake, VA 11 Sep 2025
OKTOBERFEST

Jus Us Friennz From Crestwood Meet and Greet

Recovery Sports Grill (Chesapeake, VA) 5 Sep 2025
MEET-AND-GREET

MCT Monthly Business Meeting

Cavalier Ford Greenbrier 4 Sep 2025
MEETUPS

Trivia Night at Big Ugly Brewing

Big Ugly Brewing 6 Nov 2025

Christmas Cookie Decorating Class @ Studly Brewing

Studly Brewing 11 Dec 2025
WORKSHOPS USD 34 TO 66

Divine Liturgy

1136 Centerville Turnpike N, Chesapeake, VA, United States, Virginia 23320 13 Dec 2025
FOOD-DRINKS

2nd Annual Savor the Summer Spiritual Day Retreat

Deep Creek 30 Aug 2025
HEALTH-WELLNESS

7th Annual Southern Chevrolet Custom Car Show

3412 western branch blvd 1 Nov 2025
CAR-SHOWS

Poker Run Hog Roast with Cigar and Bourbon Night

American Legion post 280 Virginia 4 Oct 2025

SALT at AJ Gators Centerville

AJ Gator's - Centerville 20 Sep 2025

Trunk-or-Treat Family Halloween | Big Ugly Brewing

845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322 26 Oct 2025
TRUNK-OR-TREAT