Upcoming Live Music Events

4th Annual All Black-Tie Affair

 The Signet Center, Bells Mill Road, Chesapeake, VA, USA 18 Jul 2026
MUSIC USD 66 TO 695

Chesapeake Kiwanis Club SHRIMP FEST 🦐🍤

 Chesapeake City Park 14 May 2026
MUSIC

Sunflower Fox & The Chicken Leg (with opener Brian Grilli) @ Peake Tavern in Chesapeake! (FREE SHOW)

 Peake Tavern 23 May 2026
MUSIC

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Upcoming Food & Drinks Events

South Norfolk Ruritans 19th Annual Blue Crab Festival

 Chesapeake City Park 13 Sep 2026
FESTIVALS

Cars and Coffee Chesapeake

 Everbowl Acai Bowls 9 May 2026
CAR-SHOWS

American Cancer Society Fundraiser | Relay For Life of South Hampton Roads

 Chesapeake City Park 6 Jun 2026
NONPROFIT

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Upcoming Festivals Events

The 43rd Annual Chesapeake Jubilee

 900 Greenbrier Pkwy, Chesapeake, VA 23320-3677, United States 14 May 2026
FESTIVALS USD 10

Chesapeake Virginia Wine Festival

 Chesapeake City Park 10 Oct 2026
FESTIVALS

Pride in the 'Peake 2026

 Chesapeake City Park 14 Jun 2026

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Upcoming Pop-Ups Events

River Walk America 250 Picnic

 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States 5 Jul 2026
TRIPS-ADVENTURES

FSR Beer, Food & Music Bingo for a Cause

 Wasserhund Brewing Company 510 Belaire Avenue, Chesapeake, VA 23320 3 Jun 2026
NONPROFIT

Pop-Up Signing: Christy Schillig & Kat Mackenzie 7/18

 Novel Grounds 18 Jul 2026
POP-UPS FREE

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Upcoming Comedy Events

Standup Comedy at The Garage Brewery (Chesapeake, VA)

 The Garage Brewery 17 Jan 2026
COMEDY USD 13

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Chesapeake 14 May 2026
ART FREE

Fuzzzy Talks Live Comedy Podcast [Vendors Welcome]

 Chesapeake 19 Feb 2026
COMEDY FREE

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Trending Events in Chesapeake

PromUS 2026

 The Signet Center 22 May 2026
CARNIVALS USD 0 TO 15,000

Mother's Day Yoga with Baby Animals (Baby goats, piglets, & lambs) May 16th

 Bergey's Barnyard 16 May 2026
HEALTH-WELLNESS USD 45

HRNG Mother's Day Tea Party with Fallon F. Whidden, Esq.

 When Skies Are Grey Photography Media & Designs 7 May 2026
WORKSHOPS USD 29 TO 45

The Gothic Market (May 30, 2026) Chesapeake/Virginia Beach Area

 Chesapeake Conference Center | 700 Conference Center Dr, Chesapeake, VA 23320 30 May 2026
EXHIBITIONS

Second Saturdays at Summit Pointe

 580 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 9 May 2026
BUSINESS

6th Annual Somewhere Over The Rainbow Gala

 Delta Hotels Chesapeake Norfolk 19 Sep 2026
HEALTH-WELLNESS USD 135 TO 215

Real Life and Rummel's Spring 2026 Car Show

 Real Life Christian Church 16 May 2026
CAR-SHOWS

CBAA Art Crawl

Norfolk, Chesapeake, and Virginia Beach 6 Jun 2026
ART

MEMORIAL DAY COOKOUT

 The Venue at Cahoon 24 May 2026
FREE

Premium Wine Tasting: Belle Glos & Quilt by Joe Wagner

 WineStyles Chesapeake 9 May 2026
FOOD-DRINKS USD 44 TO 49

Lucky Strike Chesapeake Lucky Launch Party!

 Lucky Strike Chesapeake 17 May 2026
PARTIES FREE

STRONGER TOGETHER: HOPE CHALLENGE

 Dismal Swamp Canal Trl, Chesapeake, VA 23322, United States 13 Jun 2026
CONTESTS

Speedline Elite 32nd Year Anniversary Custom Car Show

 Asphalt Lots 1377 Bells Mill Road Chesapeake, VA 23322 23 May 2026
CAR-SHOWS

Mother’s Day Brunch

 2125 Starmount Parkway Ste 105, Chesapeake, VA 10 May 2026
BRUNCH

DJB @ Bucket's Bar and Grille

 Buckets Bar and Grill 26 Sep 2026
MUSIC

More things to do in Chesapeake

Live Music
Food & Drinks
Festivals
Pop-Ups
Carnivals
Comedy
St. Patrick's Day
Fireworks
Food Truck Festivals