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

“Club Peake” in Chesapeake!! (NO COVER)

 Peake Tavern 18 Apr 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 Festivals Events

The 43rd Annual Chesapeake Jubilee

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

Chesapeake Spring Arts Festival

 Chesapeake City Park 25 Apr 2026
ART

Pride in the 'Peake 2026

 Chesapeake City Park 14 Jun 2026

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Upcoming Comedy Events

2026 Shelter Slumber Pawty at CHS

 1149 New Mill Drive, Chesapeake, VA, United States, Virginia 23322 18 Apr 2026
NONPROFIT

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

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Upcoming Pop-Ups Events

Pop-Up Robert Mondavi Wine Tasting

 600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 24 Apr 2026
POP-UPS

River Walk America 250 Picnic

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

FREE Mommy and Me Photos after class

Historic Greenbrier Farms 16 Apr 2026
WORKSHOPS

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Upcoming Food & Drinks Events

Chesapeake Polish Fest

 536 Homestead Rd , Chesapeake, VA, United States, Virginia 25 Apr 2026
FESTIVALS

South Norfolk Ruritans 19th Annual Blue Crab Festival

 Chesapeake City Park 13 Sep 2026
FESTIVALS

Opening Day!

 112 Reservation Road, Chesapeake, VA, United States, Virginia 23320 26 Apr 2026
FOOD-DRINKS

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Trending Events in Chesapeake

PromUS 2026

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

11th Annual Touch-a-Truck

 Greenbrier Mall 25 Apr 2026
FOOD-DRINKS

Tidewater Strider Spring Marathon and Half Marathon

 Dismal Swamp Canal Trail 26 Apr 2026
MARATHONS

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

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

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

 Chesapeake City Park 6 Jun 2026
NONPROFIT

CHS Late Night Community Block Party

1149 New Mill Drive, Chesapeake, VA, United States, Virginia 23322 18 Apr 2026
ENTERTAINMENT

2026 Spring Plant Sale

 Warren Farms 25 Apr 2026
NONPROFIT

2026 Spring Plant Sale

 Warren Farms 24 Apr 2026

Shobou Con

298 Cedar Rd, Chesapeake, VA, United States, Virginia 23322 2 May 2026
ANIME

VFW Post 2894 15th Annual Bataan Death March Memorial Walk

Dismal Swamp Canal Trail Parking 18 Apr 2026
HERITAGE-WALK

CBAA Art Crawl

Norfolk, Chesapeake, and Virginia Beach 6 Jun 2026
ART

Real Life and Rummel's Spring 2026 Car Show

 Real Life Christian Church 16 May 2026
CAR-SHOWS

The Jesus Tent Revival - Chesapeake, VA - May 1-3, 2026

 Bible World—An Apostolic Church 1 May 2026
NONPROFIT

All In For Wishes

 Chesapeake Conference Center 18 Apr 2026
NONPROFIT

MEMORIAL DAY COOKOUT

 The Venue at Cahoon 24 May 2026
FREE

More things to do in Chesapeake

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