Upcoming Festivals Events

Chesapeake Virginia Wine Festival

 Chesapeake City Park 10 Oct 2026
FESTIVALS

Pride in the 'Peake 2026

 Chesapeake City Park 14 Jun 2026

South Norfolk Ruritans 19th Annual Blue Crab Festival

 Chesapeake City Park 13 Sep 2026
FESTIVALS

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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 Food & Drinks Events

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

 Chesapeake City Park 6 Jun 2026
NONPROFIT

STRONGER TOGETHER: HOPE CHALLENGE

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

All White Afro-Caribbean Party

 200 Luray St 18 Jul 2026
PARTIES USD 45 TO 50

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Upcoming Live Music Events

Charter to Chesapeake, an official Sail Virginia 2026 event

Battlefield Park and the Great Bridge Battlefield & Waterways HIstory Museum, 1775 Historic Way, Chesapeake, VA 23320 20 Jun 2026
MUSIC

4th Annual All Black-Tie Affair

 The Signet Center, Bells Mill Road, Chesapeake, VA, USA 18 Jul 2026
FITNESS USD 60 TO 650

An evening with SOLI SATELE @ Peake Tavern in Chesapeake!! (FREE LIVE MUSIC)

 Peake Tavern 5 Jun 2026
MUSIC

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Upcoming Job Fairs Events

AWS Solution Architect Training | 4-Day Bootcamp in Chesapeake, VA

 1545 Crossways Blvd 28 Apr 2026
IT USD 3,999

CEH Certification In-Person Training in Chesapeake, VA

 1545 Crossways Blvd 21 Apr 2026
WORKSHOPS USD 2,999

Job Work! Center Job Fair

 100 Outlaw St 10 Jun 2026
JOB-FAIRS FREE

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Trending Events in Chesapeake

4th of July Trail Ride - SEVA

 Suffolk, VA 4 Jul 2026
TRIPS-ADVENTURES

6th Annual Somewhere Over The Rainbow Gala

 Delta Hotels Chesapeake Norfolk 19 Sep 2026
FITNESS USD 135 TO 215

Wallace Chadwick's Sheriff Invitational Golf Tournament

 Greenbrier Country Club 1 Jun 2026
FITNESS USD 109 TO 856

Above The Clouds 5k

 Dismal Swamp Canal 6 Jun 2026
SPORTS

CBAA Art Crawl

Norfolk, Chesapeake, and Virginia Beach 6 Jun 2026
ART

Muddy Kids Virginia Beach, VA

 Historic Greenbrier Farms 18 Jul 2026
KIDS

Free Sports Physicals

 1420 Great Bridge Blvd, Chesapeake, VA 23320-6422, United States 11 Jun 2026
SPORTS

Christmas PAWty in July

 Big Ugly Brewing 11 Jul 2026
CONTESTS FREE

Cars and Coffee Chesapeake

 Everbowl Acai Bowls 13 Jun 2026
CAR-SHOWS

5th Annual Juneteenth Freedom Experience (JFX)

 Chesapeake Central Library 20 Jun 2026
FITNESS FREE

Second Saturdays at Summit Pointe

 580 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 13 Jun 2026
BUSINESS

Black Girls Shop Juneteenth Bus Tour

 Greenbrier Mall 13 Jun 2026
JUNETEENTH USD 60 TO 61

2026 Freedom Fund Advocacy and Awards Gala

 Delta Hotels Chesapeake Norfolk 26 Sep 2026
ART USD 109 TO 135

Hickory Fall Craft Fair

 Hickory High School, Chesapeake 14 Nov 2026

8th Annual Southern Chevrolet Custom Car Show

3412 western branch blvd 7 Nov 2026
CONTESTS

More things to do in Chesapeake

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