Chesapeake Live Music Events

Live Music Happening Next in Chesapeake, VA

The Chesapeake Sheriff's Oyster&South Festival

Historic Greenbrier Farms 8 Nov 2025
FESTIVALS

Adult Halloween Party | Big Ugly Brewing

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

The River Boyz at the Chesapeake Virginia Wine Festival!

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

Gaither Vocal Band in Chesapeake

Great Bridge Baptist Church 15 Nov 2025
MUSIC

Rehab in Chesapeake

Riff House Pub 22 Feb 2026
ENTERTAINMENT

Branches Turns 8!

2125 Starmount Parkway Ste. 105, Chesapeake, VA 21 Nov 2025
FOOD-DRINKS

Beth Turner @ Equestrian Wish Farm Fair

444 St Brides Rd W, Chesapeake, VA 23322-2366, United States 11 Oct 2025
SPORTS

United Souls LIVE at Cutlass Grille

725 Eden Way N Chesapeake, VA 23320 25 Oct 2025

Gaither Vocal Band

Great Bridge Baptist Church 14 Nov 2025
MUSIC

Blue Grass and Brunswick Stew

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

Costume Contest at The Hive Farm Bar & Grill

225 Sign Pine Rd, Chesapeake, VA 24 Oct 2025
CONTESTS

Fall Farm Fair Fundraiser

444 St. Brides Rd W 11 Oct 2025
NONPROFIT

Vince Kornegay @ Lockside Bar & Grill

Lockside Bar & Grill 15 Nov 2025

WBHS Alumni BBQ

Portsmouth Elks Lodge 25 Oct 2025
MUSIC USD 23

Apple Festival

513 Johnstown Rd, Chesapeake, VA, United States, Virginia 23322 18 Oct 2025
MUSIC

Big Ugly Brewing Halloween Party w/ The Vince Kornegay Trio

Big Ugly Brewing 26 Oct 2025
HALLOWEEN

River Boyz at Buckets Bar and Grill!

228 Battlefield Blvd N, Chesapeake, VA 23320-3914, United States 25 Oct 2025

MUDFLAP BOYZ ARE BACK TO ROCK BUCKETS!!

Buckets Bar and Grill 11 Oct 2025
MUSIC

Peter Pan

1629 Jolliff Rd, Chesapeake, VA, United States, Virginia 23321 1 Nov 2025
ART

Eagles Nest

Eagle's Nest 8 Nov 2025
MUSIC

Hunter Turner Concert at Historic Greenbrier Farms

225 Sign Pine Rd, Chesapeake, VA 11 Oct 2025
MUSIC

Music Bingo

1011 Eden Way N, Chesapeake, VA 16 Oct 2025
BINGO

Music Bingo

1011 Eden Way N, Chesapeake, VA 6 Nov 2025
BINGO

Music Bingo

1011 Eden Way N, Chesapeake, VA 20 Nov 2025
BINGO

Dark Journey Day | Big Ugly Brewing

845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322 28 Nov 2025
MUSIC

Jerry's Restaurant & Lounge, 1102 Sparrow Rd, Chesapeake, VA 23325

Jerry's Restaurant & Lounge, 1102 Sparrow Rd, Chesapeake, VA 23325 6 Dec 2025
MUSIC

Peter Pan

1629 Jolliff Rd, Chesapeake, VA, United States, Virginia 23321 30 Oct 2025
ART

Bandit LIVE at South Norfolk Moose Lodge

Lodge 464 - South Norfolk 20 Dec 2025
PERFORMANCES

Music Bingo

1011 Eden Way N, Chesapeake, VA 18 Dec 2025
BINGO

River Boyz at Jerry's!

1102 Sparrow Rd, Chesapeake, VA 23325 21 Nov 2025

The River Boyz at The Creek! (FREE SHOW)

1245 Cedar Rd, Chesapeake, VA 23322-7141, United States 12 Dec 2025
MUSIC

Frank's Fall Vendor Market

Frank's Trucking Center 2 Nov 2025
MUSIC

Music Bingo

1011 Eden Way N, Chesapeake, VA 4 Dec 2025
BINGO

Nasti Sip and Paint Norfolk / Virginia Beach

Headlights Gentlemen’s Club 19 Jul 2024
SIP-AND-PAINT USD 32 TO 44

FALL FESTIVAL

4420 East Rd, Chesapeake, VA 23321-2612, United States 8 Nov 2025
FESTIVALS

Trunk-or-Treat Family Halloween | Big Ugly Brewing

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