Entertainment events in Chesapeake

DJB @ Bucket's Bar and Grille

Sat, 26 Sep at 08:00 pm Buckets Bar and Grill

MUSIC

Pull for Pink 2026

Sun, 25 Oct at 12:00 pm 900 City Park Dr, Chesapeake, VA 23320, USA

MUSIC

🍂🔥 HOT GIRL HARVEST 🔥🍂

Sun, 27 Sep at 12:00 pm My Joy Luxury Events

BRUNCH

Party in the Park

Wed, 07 Oct at 04:00 pm Chesapeake City Park

FESTIVALS

It's MOOSESTOCK at Portsmouth Moose Lodge!

Sun, 11 Oct at 03:00 pm Portsmouth Moose Lodge 898

MUSIC

Tidewater Highland Games

Sat, 07 Nov at 09:00 am Historic Greenbrier Farms

USD 10 TO 45 SPORTS

Latin Dance Sundy at WXYZ Bar!

Sun, 27 Sep at 05:00 pm WXYZ Bar and Lounge

DANCE

Southern Flair Open Mic Tuesdays

Tue, 21 Jul at 07:30 pm Southern Flair Pub House

FREE OPEN-MIC

Weekly SINGO Music Bingo Nights at Hank's Pub - Chesapeake

Wed, 23 Sep Hank's Pub

FREE BINGO

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

Thu, 14 May at 08:00 pm Chesapeake

FREE ART

Pasta in the Park Waterway Market at Great Bridge Village

Sun, 11 Oct at 11:00 am 116 Reservation Road, Chesapeake, VA, United States, Virginia 23320

MUSIC

Chesapeake Humane Society's Annual Gala 2026: Camp CHS

Sat, 07 Nov at 06:00 pm 845 S Battlefield Blvd, Chesapeake, VA 23322

MUSIC

6th Annual Fall Farm Fair Fundraiser!

Sat, 24 Oct at 10:30 am 444 St. Brides Rd W

NONPROFIT

Amy Kaus Returns to Branches Tasting room

Sat, 26 Sep at 06:30 pm Branches Tasting Room

FREE FITNESS

Cloud 9/11 Events Chesapeake Virginia 1of 3 Locations

Thu, 11 Sep at 02:00 pm Kings Restaurant and Hookah Bar

USD 0 TO 420 FITNESS

Pressed Flower Workshop

Tue, 06 Oct at 09:00 am 212 Holt Dr, Chesapeake, VA 23322-5567, United States

WORKSHOPS

Fall Pumpkin Decorating Workshop

Tue, 20 Oct 212 Holt Dr, Chesapeake, VA 23322-5567, United States

WORKSHOPS

Creative Spark Workshops- October

Wed, 14 Oct at 10:30 am The Holistic Treehouse

FREE FITNESS

MEET ME OUTSIDE HALLOWEEN DAY PARTY

Sat, 31 Oct at 02:00 pm 1201 Club House Dr

USD 23 TO 39 PARTIES

The Friendsgiving Experience:Praise, Paint & Plates by KMB+Proclaim

Sat, 07 Nov at 05:00 pm 2418 Cedar Rd

USD 45 MUSIC

Movie Night with Santa Vic

Fri, 18 Dec at 06:30 pm 1201 Club House Dr

USD 7 TO 29 FITNESS

Creative Spark Workshops- November

Wed, 11 Nov at 10:30 am The Holistic Treehouse

FREE FITNESS

Private Party

Sat, 17 Oct at 06:00 pm Portsmouth Moose Lodge 898

PARTIES

Foxglove @ Portsmouth Moose

Sat, 05 Dec at 08:00 pm Portsmouth Moose Lodge

PARTIES

Jerry's of Indian River

Sat, 28 Nov at 08:00 pm Jerrys Of Indian River

MUSIC

Creative Spark Workshops- January

Wed, 13 Jan at 10:30 am The Holistic Treehouse

FREE WORKSHOPS

Creative Spark Workshops- March

Wed, 10 Mar at 10:30 am The Holistic Treehouse

FREE WORKSHOPS