Upcoming Chesapeake Events

Check out what's happening all around Chesapeake, VA

Chesapeake Virginia Wine Festival

Sat, 11 Oct at 12:00 pm Chesapeake City Park

Chesapeake Holiday Craft Show

Sat, 22 Nov at 10:00 am Chesapeake Conference Center

Boots Brims & Beats: A HOMECOMING PARTY

Fri, 24 Oct at 06:00 pm Khedive Shrine Center

River Walk Fall Craft Fair

Sat, 11 Oct at 09:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States

Live Concert Recording

Sat, 04 Oct at 06:00 pm New Light Church- The City of Praise USD 18 to 29

Feel Good Friday Yoga Flow

Fri, 03 Oct at 07:00 pm The Holistic Treehouse Free

The Chesapeake Sheriff's Oyster&South Festival

Sat, 08 Nov at 01:00 pm Historic Greenbrier Farms

Adult Halloween Party | Big Ugly Brewing

Sat, 25 Oct at 05:00 pm 845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

R&B Yoga

Sat, 25 Oct at 10:00 am The Holistic Treehouse Free

Tidewater Coast Guard Festival 2025

Sat, 04 Oct at 10:00 am Chesapeake City Park

Women with Goals (Business Networking Event)

Sat, 04 Oct at 11:30 am Virtue Bistro Free

Trunk or Treat

Sat, 11 Oct at 12:00 pm 1725 Debaun Avenue, Chesapeake, VA

The 44th Annaul Great American Food Fest

Wed, 01 Oct at 04:00 pm Chesapeake City Park

2nd Annual Rides & Rescues Charity Car Show

Sat, 22 Nov at 11:00 am Chesapeake City Park

Day of the Dead Dance Party

Sat, 01 Nov at 07:00 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Grant's Trunk or Treat 2025 [FREE EVENT]

Sat, 18 Oct at 01:00 pm 1022 Centerville Turnpike S, Chesapeake, VA, United States, Virginia 23322

Monster Fest 22

Sat, 04 Oct at 09:00 am Chesapeake Public Library

Piggy's Pumpkin Patch Party

Sun, 12 Oct at 01:00 pm 2605 Moses Grandy Trail, Suite E, Chesapeake, VA, United States, Virginia 23323

Hometown Harvest At The Deep Creek Campus

Sat, 25 Oct at 11:00 am 250 Mill Creek Pkwy, Chesapeake, VA, United States, Virginia 23323

Fall Flea Market at Grace Lutheran Church (Chesapeake)

Sat, 18 Oct at 08:00 am Grace Lutheran Church

Cars and Coffee Chesapeake

Sat, 13 Dec at 08:00 am Everbowl Acai Bowls

Halloween Cookie Decorating Class @ Studly Brewing

Thu, 16 Oct at 06:00 pm Studly Brewing USD 34 to 66

The River Boyz at the Chesapeake Virginia Wine Festival!

Sat, 11 Oct at 01:00 pm 900 City Park Dr, Chesapeake, VA 23320, United States

Gaither Vocal Band in Chesapeake

Sat, 15 Nov at 06:00 pm Great Bridge Baptist Church

Rehab in Chesapeake

Sun, 22 Feb at 07:00 pm Riff House Pub

Cosplay World Chesapeake: Halloween Mini-Con

Sat, 25 Oct at 10:00 am Chesapeake Conference Center

Princess Tea Party

Sat, 11 Oct at 11:00 am StoneBridge School

Tidewater Job Fair Oct 2025

Tue, 07 Oct at 11:00 am Chesapeake Conference Center

Fire Prevention Week Kick Off - Firehouse Movie Night

Fri, 03 Oct at 06:30 pm 3460 Battlefield Blvd S, Chesapeake, VA 23322-2401, United States

Feel Good Friday Yoga Flow

Fri, 24 Oct at 07:00 pm The Holistic Treehouse Free

Breath & Movement: An Energetic Recalibration

Thu, 02 Oct at 07:00 pm The Holistic Treehouse Free

Sojourners Church Co-Ed Book Club

Sat, 04 Oct at 07:00 pm 1149 Edinburgh Pkwy, Chesapeake, VA 23322-4398, United States

Night of Worship

Sat, 11 Oct at 06:30 pm Centerville Baptist Church

Dick Kammann Live at The Mason Jar

Sat, 04 Oct at 06:00 pm MASON JAR Restaurant & Bar

Branches Turns 8!

Fri, 21 Nov at 01:00 pm 2125 Starmount Parkway Ste. 105, Chesapeake, VA

KABOOMBOX!

Sat, 04 Oct at 08:00 pm 1245 Cedar Rd. STE F. Chesapeake, VA, Chesapeake, VA, United States, Virginia 23322

5th Annual Kars4Kids Charity Car Show

Sun, 05 Oct at 09:00 am Chesapeake City Park

Bruin Bash 2025!

Fri, 24 Oct at 07:00 pm Chesapeake, VA

Soul Rehab: A Young Adult Praise Festival

Fri, 03 Oct at 06:00 pm 2587 Campostella Rd, Chesapeake, VA

Halloween Horseshoe Craft

Sat, 11 Oct at 05:00 pm 517 Head of River

50,000 Watts: Radio Redemption with Tim Maurer

Sat, 01 Nov at 03:00 pm 525 Kempsville Rd USD 12 to 17

Jo Koy Tickets

Sat, 11 Oct at 08:00 pm Ted Constant Center, Norfolk, VA

Ghost Hunt

Fri, 17 Oct at 07:00 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Vince Kornegay @ AJ Gator’s - Centerville

Fri, 03 Oct at 09:00 pm AJ Gator's - Centerville

Costume Contest at The Hive Farm Bar & Grill

Fri, 24 Oct at 07:00 pm 225 Sign Pine Rd, Chesapeake, VA

Vince Kornegay @ Lockside Bar & Grill

Fri, 10 Oct at 07:00 pm Lockside Bar & Grill

International Observe the Moon Night (IOMN)

Sat, 04 Oct at 06:00 pm Chesapeake Planetarium

Gospel Meeting with Chad Brewer

Fri, 03 Oct at 07:00 pm 217 Taxus St, Chesapeake, VA, United States, Virginia 23320

The River Boyz at The Creek! (FREE SHOW)

Fri, 03 Oct at 08:00 pm 1245 Cedar Rd, Chesapeake, VA 23322-7141, United States

Cars and Coffee Chesapeake

Sat, 11 Oct at 08:00 am Everbowl Acai Bowls

Girls United: Bergey’s Barnyard Visit

Sat, 04 Oct at 11:00 am Bergey's Barnyard

Hunter Turner Concert at Historic Greenbrier Farms

Sat, 11 Oct at 04:00 pm 225 Sign Pine Rd, Chesapeake, VA

Chesapeake Weekend Afternoon Networking (WAN)

Fri, 03 Oct at 06:00 pm Neat Bird Chicken & Whiskey Free

Chesapeake Humane Society's Rewind To The 90's Gala 2025

Sat, 08 Nov at 06:00 pm 845 S Battlefield Blvd, Chesapeake, VA 23322

KARAOKE THURSDAYS @ The Creek in Chesapeake!!

Thu, 02 Oct at 07:00 pm The Creek

Monthly Meeting of the Mustang Club of Tidewater

Thu, 02 Oct at 07:00 pm Cavalier Ford

Music Bingo at Wasserhund Brewing Co. - Chesapeake!

Sat, 18 Oct at 06:30 pm Wasserhund Brewing Company 510 Belaire Ave, Chesapeake, VA 23320

Oscar Smith VS Hickory

Fri, 03 Oct at 07:00 pm Hickory High School

Commitment Issues at Jerry's

Fri, 03 Oct at 08:00 pm 1102 Sparrow Rd, Chesapeake, VA 23325

5th Annual SkeleCon â™± Halloween Party

Fri, 17 Oct at 06:00 pm 1011 Eden Way N, Chesapeake, VA

BRUIN BASH AT WOODYS CHESAPEAKE SQUARE

Fri, 24 Oct at 08:00 pm Woody's Raw Bar & Grill - Great Bridge

Gaither Vocal Band at Great Bridge Baptist Church

Sat, 15 Nov at 06:00 pm Great Bridge Baptist Church

Reenactment of The Battle of Great Bridge

Sat, 06 Dec at 10:00 am 120 Reservation Rd, Chesapeake, VA 23322-5234, United States

Gaither Vocal Band

Fri, 14 Nov at 07:00 pm Great Bridge Baptist Church

Fall Paddle

Sat, 11 Oct at 09:00 am 1224 Progressive Dr, Chesapeake, VA, United States, Virginia 23320

NVYS 7th Annual Gala

Sat, 01 Nov at 06:00 pm 641 Woodlake Dr, Chesapeake, VA 23320-8930, United States

Music Bingo At Chicho's Pizza

Thu, 02 Oct at 07:00 pm 403 Centerville Tpke S, Chesapeake, VA, United States, Virginia 23322

STUCK DOWN//2TOAROOM//ADOBERMANSSHADOW//2TOAROOM

Fri, 17 Oct at 07:00 pm RiffHouse Pub

Revalation Vineyards tasting

Sat, 18 Oct at 04:00 pm Branches Tasting Room USD 32

Busky's Chill & Grill- Pancho Music

Thu, 02 Oct at 08:00 pm Busky's Chill & Grill

BEACH EYE CARE Grand Opening Celebration Summit Pointe

Sat, 04 Oct at 11:00 am 325 Volvo Pkwy #120 325 Volvo Pkwy #120, Chesapeake, VA 23320

Trance Channeling Circle

Tue, 30 Sep at 07:00 pm The Holistic Treehouse

Game Watch Party - VT v. Wake Forest

Sat, 04 Oct at 12:45 pm Bubba's 33 - Chesapeake, VA (Chesapeake, VA - 1725 Debaun Avenue)

Fun Bunch SUNDAY Monthly Card BUFFET

Sun, 05 Oct at 01:00 pm Benefit Rd, Chesapeake, VA 23322, United States

Adoption Event at Greenbrier Petsmart

Sat, 04 Oct at 01:00 pm 1236 Greenbrier Pkwy, Chesapeake, VA

Pumpkins & Prizes - Client Appreciation Party

Sat, 18 Oct at 01:00 pm Hickory Ridge Farm

Pet Costume Contest at Historic Greenbrier Farms

Sat, 18 Oct at 10:00 am 225 Sign Pine Rd, Chesapeake, VA

Attention, Attention! – Focus Training for Your Dog

Thu, 02 Oct at 06:00 pm 2536 Centerville Turnpike S, Chesapeake, VA

The Haunted Night Market

Fri, 10 Oct at 06:00 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Cosplay World Mini-Con Photoshoots

Sat, 25 Oct at 11:00 am Chesapeake Convention Center

Hampton Roads Spartans Game Watch MSU vs. UofM Time TBD

Sat, 25 Oct at 07:30 pm Bubba's 33 Free

Vince Kornegay @ Lockside Bar & Grill

Sat, 15 Nov at 07:00 pm Lockside Bar & Grill

Tarot Tea Party

Sun, 12 Oct at 01:00 pm 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320

Preparing for Baby & Me

Sat, 11 Oct at 01:00 pm The Juniper House

Rachel & the JellyCats Rock Creek Bar and Grill!

Sat, 22 Nov at 07:00 pm Creek Bar

2025 Fall Festival

Sat, 18 Oct at 01:00 pm Dr. Clarence V. Cuffee Community Center

Mercy Creek at Lockside - Chesapeake, VA

Sat, 01 Nov at 08:00 pm Lockside Bar & Grill

SURVEY SAYS Game Played @ The Creek in Chesapeake!!

Tue, 30 Sep at 07:00 pm The Creek

Celebrating Halloween at AJ Gators

Fri, 31 Oct at 09:00 pm 1464 Mt Pleasant Rd, Chesapeake, VA 23322-4043, United States

BBB @ Buskys! Bingo, bourbon and beer night!

Wed, 01 Oct at 07:00 pm 237 Hanbury Road East suite 32, Chesapeake, VA

Cub Scout Joining Night

Wed, 01 Oct at 06:00 pm Western Branch Primary

Aloft Nights special evening with friends

Wed, 01 Oct at 07:00 pm Aloft W Hotel WXYZ Bar

Trivia Night at Big Ugly Brewing

Thu, 02 Oct at 06:30 pm Big Ugly Brewing

District 24-I Fall Conference

Fri, 14 Nov at 05:00 pm Delta Hotels by Marriott Chesapeake, Chesapeake Convention Center

Fall'iday Friday Farmers Market

Fri, 03 Oct at 10:00 am 70 Knells Ridge Blvd, Chesapeake, VA 23320-6607, United States

A Symphony Of Dreams Adult Prom

Sat, 01 Nov at 06:00 pm Chesapeake Conference Center

Brew-Ha-Ha 🎀👻

Sat, 11 Oct at 02:00 pm 1011 Eden Way N, Chesapeake, VA

Dart Night At Chicho's Pizza Hickory

Wed, 01 Oct at 07:30 pm 403 Centerville Tpke S, Chesapeake, VA, United States, Virginia 23322

Worship, Prayer & Praise Night

Wed, 01 Oct at 07:00 pm 816 Kempsville Rd Chesapeake, VA, United States, Virginia 23320