Festivals in Chesapeake

Check out happening festivals events all around Chesapeake, VA

South Norfolk Ruritans Crab Fest 2025

 Sun, 07 Sep at 01:00 pm Chesapeake City Park USD 66

Chesapeake Virginia Wine Festival

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

Chesapeake Princess Day

 Sat, 13 Sep at 10:00 am Chesapeake Convention Center

Vintage Vibe’s Fall & Halloween Open House

 Sat, 06 Sep at 10:00 am 232 Centerville Turnpike N, Chesapeake, VA

Boots Brims & Beats: A HOMECOMING PARTY

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

The Chesapeake Sheriff's Oyster&South Festival

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

Oktoberfest | Big Ugly Brewing

 Fri, 26 Sep at 03:00 pm 845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

Chesapeake Celebrates Trees

 Sat, 27 Sep at 12:00 pm 208 Conquest Dr, Chesapeake, VA 23322, United States

Cookbook Store Pop-up at Black Ink: Block Party & Lit Fest

 Sat, 20 Sep at 12:00 pm Dr. Clarence V. Cuffee Library

Oktoberfest

 Thu, 11 Sep at 04:00 pm 1011 Eden Way N, Chesapeake, VA

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

Tidewater Coast Guard Festival 2025

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

The 44th Annaul Great American Food Fest

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

3rd Quarter 2025 - KWT Pop-Up - Hey Sis, Let's Talk

 Sat, 20 Sep at 11:00 am 2101 Iowa St Free

Peppa's Pumpkin Patch Party

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

5th Annual Barktoberfest

 Sun, 21 Sep at 11:00 am 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States

5th Annual Kars4Kids Charity Car Show

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

Chaos Leads the Freedom Ride

 Sat, 06 Sep at 10:00 am AJ Gator's - Centerville

Reenactment of The Battle of Great Bridge

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

Pink on the Green

 Sat, 27 Sep at 04:00 pm The Venue at Cahoon

Pokemoon: Sailor Moon & Pokemon Market

 Sun, 14 Sep at 01:00 pm The Garage Brewery

Fall Garden Fair and Plant Swap/Sale

 Sat, 20 Sep at 10:00 am Major Hillard Library

Renaissance Faire

Sat, 11 Oct at 11:00 am Major Hillard Library

Bruin Blast 2025!

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

Reenactment of The Battle of Great Bridge

 Sun, 07 Dec at 10:00 am 120 Reservation Rd, Chesapeake, VA 23322-5234, United States

Monster Fest 22

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

AMBERFEST

 Sat, 04 Oct at 03:00 pm Deep Creek Ruritan Club

Fall Farm Fair Fundraiser

Sat, 11 Oct at 10:30 am 444 St. Brides Rd W

Blue Grass and Brunswick Stew

 Sat, 25 Oct at 12:00 pm 2752 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322

Fall Kickoff

 Sun, 07 Sep at 10:00 am 333 Cedar Rd, Chesapeake, VA, United States, Virginia 23322

Zombies at Ballahack

 Sat, 25 Oct at 07:00 am 2900 ballahack rd, Chesapeake, VA, United States, Virginia 23322

Shaggers @ Heart 2026 Event Package for Two Raffle Tickets Available Now - Drawing October 18, 2025

 Sat, 18 Oct at 08:00 pm Fraternal Order of Eagles #795

WonderFALL Lantern Festival

 Sat, 15 Nov at 03:30 pm 1901 Paramont Ave, Chesapeake, VA 23320-2466, United States

Hickory Fall Craft Show sponsored by Hickory Band Parents

Sat, 15 Nov at 09:00 am 1996 Hawk Blvd, Chesapeake, VA 23322-2124, United States

Fall Family Care Safety Fest

 Thu, 16 Oct at 10:00 am 1140 kempsville rd, Chesapeake, VA, United States, Virginia 23320

Swarm Mob Car and Motorcycle Club SPS (Stiff Persons Syndrome) Awareness Car, Bike, Truck Show

 Sat, 20 Sep at 04:00 pm 1377 Bells Mill Rd. Chesapeake

GB Fall Festival/Halloween Party & Chili Cookoff

 Sat, 25 Oct at 12:00 am The Church of Jesus Christ of Latter-day Saints

Poker Run Hog Roast with Cigar and Bourbon Night

 Sat, 04 Oct at 04:00 pm American Legion post 280 Virginia