All Upcoming events

• Sat, 11 Oct

  Chesapeake Virginia Wine Festival

  Chesapeake City Park

  126+ Interested
• Sat, 11 Oct

  River Walk Fall Craft Fair

  701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States

  9+ Interested
• 22-23 Nov

  Chesapeake Holiday Craft Show

  Chesapeake Conference Center

  45+ Interested
• Fri, 24 Oct

  Boots Brims & Beats: A HOMECOMING PARTY

  Khedive Shrine Center

  8+ Interested
• Sat, 11 Oct

  Trunk or Treat

  1725 Debaun Avenue, Chesapeake, VA

  4+ Interested
• Fri, 17 Oct

  Trunk or Treat, Corn Maze, & Campfire

  Bergey's Barnyard

  4+ Interested
• Sat, 25 Oct

  Trick or Treat on the Farm!

  225 Sign Pine Rd, Chesapeake, VA
• Sat, 08 Nov

  The Chesapeake Sheriff's Oyster&South Festival

  Historic Greenbrier Farms
• Sat, 25 Oct

  Hometown Harvest At The Deep Creek Campus

  250 Mill Creek Pkwy, Chesapeake, VA, United States, Virginia 23323
• Sat, 25 Oct

  Adult Halloween Party | Big Ugly Brewing

  845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322

  4+ Interested
• Sat, 25 Oct

  R&B Yoga

  The Holistic Treehouse

  5+ Interested
• Sat, 22 Nov

  2nd Annual Rides & Rescues Charity Car Show

  Chesapeake City Park
• Sat, 18 Oct

  Grant's Trunk or Treat 2025 [FREE EVENT]

  1022 Centerville Turnpike S, Chesapeake, VA, United States, Virginia 23322
• Fri, 10 Oct

  Haunted Night Market

  Vintage Trixie
• Sat, 18 Oct

  Fall Flea Market at Grace Lutheran Church (Chesapeake)

  Grace Lutheran Church
• Sun, 12 Oct

  Piggy's Pumpkin Patch Party

  2605 Moses Grandy Trail, Suite E, Chesapeake, VA, United States, Virginia 23323
• Sun, 19 Oct

  Trunk or Treat • The Garage Brewery & D1 Chesapeake

  1011 Eden Way N, Chesapeake, VA
• Sat, 01 Nov

  Day of the Dead Dance Party

  112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320
• Sat, 11 Oct

  Cars and Coffee Chesapeake

  Everbowl Acai Bowls
• Sat, 11 Oct

  The River Boyz at the Chesapeake Virginia Wine Festival!

  900 City Park Dr, Chesapeake, VA 23320, United States
• Sat, 15 Nov

  Gaither Vocal Band in Chesapeake

  Great Bridge Baptist Church
• Thu, 16 Oct

  Halloween Cookie Decorating Class @ Studly Brewing

  Studly Brewing
• Sat, 11 Oct

  Princess Tea Party

  StoneBridge School
• Sat, 25 Oct

  Cosplay World Chesapeake: Halloween Mini-Con

  Chesapeake Conference Center
• Sun, 22 Feb

  Rehab in Chesapeake

  Riff House Pub
• Fri, 10 Oct

  ✨ Live Music, Wine, & Dancing Under the Stars!

  WineStyles Chesapeake
• Sat, 11 Oct

  Night of Worship

  Centerville Baptist Church
• Sun, 02 Nov

  Frank's Fall Vendor Market

  Frank's Trucking Center
• Fri, 17 Oct

  Ghost Hunt

  112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320
• Fri, 21 Nov

  Branches Turns 8!

  2125 Starmount Parkway Ste. 105, Chesapeake, VA
• Sat, 18 Oct

  Emo's Not Dead Music Bingo

  510 Belaire Ave, Chesapeake, VA 23320-4686, United States
• Sat, 01 Nov

  50,000 Watts: Radio Redemption with Tim Maurer

  525 Kempsville Rd
• Sat, 01 Nov

  Line Dancing with Letrice presents "Boots & Bourbon"

  Wolf Den Grill
• Mon, 27 Oct

  CLMA Trunk or Treat!

  1400 Kempsville Rd, Chesapeake, VA 23320-8188, United States
• Sat, 25 Oct

  The Nobel Wick: Bewitched and Be-whiskered

  565 Cedar Road Suite 12, Chesapeake, VA, United States, Virginia 23322
• Fri, 10 Oct

  Vince Kornegay @ Lockside Bar & Grill

  Lockside Bar & Grill
• Fri, 10 Oct

  Vibe Or Die Horror Night Underground Hip-Hop RnB Showcase Costume Contest

  RiffHouse Pub
• Sat, 18 Oct

  Music Bingo at Wasserhund Brewing Co. - Chesapeake!

  Wasserhund Brewing Company 510 Belaire Ave, Chesapeake, VA 23320
• Sat, 11 Oct

  Mount Pleasant Farms Fall Festival Weekends

  2201 Mount Pleasant Rd, Chesapeake, VA
• Sat, 18 Oct

  Autumn Market | Big Ugly Brewing

  845 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322
• Sat, 08 Nov

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

  845 S Battlefield Blvd, Chesapeake, VA 23322
• Fri, 24 Oct

  Parents' Night Out: Halloween

  561 Cedar Road Suite 4, Chesapeake, VA 23322
• Sat, 18 Oct

  Men's Fellowship

  Rapture Worship Center
• Sat, 25 Oct

  United Souls LIVE at Cutlass Grille

  725 Eden Way N Chesapeake, VA 23320
• Mon, 27 Oct

  Trunk or Treat at Freddy's!

  721 N Battlefield Blvd, Chesapeake, VA 23320
• Sat, 11 Oct

  Fall Paddle

  1224 Progressive Dr, Chesapeake, VA, United States, Virginia 23320
• Sat, 25 Oct

  Blue Grass and Brunswick Stew

  2752 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322
• Sat, 15 Nov

  Gaither Vocal Band at Great Bridge Baptist Church

  Great Bridge Baptist Church
• Fri, 10 Oct

  Kershaw & Foutz at Woody’s Greatbridge

  Woody's Raw Bar & Grill - Great Bridge
• Sun, 12 Oct

  Wildwood Bookshops Grand Opening!!

  Big Ugly Brewing
• Fri, 24 Oct

  Costume Contest at The Hive Farm Bar & Grill

  225 Sign Pine Rd, Chesapeake, VA
• Sat, 25 Oct

  Fall Festival 2025

  640 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322
• Sat, 11 Oct

  🧭Guided Kayak Tour

  Bob's Fishing hole
• Sat, 01 Nov

  757 Video Game Clearout

  Chesapeake Conference Center
• Sat, 11 Oct

  Homegirl Hike (757)

  Bells Mill Park
• Sun, 12 Oct

  Tarot Tea Party

  112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320
• Fri, 17 Oct

  D & D Adventures League

  469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320
• Sat, 11 Oct

  Preparing for Baby & Me

  The Juniper House
• Tue, 14 Oct

  Nashville at the Nest featuring Ashley Cooke

  Eagles Nest Rockin Country Bar
• Thu, 30 Oct

  The Witches' Coven by Mackenzie Foster

  The Holistic Treehouse
• Fri, 10 Oct

  Live music featuring Nate Sacks!

  2125 Starmount Parkway Ste. 105, Chesapeake, VA, United States, Virginia 23321
• Sat, 01 Nov

  NVYS 7th Annual Gala

  641 Woodlake Dr, Chesapeake, VA 23320-8930, United States
• Sat, 11 Oct

  Renaissance Faire

  Major Hillard Library
• Sun, 26 Oct

  DIA DE LOS MUERTOS

  Chesapeake City Park
• Sat, 01 Nov

  Clothing Outreach

  Rapture Worship Center
• Sat, 11 Oct

  Sensory Friendly Pumpkin Decorating

  2400 Carolina rd, Chesapeake, VA
• Fri, 10 Oct

  The Haunted Night Market

  112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320
• Sat, 22 Nov

  Rachel & the JellyCats Rock Creek Bar and Grill!

  Creek Bar
• Fri, 24 Oct

  Ian Foutz @ Red Bones

  Red Bones Raw Bars Seafood Grills
• Sat, 08 Nov

  Throwback at Jerry's of Indian River, Chesapeake

  Jerry's of Indian River
• Sat, 11 Oct

  Fall Farm Fair Fundraiser

  444 St. Brides Rd W
• Sat, 25 Oct

  Cosplay World Mini-Con Photoshoots

  Chesapeake Convention Center
• Tue, 14 Oct

  Trance Channeling Circle

  The Holistic Treehouse
• Sat, 11 Oct

  Dungeons & Dragons One-Shot Adventures at Big Ugly Brewing

  Big Ugly Brewing
• Sat, 01 Nov

  DCHS PTSA FALL Craft Show

  Deep Creek High School
• Sun, 19 Oct

  Women's Ministry Meet and Greet

  1425 Gust Ln, Chesapeake, VA 23323-2905, United States
• Thu, 09 Oct

  Brian Carmona Music at Busky's Chill and Grill

  Busky's Chill & Grill
• Fri, 17 Oct

  Foxglove @ The Creek

  Creek Bar
• Sat, 25 Oct

  Rosemont Fall Festival

  Rosemont Christian Church, Bainbridge Boulevard, Chesapeake, VA, USA
• Sat, 01 Nov

  A Symphony Of Dreams Adult Prom

  Chesapeake Conference Center
• Thu, 06 Nov

  The Black Light Open Mic: A Spoken Word Affair

  Cutlass Grille
• Sun, 19 Oct

  Halloween Egg Haunt at the Clubhouse

  701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States
• Sat, 25 Oct

  WBHS Alumni BBQ

  Portsmouth Elks Lodge
• Sat, 25 Oct

  Hampton Roads Spartans Game Watch MSU vs. UofM Time TBD

  Bubba's 33
• Sat, 18 Oct

  Apple Festival

  513 Johnstown Rd, Chesapeake, VA, United States, Virginia 23322
• Sun, 16 Nov

  Oliver Dope presents One Dope Menu

  2940 S Military Hwy
• Fri, 17 Oct

  5th Annual SkeleCon ♱ Halloween Party

  1011 Eden Way N, Chesapeake, VA
• Fri, 12 Dec

  Community Christmas Celebration 2025

  640 S Battlefield Blvd, Chesapeake, VA, United States, Virginia 23322
• Fri, 31 Oct

  SRBC Hallelujah Night

  1340 Gust Lane, Chesapeake, VA
• 25-26 Oct

  The TBG Gathering of the Blacksmiths 2025

  3300 Benefit Road, Chesapeake VA 23322
• Thu, 23 Oct

  Summit Pointe Cigar Social

  Summit Pointe
• Sat, 01 Nov

  Mercy Creek at Lockside - Chesapeake, VA

  Lockside Bar & Grill
• Fri, 10 Oct

  Pork Loin w/ Potato Salad

  469 N Battlefield Blvd, Chesapeake, VA, United States, Virginia 23320
• 24-26 Oct

  Bruin Bash 2025!

  Chesapeake, VA
• 14-15 Nov

  District 24-I Fall Conference

  Delta Hotels by Marriott Chesapeake, Chesapeake Convention Center
• Sat, 18 Oct

  Vintage Vibe Plant Swap and Shop

  232 Centerville Turnpike N, Chesapeake, VA
• Fri, 10 Oct

  Fall'iday Friday Farmers Market

  70 Knells Ridge Blvd, Chesapeake, VA 23320-6607, United States
• Tue, 14 Oct

  Pub Poll and Taco Tuesday! 🌮🍹

  Busky's Chill & Grill
• Sun, 19 Oct

  Virginia Beach Pet Loss Support Group

  4757 Sunray Avenue Chesapeake, VA 23321