October 2026 Events Calendar: Virginia Beach, Norfolk, Chesapeake & Hampton Roads

Planning ahead? This guide is updated throughout the month as new events are announced, so bookmark it and check back often for the latest additions!

For the full daily entertainment schedule, including live bands, restaurant entertainment, trivia, karaoke, happy hours and more, visit events.VBnightlife.com

Updated August 20, 2026.

Bookmark this guide and check back regularly for new events and updates.

Chesapeake Virginia Wine Festival
Chesapeake City Park, Chesapeake

Saturday, October 10 • 12–6 PM

The Chesapeake Wine Festival brings together 20 premier Virginia wineries, international wines, local restaurants, artisans and community businesses for a day of tasting and entertainment at Chesapeake City Park. Tasting tickets include unlimited wine samples, a souvenir wine glass and access to the International Wine Village. Enjoy live music with Wonderland, Borderline Crazy and Lewis McGehee and Friends, plus a beer garden, artisan vendors and free onsite parking. The festival benefits Chesapeake Rotary Club Community Charities, which has raised more than $2 million for local charities over the years.

Discount tickets available on VBhotdeals.com

Harvest Fair at Hunt Club Farm
Hunt Club Farm, Virginia Beach
September 26–November 1

Celebrate fall at Hunt Club Farm with the pumpkin patch, petting farm, hayrides and seasonal family activities.

Discount tickets available through VBhotdeals.com

Haunted Hunt Club Farm
Hunt Club Farm, Virginia Beach
Select nights September 25–October 31. October dates are October 2–4, 9–11, 14–18, 21–25 and 28–31.

One of Virginia Beach’s favorite Halloween traditions returns with multiple haunted attractions, live entertainment and more.

Discount tickets available through VBhotdeals.com

Fil Fest USA
October 2–4 | Rudee Loop, Virginia Beach | FREE
Fil Fest USA returns to the Virginia Beach Oceanfront for a three-day celebration of Filipino and Filipino American culture featuring authentic food, live music, cultural performances, vendors, handcrafted goods and family activities.

Swiping Right: Opera in the Age of Online Dating
October 2 & 4 | Harrison Opera House, Norfolk
Virginia Opera presents this Variations Series production exploring romance, relationships and dating through the world of opera.

Wednesday Wind Down
October 7 & 21 | Harrison Opera House Lawn, Norfolk
Virginia Opera presents outdoor Wednesday Wind Down performances on the lawn of the Harrison Opera House.

70th Annual Virginia MOCA Boardwalk Art Show
October 9–11 | Virginia Beach Boardwalk
One of the longest-running outdoor art shows on the East Coast celebrates its 70th anniversary with nationally recognized artists displaying fine art and contemporary craft along the Virginia Beach Boardwalk.

Disney’s Frozen
October 9–11 | Sandler Center for the Performing Arts, Virginia Beach
Virginia Musical Theatre brings Disney’s Frozen to the Sandler Center stage, featuring the beloved songs from the animated film along with music written for the Broadway production.

Monty Python’s Spamalot
October 13–18 | Harrison Opera House, Norfolk
The Broadway in Norfolk season opens with the Tony Award-winning musical comedy inspired by Monty Python and the Holy Grail.

Fall Town Point Virginia Wine Festival
October 17–18 | Town Point Park, Norfolk
More than 25 Virginia wineries gather on the Downtown Norfolk waterfront, offering more than 200 wines along with food and vendors.

Stockley Gardens Fall Arts Festival
October 17–18 | Ghent, Norfolk
The long-running arts festival fills Stockley Gardens with artists, live entertainment, food and community activities throughout the weekend.

ZooBoo
October 17–18 | Virginia Zoo, Norfolk
The Virginia Zoo celebrates Halloween with its annual family-friendly ZooBoo featuring seasonal activities, animal enrichment and trick-or-treating.

Neptune’s International Sandsculpting Championship
Virginia Beach Oceanfront
The internationally acclaimed sandsculpting exhibition continues inside the covered tent with large-scale works created by master sculptors from around the world.

Zoovies: Jurassic Park
5–9 PM | Virginia Zoo, Norfolk
The Virginia Zoo hosts an outdoor screening of Jurassic Park with special activities, food and drinks available during the evening.

Lettuce: Lettuce Cook Tour
8 PM | Elevation 27, Virginia Beach
Funk band Lettuce brings its Lettuce Cook Tour to Elevation 27.

Virginia Children’s Festival
10 AM–3 PM | Town Point Park, Norfolk
One of Hampton Roads’ biggest family festivals returns with more than 100 interactive activities, performances, storytelling, educational exhibits, arts and crafts, characters and hands-on experiences designed especially for children.

India Fest
11 AM–7 PM | Virginia Beach Convention Center, Virginia Beach
The annual cultural festival celebrates Indian heritage through food, entertainment, music, dance, shopping and cultural presentations.

PLANTELLA: A Virginia Beach Expo
Virginia Beach Convention Center, Virginia Beach
A plant-focused expo brings together gardeners, collectors, growers and plant enthusiasts.

Ocean Commotion
6–10 PM | Virginia Aquarium & Marine Science Center, Virginia Beach
The Virginia Aquarium hosts an adults-only evening with entertainment and special after-hours experiences.

Petty Rewind
8 PM | Elevation 27, Virginia Beach
A Tom Petty tribute show brings the music of the legendary singer-songwriter to Elevation 27.

Fall Festival at City Park
11 AM–2 PM | Portsmouth City Park, Portsmouth | FREE
Portsmouth celebrates the season with games, crafts, face painting, bounce houses, hayrides and family activities.

Barktoberfest
Mill Point Park, Hampton
Hampton celebrates fall with a pet-friendly festival featuring seasonal fun and activities in Downtown Hampton.

YESCO Championship Night #1
6–9 PM | Larry King Law’s Langley Speedway, Hampton
Championship racing features Limited Late Models, Super Streets, UCars, Enduros, Super Trucks and Pro Six.

Yorktown Wine & Oyster Festival
October 3–4 | Riverwalk Landing, Yorktown
Wine and oysters take center stage during this waterfront fall festival along the York River.

To Heed Washington’s Call: Reenactor Weekend
October 3–4 | Colonial Williamsburg, Williamsburg
Historical reenactors interpret the Virginia Line preparing to join George Washington’s army during the Revolutionary War.

CommUNITY Play-In & Sing Along
3 PM | Booker T. Washington High School, Norfolk | FREE
The Virginia Symphony Orchestra presents a community music event bringing musicians, singers and audiences together.

Neptune’s International Sandsculpting Championship — Final Day
Virginia Beach Oceanfront
The internationally acclaimed sandsculpting exhibition concludes after its final public viewing day.

Groovin’ By The Bay
5–8 PM | Mill Point Park, Hampton | FREE
Outdoor live music returns to Downtown Hampton’s waterfront park.

Play Through the Ages: Colonial Games and Toys
1–2 PM | Russell Memorial Library, Chesapeake | FREE
A Chesapeake America 250 program explores games and toys enjoyed by children in earlier eras.

The California Honeydrops
The NorVa, Norfolk
The California Honeydrops bring their blend of soul, R&B, funk and roots music to The NorVa with special guest Jontavious Willis.

Mystical Arts of Tibet
October 7–11 | Hampton Arts, Hampton
Tibetan monks begin a multi-day residency featuring sacred art, cultural programs and public events.

The Black Jacket Symphony Presents Def Leppard’s Hysteria
7:30 PM | Harrison Opera House, Norfolk
The Black Jacket Symphony recreates Def Leppard’s landmark Hysteria album live, followed by additional hits from the band.

Lauren Alaina
The NorVa, Norfolk
Country singer Lauren Alaina brings The Stages Tour to The NorVa with Ashley Kutcher.

History Lunch and Learn: Black Americans & the Declaration of Independence
Noon–1:30 PM | Virginia Beach History Museums, Virginia Beach
A special history program examines Black Americans’ relationship to the Declaration of Independence.

NOCTURNIA: A Broadway Halloween Concert
October 8–10 | Zeiders American Dream Theater, Virginia Beach
A Halloween-themed Broadway concert brings spooky-season music and theatrical performances to The Z.

Suffolk Peanut Fest
October 8–11 | Suffolk Executive Airport, Suffolk
The annual fall festival features concerts, carnival rides, family activities, food, vendors and entertainment.

Chief Keef
The Dome by Rutter Mills, Virginia Beach
Rapper Chief Keef performs at The Dome at the Virginia Beach Oceanfront.

Jon B.
The NorVa, Norfolk
R&B singer and songwriter Jon B. performs at The NorVa.

Mojo Brookzz: Outta Pocket Comedy Tour
Harrison Opera House, Norfolk
Comedian Mojo Brookzz brings his Outta Pocket Comedy Tour to Norfolk.

The Amish Outlaws
8 PM | Elevation 27, Virginia Beach
The genre-hopping party band known for unpredictable setlists returns to Elevation 27.

Cirque Kalabanté
8 PM | Ferguson Center for the Arts, Newport News
The touring production combines West African music, acrobatics, dance and circus artistry.

2026 Virginia Beach Coin Show
October 9–10 | 9 AM–5 PM | Virginia Beach Convention Center, Virginia Beach | FREE
The Tidewater Coin Club hosts dealers, educational displays, coin submissions, buying, selling and appraisals.

Virginia Symphony Orchestra: Amadeus Live
7:30 PM | Harrison Opera House, Norfolk
The Virginia Symphony Orchestra performs Mozart’s music live alongside a screening of the Academy Award-winning film Amadeus.

Ripe
8 PM | Elevation 27, Virginia Beach
Boston-based funk-pop band Ripe performs at Elevation 27.

Liquid Art Beer Festival
24th Street Park, Virginia Beach Oceanfront
The Oceanfront hosts a fall craft beer festival bringing together breweries, beverages, music and art.

Historic Downtown Phoebus Fall Festival
Downtown Phoebus, Hampton | FREE
Historic Phoebus celebrates fall with live entertainment, arts and crafts, food, vendors and community activities.

Hampton Collectors Expo
10 AM–5 PM | Virginia Peninsula Community College, Hampton | FREE
Sports cards, trading cards and collectibles take center stage at this free collectors expo.

Larry King Law Championship Night #2
6–9 PM | Langley Speedway, Hampton
Championship racing features Late Models, Modifieds, Grand Stocks, Legends and Bandoleros.

Sacred Music, Sacred Chants for Peace & Healing
Hampton Arts, Hampton
The Mystical Arts of Tibet residency includes a special sacred-music and chanting program.

Chesapeake Fall Paddle
Chesapeake
Participants take to the Dismal Swamp Canal for a scenic six-mile paddle.

Yorktown Market Days Fall Festival
October 10–11 | Riverwalk Landing, Yorktown
Yorktown celebrates autumn with seasonal vendors, family activities and waterfront festivities.

Polyphia
The Dome by Rutter Mills, Virginia Beach
Progressive instrumental rock band Polyphia brings its 2026 tour to Virginia Beach.

Celebrating Meat Loaf: The Official Global Celebration
7:30 PM | Ferguson Center for the Arts, Newport News
The theatrical concert celebrates the music and legacy of Meat Loaf.

AFI
The NorVa, Norfolk
Rock band AFI performs at The NorVa.

Superheaven
8 PM | Elevation 27, Virginia Beach
Superheaven performs at Elevation 27.

Trombone Shorty & Orleans Avenue
Sandler Center for the Performing Arts, Virginia Beach
Trombone Shorty & Orleans Avenue bring their high-energy mix of New Orleans funk, jazz, rock and brass-band music to Virginia Beach.

Old Dominion Football vs. Georgia Southern
S.B. Ballard Stadium, Norfolk
The Old Dominion Monarchs host Georgia Southern in a Thursday night Sun Belt Conference matchup.

Brand New
The Dome by Rutter Mills, Virginia Beach
Brand New performs at The Dome at the Virginia Beach Oceanfront.

All Them Witches
The NorVa, Norfolk
All Them Witches perform at The NorVa with Emma Ruth Rundle appearing solo.

Art After Dark
6 PM | Hampton Arts, Hampton | FREE
Hampton Arts hosts an evening art event with special programming.

The Addams Family — Classic Movie Night
7 PM | The American Theatre, Hampton
The classic film screens as part of Hampton Arts’ movie series.

CeCe Winans: COME WORSHIP!
Chartway Arena, Norfolk
Grammy Award-winning gospel artist CeCe Winans brings her COME WORSHIP! Tour to Norfolk with Charity Gayle, Red Worship and Terrian.

Virginia Symphony Orchestra: Mozart’s Gran Partita
Attucks Theatre, Norfolk
Virginia Symphony Orchestra musicians perform Mozart’s celebrated Gran Partita and chamber works.

Bethel Music
The NorVa, Norfolk
Contemporary worship collective Bethel Music performs at The NorVa.

Private Eyes: The Hall & Oates Tribute
8 PM | Elevation 27, Virginia Beach
Private Eyes celebrates the music of Daryl Hall and John Oates.

Ghost Walk at Fort Monroe
October 16–18 | Fort Monroe, Hampton
Seasonal walking tours explore Fort Monroe’s history, mysteries and legendary ghost stories.

Michael Ray Victory Weekend Kick-Off Concert
7 PM | Riverwalk Landing, Yorktown
Country artist Michael Ray kicks off Yorktown Victory Weekend with a waterfront concert.

Five Finger Death Punch
Veterans United Home Loans Amphitheater, Virginia Beach
Five Finger Death Punch brings its 20th Anniversary Tour to Virginia Beach with Cody Jinks and Eva Under Fire.

The Story So Far
The Dome by Rutter Mills, Virginia Beach
The Story So Far performs at The Dome with The Starting Line and ultra Q.

Nurse Blake: BUT DID YOU DIE? Comedy Tour
Attucks Theatre, Norfolk
Nurse Blake brings the BUT DID YOU DIE? Comedy Tour to the Attucks Theatre.

Bluebird Gap Farm Fall Festival
October 17–18 | Bluebird Gap Farm, Hampton
The family fall festival features hayrides, live entertainment, games, seasonal food, pumpkins and more.

Rivers Casino Fall Day of Destruction
6–9 PM | Langley Speedway, Hampton
An action-packed evening of motorsports comes to Langley Speedway.

Ocean View Witch Walk: 250 Years of Legends and Lore
6 PM | Ocean View Beach Park, Norfolk
A seasonal experience explores local legends and the history of Ocean View.

Yorktown Victory Weekend
October 17–18 | Historic Yorktown
Historic Yorktown commemorates the American victory at Yorktown with special programs and activities throughout the weekend.

Awesomely Autistic Art Show
Hampton Arts, Hampton
Hampton Arts presents a community art showcase.

Bruce Hornsby & The Noisemakers
7:30 PM | Ferguson Center for the Arts, Newport News
Virginia native Bruce Hornsby performs with The Noisemakers.

Hampton Roads Black Food Festival
Noon–6 PM | Virginia Beach
The community food festival highlights Black-owned food businesses, vendors and local culture.

The Residents: Eskimo Live
8 PM | Elevation 27, Virginia Beach
The experimental art collective performs at Elevation 27.

Portsmouth’s Fall Wine Festival
Noon–6 PM | Festival Park, Portsmouth
Wine vendors and entertainment fill the Downtown Portsmouth waterfront during the fall festival.

The Golden Girls: The Laughs Continue
2 PM | Ferguson Center for the Arts, Newport News
The stage comedy brings the beloved television characters back in an all-new live show.

Hampton Roads Philharmonic: A Symphonic Jewel Box
Hampton Arts, Hampton
The Hampton Roads Philharmonic presents its October orchestral concert.

Lunchtime Follies
Noon | Harrison Opera House, Norfolk
Virginia Opera presents its Lunchtime Follies performance series at the Harrison Opera House.

Steve Lacy
The Dome by Rutter Mills, Virginia Beach
Grammy Award-winning singer, songwriter and guitarist Steve Lacy performs at The Dome.

Alana Springsteen
The NorVa, Norfolk
Virginia Beach native Alana Springsteen brings her I HOPE THIS HELPS Tour home to Hampton Roads with Kyle Schuesler.

PUP
8 PM | Elevation 27, Virginia Beach
Canadian punk band PUP performs at Elevation 27 with NOBRO and PONY.

An Evening with John Cusack and a Special Screening of Say Anything
7:30 PM | Sandler Center for the Performing Arts, Virginia Beach
Actor John Cusack appears live following a screening of Say Anything, sharing stories from his career and participating in an audience Q&A.

Brad Williams: The Tall Tales Tour
7 PM | Harrison Opera House, Norfolk
Comedian Brad Williams brings his Tall Tales Tour to Norfolk.

Scott Bradlee’s Postmodern Jukebox
8 PM | Sandler Center for the Performing Arts, Virginia Beach
Postmodern Jukebox brings The Future Is Vintage World Tour to the Sandler Center, reimagining modern hits in vintage musical styles.

John Williams & Steven Spielberg: Iconic Film Scores
7:30 PM | Ferguson Center for the Arts, Newport News
The Virginia Symphony Orchestra performs music from E.T., Jaws, Indiana Jones and other landmark Spielberg films.

Norfolk Admirals Opening Night vs. Trois-Rivières Lions
7:05 PM | Scope Arena, Norfolk
The Admirals play their first home game of the season.

Swan Lake: Symphony of Lights
7 PM | Sandler Center for the Performing Arts, Virginia Beach
The classic ballet Swan Lake comes to the Sandler Center in a touring production presented by Artistic Space Productions.

Kai Wachi
The NorVa, Norfolk
Electronic music producer Kai Wachi performs at The NorVa.

Live Wire: The Ultimate AC/DC Tribute
8 PM | Elevation 27, Virginia Beach
Live Wire brings the music and stage energy of AC/DC to Elevation 27.

Norfolk Admirals vs. Trois-Rivières Lions — Hockey Heritage Night
7:05 PM | Scope Arena, Norfolk
The Admirals continue their opening home weekend with Hockey Heritage Night.

Halloween Speedfest Race Night
6–9 PM | Langley Speedway, Hampton
Halloween weekend racing comes to Langley Speedway.

The Rocky Horror Picture Show with Creatures of the Naro
Naro Expanded Cinema, Norfolk
The cult classic screens with a live shadow cast.

Trunk or Treat
3–7 PM | Portsmouth Pavilion, Portsmouth
A family Halloween event brings costumes, candy and seasonal activities to the Pavilion grounds.

Hampton Horror Tours
Downtown Hampton
Seasonal walking tours bring tales of history, mystery and the macabre to Downtown Hampton.

25 on the 25th
Virginia Zoo, Norfolk
The Virginia Zoo continues its 125th anniversary celebration with special 25 on the 25th offers and activities.

John Williams & Steven Spielberg: Iconic Film Scores
7:30 PM | Sandler Center for the Performing Arts, Virginia Beach
The Virginia Symphony Orchestra brings the celebrated film-score program to Virginia Beach.

PB&J: John Williams’ Sounds of Adventure
3 PM | Sandler Center for the Performing Arts, Virginia Beach
The Virginia Symphony’s family series introduces younger listeners to adventurous film music.

Clifford the Big Red Dog: The Musical
3 PM | Ferguson Center for the Arts, Newport News
The family musical brings the beloved children’s character to the stage.

Norfolk Admirals vs. Trois-Rivières Lions
3:05 PM | Scope Arena, Norfolk
The Admirals close their first home weekend.

Yorktoberfest
Yorktown
Yorktown celebrates Oktoberfest season with a waterfront event.

Earl Sweatshirt + MIKE
7:30 PM | The NorVa, Norfolk
Earl Sweatshirt and MIKE bring the Home on the Range Tour 2026 to The NorVa with HARRISON of Surf Gang and Lerado Khalil.

Hudson Westbrook
The Dome by Rutter Mills, Virginia Beach
Rising country singer-songwriter Hudson Westbrook performs at The Dome.

Author Talk with Sarah Vowell
Hampton
Author and historian Sarah Vowell appears for an evening program in Hampton.

Wicked Monster Mile
6 PM | Virginia Beach Oceanfront
Runners kick off Wicked Weekend with the one-mile Friday evening race.

Howl-o-ween: Dog Day at the Zoo
Virginia Zoo, Norfolk
The Virginia Zoo welcomes guests and their well-behaved dogs for a special Halloween-themed afternoon together.

Trey Kennedy
8 PM | Sandler Center for the Performing Arts, Virginia Beach
Comedian Trey Kennedy brings his live show to the Sandler Center.

Hawthorne Heights: 20th Anniversary of If Only You Were Lonely
8 PM | Elevation 27, Virginia Beach
Hawthorne Heights celebrates the 20th anniversary of If Only You Were Lonely at Elevation 27.

Candlelight: Halloween Classics
St. John’s Episcopal Church, Portsmouth
A candlelit string performance celebrates Halloween with a program of eerie and atmospheric classics.

Norfolk Admirals vs. Greensboro Gargoyles
7:05 PM | Scope Arena, Norfolk
The Admirals begin a Halloween weekend series at home.

Beats & Treats: A Halloween Block Party
5:30–8:30 PM | Five Points Park/Plaza, Norfolk | FREE
A Halloween block party features music, games, giveaways and seasonal fun.

Wicked 10K & Wicked 5K
8 AM | Virginia Beach Oceanfront
The Halloween-themed races bring costumed runners to the Oceanfront for one of Virginia Beach’s signature fall race weekends.

Old Dominion Football vs. Marshall
S.B. Ballard Stadium, Norfolk
The Old Dominion Monarchs host Marshall for a Halloween home game.

Movements
The NorVa, Norfolk
Movements brings the HAPPIER NOW USA TOUR to The NorVa with Balance and Composure, Midrift and Niis.

Norfolk Admirals vs. Greensboro Gargoyles — Wizards and Witches Night
7:05 PM | Scope Arena, Norfolk
The Admirals celebrate Halloween with a themed home game.

The Rocky Horror Picture Show with Creatures of the Naro
Naro Expanded Cinema, Norfolk
The shadow-cast Halloween screening returns for Halloween night.

Classic Movie Night
7 PM | The American Theatre, Hampton
Hampton Arts presents a Halloween-night entry in its Classic Movie Nights series.

Shooting Star: Granny’s First 100 Years!
Hampton Arts, Hampton
Appalachian storyteller Naomi Faw presents a theatrical storytelling performance.

Dates, schedules, admission prices and event details can change. Before leaving, confirm details with the venue or organizer.

Purchase tickets only from the venue, organizer or an authorized provider.

For the full daily entertainment schedule, including live bands, restaurant entertainment, trivia, karaoke, happy hours and more, visit VBnightlife.com.

Before heading out, check VBhotdeals.com for discounts of up to 50% at local restaurants, attractions and entertainment businesses.

Our event listings are not paid placements. Reader support helps us research, verify and update this local resource.

Share the newsletter with friends, mention VBnightlife.com when you visit a place you discovered through us, or support the calendar through Buy Me a Coffee.