Best events in
Chesapeake

Centered around suburban hubs rather than a single downtown, the local scene offers a variety of events and things to do in Chesapeake, VA. Chesapeake City Park in Greenbrier serves as the stage for the city's largest annual gatherings, drawing crowds for music and community festivities. Meanwhile, the city's nightlife is defined by dedicated venues for rock, country, and acoustic music.

Head to the Greenbrier area for major festivals at Chesapeake City Park or find seasonal family activities at Historic Greenbrier Farms.
Experience the local music scene by catching rock and metal bands at RiffHouse Pub or listening to jazz and blues at The Barrel Room.
Enjoy country music and themed dance nights at Eagles Nest Rockin' Country Bar, a major hub for local nightlife.

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After 8pm

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AFTER DARK: Halloween Party Edition

Saturday • 9:00 PM

GALA'S Signature Events

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Costumes & Cocktails Halloween Party

Saturday • 10:00 PM

Cutlass Grille

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NY State Of Mind

Sat, Dec 5 • 8:00 PM

Khedive Shrine Center

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AFTER DARK: Halloween Party Edition

Saturday • 9:00 PM

GALA'S Signature Events

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Costumes & Cocktails Halloween Party

Saturday • 10:00 PM

Cutlass Grille

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NY State Of Mind

Sat, Dec 5 • 8:00 PM

Khedive Shrine Center

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Popular in Chesapeake

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Young Investors Group 8th Birthday: Vibe Code Kickback — FinTech Fundraiser

Tomorrow • 5:00 PM

Cutlass Grille

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MEET ME OUTSIDE HALLOWEEN DAY PARTY

Saturday • 2:00 PM

1201 Club House Dr

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GrokBot Brainstorm Mastermind

Fri, Nov 6 • 10:00 AM

515 Innovation Dr

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Friendsgiving: Game Night // Hosted by ATG and The Mount Church

Sat, Nov 7 • 5:00 PM

The Signet Center

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

Sat, Nov 7 • 5:00 PM

2418 Cedar Rd

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Prince of Peace Praise Center 20th Anniversary Celebration

Fri, Nov 13 • 6:00 PM

Delta Hotels Chesapeake Norfolk

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Club Wealth - Two Events One Day! | Chesapeake, VA

Mon, Nov 16 • 8:30 AM

Chesapeake Conference Center

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NEW UAD 3.6 Appraisal Changes

Mon, Nov 16 • 10:00 AM

Big Ugly Brewing

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Young Investors Group 8th Birthday: Vibe Code Kickback — FinTech Fundraiser

Tomorrow • 5:00 PM

Cutlass Grille

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MEET ME OUTSIDE HALLOWEEN DAY PARTY

Saturday • 2:00 PM

1201 Club House Dr

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GrokBot Brainstorm Mastermind

Fri, Nov 6 • 10:00 AM

515 Innovation Dr

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Friendsgiving: Game Night // Hosted by ATG and The Mount Church

Sat, Nov 7 • 5:00 PM

The Signet Center

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

Sat, Nov 7 • 5:00 PM

2418 Cedar Rd

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Prince of Peace Praise Center 20th Anniversary Celebration

Fri, Nov 13 • 6:00 PM

Delta Hotels Chesapeake Norfolk

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Club Wealth - Two Events One Day! | Chesapeake, VA

Mon, Nov 16 • 8:30 AM

Chesapeake Conference Center

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NEW UAD 3.6 Appraisal Changes

Mon, Nov 16 • 10:00 AM

Big Ugly Brewing

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Online Events

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ATL’S BIGGEST HALLOWEEN TAKEOVER

Friday • 10:00 PM EDT

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Understanding ADHD-Fostercarers: Connection, Regulation & Support

Wed, Nov 4 • 10:00 AM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

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ATL’S BIGGEST HALLOWEEN TAKEOVER

Friday • 10:00 PM EDT

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Understanding ADHD-Fostercarers: Connection, Regulation & Support

Wed, Nov 4 • 10:00 AM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

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This Weekend

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Single at Greenbrier Farms

Friday • 6:30 PM

Historic Greenbrier Farms

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Male Strippers UNLEASHED Male Revue Norfolk, VA 8-10 PM

Friday • 8:00 PM + 1 more

Norfolk Male Strippers Unleashed

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BuffBoyzz Gay Friendly Male Strip Clubs & Male Strippers Norfolk, VA

Friday • 8:00 PM + 1 more

BuffBoyzz Gay Friendly Male Strippers Norfolk

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MEET ME OUTSIDE HALLOWEEN DAY PARTY

Saturday • 2:00 PM

1201 Club House Dr

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AFTER DARK: Halloween Party Edition

Saturday • 9:00 PM

GALA'S Signature Events

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Spellbound Brunch

Saturday • 12:00 PM

801 Poindexter St

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Witches Brunch - 4 Course Brunch & Wine Pairings

Sunday • 11:00 AM

Branches Tasting Room

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Single at Greenbrier Farms

Friday • 6:30 PM

Historic Greenbrier Farms

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Male Strippers UNLEASHED Male Revue Norfolk, VA 8-10 PM

Friday • 8:00 PM + 1 more

Norfolk Male Strippers Unleashed

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BuffBoyzz Gay Friendly Male Strip Clubs & Male Strippers Norfolk, VA

Friday • 8:00 PM + 1 more

BuffBoyzz Gay Friendly Male Strippers Norfolk

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MEET ME OUTSIDE HALLOWEEN DAY PARTY

Saturday • 2:00 PM

1201 Club House Dr

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AFTER DARK: Halloween Party Edition

Saturday • 9:00 PM

GALA'S Signature Events

Check ticket price on event

Spellbound Brunch

Saturday • 12:00 PM

801 Poindexter St

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Witches Brunch - 4 Course Brunch & Wine Pairings

Sunday • 11:00 AM

Branches Tasting Room

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Points of Interest near Chesapeake

Washington Ditch Trail

Northwest River Park

Currituck Outer Banks Visitors Center

Stumpy Lake Natural Area

Chesapeake Chinese Acupuncture

Chesapeake Arboretum

Dairy Queen Treat

Khedive Shrine Center

Oak Grove Lake Park

Frequently asked questions about Chesapeake

Where are the best spots for live music events in Chesapeake?

Chesapeake offers dedicated venues for different music genres. RiffHouse Pub hosts rock and metal bands, while Eagles Nest Rockin' Country Bar features live country music. For something more relaxed, The Barrel Room has regular jazz and blues performances alongside its bourbon selection.

What is the nightlife scene like in Chesapeake?

Chesapeake's nightlife is spread out across different venues rather than a central district. Eagles Nest Rockin' Country Bar is a major spot for country music and dancing. For a pub atmosphere with heavy rock or punk bands, RiffHouse Pub is a local favorite.

Are there family-friendly events in Chesapeake?

Yes, Chesapeake has many family-friendly events throughout the year. Historic Greenbrier Farms offers seasonal pick-your-own activities, while Chesapeake City Park hosts large festivals like the annual Chesapeake Jubilee, which includes rides and family entertainment.

What are some popular outdoor events in Chesapeake?

Chesapeake City Park is the center for major outdoor events. The park hosts the annual Chesapeake Jubilee festival each spring and the free Symphony Under the Stars concert. The city also hosts the annual KayaXpedition for paddling enthusiasts on the waterways.

How can I find free events in Chesapeake?

Many free community events take place in local parks. The Virginia Symphony Orchestra performs a free annual concert, Symphony Under the Stars, at Chesapeake City Park. The historic South Norfolk neighborhood also hosts community gatherings like its annual Fourth of July parade and picnic.

What are some good date night ideas in Chesapeake?

A great date night could involve dinner and live music. The Barrel Room offers a refined atmosphere with jazz or blues music. For a more casual and interactive evening, the WXYZ Bar & Lounge hosts weekly live acoustic sets and trivia nights.

What kind of events happen in the Greenbrier neighborhood?

Greenbrier is Chesapeake's main hub for large-scale events. Chesapeake City Park, located in the neighborhood, is the site for major annual festivals. Nearby, Historic Greenbrier Farms hosts seasonal family-friendly events like pumpkin and wildflower picking.

Does Chesapeake have weekly recurring events?

Yes, many venues offer weekly events. Eagles Nest Rockin' Country Bar has several themed dance nights, including its Tuesday Night Takeover and Ladies Night Hoedown. For trivia or live acoustic music, check the schedule at WXYZ Bar & Lounge.