Live music in Chesapeake, VA

A ladies night at the Raleigh Room in The Historic Cavalier Hotel pairs live music with sparkling wine specials. Enjoy $5 bubbly, and through a partnership with Veuve Clicquot, $10 flutes of Veuve Clicquot are available.

Fixity brings its Americana acoustic sound to Abbey Road Pub & Restaurant, carrying on a Thursday night favorite that has lasted for more than thirteen years. Bernie Lee and Sherri Linn set an easygoing mood with live music as guests enjoy refreshments and friendly company, and over time a devoted Thursday crowd has taken shape. New faces blend in easily, and the vibe suits listeners who like to linger with good songs and follow the music wherever it leads.

An evening of open karaoke unfolds at Chicho’s Pizza Town Center with a friendly, no-judgment atmosphere and plenty of cheers for every singer. Fresh, hot-from-the-oven pizzas and cold drinks keep the vibe lively while guests take turns performing favorite songs. It suits aspiring vocalists and anyone who is simply in it for the slices and good times, offering a welcoming setting and a chance to step into the spotlight with friends.

Step up to the mic for Karaoke Night at Shadowlawn Eats, hosted by Cory Tanqueray. Pick your favorite tracks and perform them in a lively, welcoming setting.

ECX is a two-day East Coast convention focused on the next wave of music technology, video production, robotics, AI, and creative innovation. It brings pioneering companies together with creators, industry professionals, educators, and early adopters. The experience centers on hands-on exploration and demos, fostering real-world learning and meaningful connections.

A concert featuring Hollywood Undead and In This Moment takes place at The Dome by Rutter Mills in Virginia Beach. Both bands appear on the same stage for a live show.

A live concert, presented as part of the community concert series in Suffolk’s Harbor View area, brings the 2026 Shore Invasion Tour to Southside Hampton Roads.

Boogie on the Bay Shag Club presents a lively social at Woody’s Western Branch centered on Carolina Shag, Beach music, and R&B. DJs keep the floor moving with plenty of danceable tracks, and all styles are welcome. There is no cover charge and no minimum. Enjoy food and drink specials from Woody’s while you mingle. Look for special events and monthly Birthday Socials that include a celebratory birthday dance and free cake.

Elevation 27 presents RECORDS Nashville artist-songwriter George Birge, known for a swift rise at Country radio with his debut No. 1 Mind On You in 2024 and a follow-up hit, CowboySongs. Ticket options include general admission standing room at $22 in advance or $27 on the day of show, reserved dining at $37, and elevated seating that is first come first seated. Reserved dining tables and booths include admission, and guests may be seated with others. A minimum food purchase of $10 per guest applies to table and booth tickets. This event is open to all ages. For valid entry, purchase tickets only through Ticketmaster or in person at the Elevation 27 box office during show hours, since third-party sellers are not supported.

MCM performs as a duo, bringing Friday night music to Shorebreak Pungo for an evening of tunes.

Central Shore transforms brunch into a lively karaoke party with tropical flair and an island-inspired vibe. Enjoy mimosa flights, signature island brunch plates, and tiki cocktails while the microphone stays busy and the energy stays high. With KJ BabyDuck leading the tunes, the room turns into a sing-along celebration. It is a place to belt out favorites, share laughs with friends, and kick off the weekend with extra spice. Reservations are highly recommended.

Zack Salsberry returns to The Silos in Suffolk for a live performance that ranges from sing along radio classics to wry original songs. His sound sits at the crossroads of folk, jazz, and funk, with blues, classic and indie rock, a little pop, alt country, and R&B woven throughout. The set highlights fresh takes on well established styles and plenty of tunes to sing along to.

GRAMMY-nominated singer-songwriter Anne Wilson brings the third leg of her STARS Tour to The Dome by Rutter Mills. The set features new songs from her album STARS alongside favorites such as God Story, Strong, Hey Girl, and the multi-week No. 1 My Jesus. Aodhan King and Peter Burton appear in support, shaping an evening of music and worship with a preview of what is coming next.

Karaoke welcomes all ages at Chicho’s Pizza – Strawbridge. Children take the spotlight first, then adults step up for their turn. Pick a favorite song, enjoy a beverage, and make it a fun singalong for both kids and adults.

Step back into the 1970s and early 1980s with original members of Jimmy Buffett’s Coral Reefer Band as they share stories about crafting renowned albums and life on the road. Their reflections trace how their work helped define a distinctive sound that continues to resonate.

The Daniel Jordan Band brings a high energy country set to Buckets Bar and Grill. The group delivers a Carolina rooted sound and a lively stage presence, mixing gritty originals with well known covers. Their music is gaining traction with five original songs in regular rotation on Dixie 105.7 in the Outer Banks, airplay on The Country Crossroads Radio in the UK, and features on Red Dirt Proud with JB Cloud and KLGD 106.9 The Country Giant, a show heard across the United States and beyond. Expect loud country tunes, a friendly crowd, and plenty of cold drinks.

Set on the Virginia Beach oceanfront, this gathering blends a spirited community drum circle with a soothing soundscape meditation shaped by the sounds of the sea. It begins with shared rhythms and transitions into guided relaxation that encourages heart, mind, and spirit to settle into a calm, focused state. The sound journey features crystal chakra tuned singing bowls, resonant gongs, Shipibo icaros, and Karuna Reiki chanting and toning, offered with an intention of wellness and mindful manifestation. All ages are welcome, and participants are encouraged to bring a drum or other sound making instrument for the circle. For comfort, bring water, a yoga mat or towel, and a pillow, and note that the session is weather permitting. Parking is available nearby. A $5 love donation is requested. The drum circle and sound session is led by Rev. Brien Egan, CHt, CRM, CKRM.