Live music in Sussex County, DE

Ukulele players and fellow acoustic musicians gather for a relaxed session centered on learning together, making music, singing along, and group strumming.

Hosted by Nate McCormick, this weekly acoustic open mic at The Listening Booth welcomes performers of all levels. The format is unplugged, so no drums or amplifiers are used, and while original songs are encouraged, covers are welcome too. Signups take place on site. There is no admission fee, and a two drink minimum applies. The venue provides a professional sound system and an upright piano, and loaner guitars are available if needed. Each week introduces a songwriting prompt, and performing a new piece inspired by that prompt at the following session earns a complimentary drink. No tickets or RSVP are required.

Settle in for a feel-good night where music, memories, and a bit of friendly competition come together. This Music Bingo experience features nostalgic themes like Decades, Motown, Classic Rock, Love Songs, and more, set at a comfortable volume for singing along, table tapping, or a little air guitar. A host draws from a library of more than 120 unique rounds to keep every game fresh. Paper bingo cards and real ink dabbers are provided. It is free to play, with prizes such as gift cards rather than beer chachkis. Reservations are recommended, and arriving early makes getting seated easier.

Sol appears at JD Shuckers in the Peddler's Village Shopping Center on Thursday evenings. This is a recurring weekly event.

MINGO, a music-based take on bingo, is hosted by ICE Productions at Riverside Grill. As songs play, participants mark their cards and compete for prizes in every round. It is free to play and simple to learn. Extra chances to win include 50/50 drawings and, on the final Thursday of each month, a shot at a $100 Riverside Grill gift card. The night features music, prizes in every round, and additional giveaways.

Lefty’s hosts a relaxed karaoke night led by DJ Conrad. Attendees can take the mic, sing favorite songs, and enjoy the spotlight. The event welcomes all ages, and there is no cover charge.

Clear Space brings back the cult favorite with a raucous rock and roll celebration for the Halloween season. After Brad and Janet make a fateful wrong turn, they encounter the flamboyant Dr. Frank-N-Furter and the madness kicks in. Celebrated for half a century, this boundary-busting sensation shines in Clear Space’s intimate theater, delivering over-the-top style and a spirit of liberation. Expect cheeky humor, big attitude and a signature dance. Saturday nights feature late-night performances with audience participation.

Milton Theatre hosts a mainstage production of Hedwig and the Angry Inch, featuring the return of Jeremy Bernstein, also known as Magnolia Applebottom, in the title role after a memorable turn as Frank-N-Furter in The Rocky Horror Show. Created by John Cameron Mitchell with music and lyrics by Stephen Trask, the show began off Broadway with an Obie Award, inspired an award-winning film adaptation, and later surged back in a Tony-winning Broadway revival. In a concert-style performance backed by the band the Angry Inch, Hedwig Schmidt recounts a life reshaped by a failed operation, a deal with an American GI, and a complicated connection with Tommy Speck, who rises to stardom with songs she helped shape. The story moves from East Berlin to the American Midwest as Hedwig follows Tommy’s tour, performing next door and laying bare her journey through driving rock anthems and heartfelt ballads. Themes of identity, love, and wholeness pulse through Stephen Trask’s score, including the quest captured in The Origin of Love, all experienced up close in an intimate setting that pulls the audience into the grit and the glitter.

Step up to the mic for karaoke and share your favorite classics or pop tunes, or simply cheer on friends as they perform. Reservations are requested.

Miss Maria leads a live, interactive class for children and their caregivers, hosted by the Seaford Library. The session features music and movement that encourage participation and shared fun for little ones and their grownups.

This event pairs a full dinner with a live concert by two acclaimed storytellers in song. The $50 ticket includes dinner and the performance, while beverages are purchased separately. Gratuity is not included. Tickets are non-refundable. Craig Bickhardt brings five decades of songwriting and performing, beginning with a first record deal at 19. He has released 11 albums with labels such as Capitol-Liberty, Warner Brothers, and MTM Records, as well as his own Stone Barn Records. His 2023 album Outpourings reached number 2 on the Folk/Americana Chart. With a catalog of more than 800 songs, his work has been recorded by Johnny Cash, Ray Charles, Alison Krauss, Kathy Mattea, Art Garfunkel, the Judds, and B.B. King. He also wrote and performed the closing theme for the Academy Award winning film Tender Mercies. On stage, he is known for intricate acoustic guitar work and a soulful voice, and he has appeared at the Grand Ole Opry, Austin City Limits, Mountain Stage, the Philadelphia Folk Festival, and The Bluebird Cafe. Critics have compared him to Richard Thompson for his originality and range, and he has shared stages with Bruce Springsteen, Judy Collins, Harry Chapin, and Stephen Stills. Marc Douglas Berardo adds thoughtful songwriting, skilled acoustic guitar, and a mix of humor and vivid storytelling that draws audiences in. Over more than 35 years he has performed in a wide range of settings and earned recognition at national festivals including Rocky Mountain Folks, Telluride, Kerrville New Folk, Suwannee, and Wildflower, and he was voted best interview and live performance feature on the SiriusXM show The Village. In 2025 he was profiled by Jan Tomay in Ink Magazine and, with Abbie Gardner, headlined the 40th Tucson Folk Festival in Arizona. His 2024 album "The Beauty of This Now" was recorded in Austin and produced by Ron Flynt and Walt Wilkins. Reviewers have highlighted the depth of his writing and have drawn comparisons to artists such as James Taylor and early Elton John, with a storytelling spirit reminiscent of Mark Twain.

A laid-back karaoke session invites you to step up to the mic, queue up the songs you love, and sing to your heart’s content. The setup is straightforward and fun, keeping the focus on belting out favorites and enjoying the music.

Over Time brings an energetic set to the Sea Witch Festival in Rehoboth Beach, Delaware. Upbeat songs with guitars, keys, drums, and horns take center stage.

A show will be presented at The Crab Barn for attendees to enjoy.

Poser makes a return appearance at a favorite local spot in Fenwick. The comeback brings a familiar vibe to a venue popular with locals.

Enjoy a dinner-and-concert experience featuring the Jamie McLean Band. A single $82 ticket covers a full meal along with the performance, while beverages are available for separate purchase. Gratuity is not included, and tickets are non-refundable. Known for blending New Orleans flavor with roots, rock, blues, and soul, the band has toured alongside Gregg Allman, Aaron Neville, Tedeschi Trucks Band, Marcus King, Los Lobos, Taj Mahal, Marc Broussard, and others. They are on the road behind a new album on Harmonized Records produced by Ken Coomer of Wilco. Recent write-ups highlight upbeat, catchy songs with a warm optimism and a sound that is both energetic and sincere.

Sunday Social Jam Night turns The Listening Booth into a relaxed, community jam where anyone can get involved. Experienced players and newcomers alike are welcome to collaborate or simply enjoy the live groove. Gear is provided, making it easy to step up and play. A rotating host and guest bartender keep things fresh each week, creating a welcoming space that celebrates music, spontaneity, and friendly connections.

Every Tuesday brings Sol to The Crab Barn in Millsboro, Delaware for a weekly gathering.