Live music in Seaford, DE

The AnnaRagz duo brings live music to Twin Branch Winery, featuring Delmarva vocalist Anna Burgess-Woodard and saxophonist John Ragonese. Their duo performance offers a mix of familiar favorites and classic songs.

Sing your favorites at a karaoke event at Chuck’s Backyard, presented by Coolbreeze Entertainment. Enjoy $4 Chuckie Dogs, a happy hour, and $1 off crushes and house wine.

Seaford Library hosts Miss Maria for a live class featuring music and movement for children and their caregivers. Everyone participates together in an interactive session in a library setting.

Backlash Fest 2026 brings a full day of live performances and community fun, presented by Bottle & Cork in Dewey Beach. The lineup features The British Invasion Years, A ’60s Musical Revolution, with special guests HeadHigh, Rogue Agents, and Clayton Eberly, and Mikey G as host. Attendees can enjoy music alongside local vendors, food, games, and a welcoming festival atmosphere in support of a good cause. Guests are encouraged to bring chairs and share the experience with friends. Event partners include J&A Electrical Services, Shore Water Refining, Long Neck Dispensary, Betterliving of Delmarva, George Hoffman Heating & Air Conditioning, AC Dreamscapes, J and C Home Exteriors, and Christina’s Cuts by the Coast. For those planning an overnight stay, Avid hotel Millsboro offers accommodations with a discounted room rate for Backlash 2026.

OktoBearFest returns to Seaford, featuring The TKO Band performing authentic polka music.

Enjoy live music by Josh Pryor. Food will be available from the Dominican King Lopez food truck.

DMTB, the Dave Matthews Tribute Band, brings a dinner and concert experience to the Wicomico Civic Center, honoring the songs that fans know and love. The set spans favorites from the 1990s and beyond, channeling the group’s signature groove with lively jams, moments made for singing along, and adventurous musicianship that reflects the spirit of the originals. Dinner is served before the show and features baked chicken with lemon and garlic, chef-carved roast baron of beef, sides such as roasted potatoes, corn pudding, a vegetable medley, and a garden salad with dressings, plus fresh rolls with butter. A chef-curated dessert table follows, along with iced tea, water, and freshly brewed coffee, and alcoholic beverages are available for purchase. The venue offers options for guests with special dietary needs, including preparations that avoid common allergens or ingredients tied to intolerances, and will make reasonable efforts to accommodate requests, though not all can be guaranteed. Guests may contact the venue manager in advance to discuss specific needs.

Midweek takes on a fresh spark at The Groove Restaurant, where the aroma from the kitchen sets the tone for Funky Music Bingo, a high energy twist on the classic game set to favorite tunes. Guests mark big, colorful, easy to read 2-on cards with real ink dabbers provided on loan while a quality sound system brings the music to life. The action builds to a final wheel spin, and winners take home real prizes, not plastic beer trinkets. Dine-in guests can also enjoy 31.9 percent off all entrees. It all adds up to an easy, fun atmosphere filled with music, games, and good food.