Looking for the best way to spend your Wednesday night in Downtown Raleigh? From live jazz and karaoke to unique community events, there’s something for everyone. Whether you’re ready to belt out a song, sip fine wine, or enjoy local markets, downtown is the place to be.

Afternoon & Early Evening

The Midweek Market

4:00 pm – 7:00 pm | Moore Square

Shop local at Moore Square’s Midweek Market, featuring farm-fresh produce, baked goods, crafts, and more. It’s the perfect spot to support small businesses while enjoying Raleigh’s vibrant downtown.

Live Music in the Bar

6:00 pm – 10:00 pm | Vidrio

Unwind with live music in a stylish setting. Vidrio sets the stage for great tunes, Mediterranean bites, and cocktails.

Wine Wednesdays at Sitti

11:00 am – 10:00 pm | Sitti Authentic Lebanese

Enjoy midweek specials on wines paired with Sitti’s authentic Lebanese dishes. A relaxing way to start your Wednesday evening.

Evening Entertainment

Learning Curves

7:30 pm – 8:30 pm | Burning Coal Theatre Company

Catch Learning Curves, a thought-provoking performance brought to life by one of Raleigh’s most innovative theaters.

Skip the Small Talk

7:00 pm – 9:00 pm | Crank Arm Brewing

Make real connections over a beer. This event encourages deeper conversations beyond the usual small talk.

Live Jazz with Al Strong & Friends

8:00 pm – Midnight | Boatman Spirits Co.

Immerse yourself in the smooth sounds of live jazz. Al Strong and friends bring energy, style, and creativity to your Wednesday night.

Late-Night Fun

DAZR

9:00 pm – 11:00 pm | Slim’s Downtown

Experience DAZR live at Slim’s — a night of music and good vibes in one of Raleigh’s iconic venues.

Wednesday Night Music Bingo

7:00 pm – 10:00 pm | Wolfe & Porter

Test your music knowledge with this lively twist on bingo. Fun, interactive, and perfect for groups.

Wednesday Karaoke at Neptunes!

9:00 pm – 2:00 am | Neptunes Parlour

Cap off the night at Neptunes Parlour with karaoke! Bring your best performance and sing into the early morning hours.

Wrap-Up

From markets and wine specials to jazz, theater, and karaoke, Downtown Raleigh is alive with energy this Wednesday, August 27, 2025. No matter your vibe, there’s an event waiting for you.

Follow DoRaleigh.com for your complete Downtown Raleigh entertainment guide.