Your go-to roundup for midweek fun in the City of Oaks

Looking for ways to break up the workweek with something fun, flavorful, or musical? Welcome to your Raleigh Entertainment Guide: Wednesday Edition, a curated list of the best happenings around the city for May 21, 2025. Whether you’re in the mood for a laid-back wine tasting, a bustling local market, or high-energy karaoke, Raleigh has something for every vibe this Wednesday.

WEDNESDAY HIGHLIGHTS – May 21, 2025

1. Wednesday Karaoke at Neptunes

Time: 9:00 p.m. – 2:00 a.m.

Location: Neptunes Parlour, Downtown Raleigh

Step into the underground cool of Neptunes Parlour and belt out your favorite tunes. This weekly karaoke night is a staple for Raleigh’s night owls, complete with great drinks and an unbeatable atmosphere.

2. Wine Wednesdays at Sitti Authentic Lebanese

Time: 11:00 a.m. – 10:00 p.m.

Location: Sitti Authentic Lebanese

Savor exquisite Lebanese cuisine with half-off bottles of wine all day. Whether you’re meeting friends for lunch or planning a romantic evening, Sitti’s Wine Wednesday offers a perfect pairing of culture and cuisine.

3. Zenith Karaoke – Downtown Raleigh

Time: 9:00 p.m. – 2:00 a.m.

Location: Zenith Raleigh

Craving another stage? Zenith brings a vibrant, upscale karaoke experience to downtown. Expect a stylish crowd, energetic performances, and a lively scene that carries you into the early morning hours.

4. The Midweek Market at Moore Square

Time: 4:00 p.m. – 7:00 p.m.

Location: Moore Square

Unwind after work at this local favorite featuring fresh produce, handcrafted goods, live music, and food trucks. A great way to support Raleigh’s small businesses while enjoying the outdoors.

5. Evening Wine Tastings at Mulino Italian Kitchen & Bar

Time: 5:00 p.m. – 7:00 p.m.

Location: Mulino Italian Kitchen & Bar

Back by popular demand! Every Wednesday evening, Mulino offers guided tastings featuring hand-selected wines and chef-paired bites. Perfect for wine lovers and date nights alike.

6. Live After 5: Weekend Excursion & Tre. Charles

Time: 6:00 p.m. – 9:00 p.m.

Location: City Plaza, Downtown Raleigh

Don’t miss this free outdoor concert! This week’s edition of Live After 5 features local favorites Weekend Excursion and the soulful Tre. Charles. Grab a bite nearby, enjoy the music, and dance under the city lights.

COMING UP: Thursday, May 22, 2025

LIVE at Raleigh Times ft. Gennie Faye

Time: 7:00 p.m. – 10:00 p.m.

Location: The Raleigh Times Bar

Experience Gennie Faye’s powerhouse vocals in one of Raleigh’s most historic bars. A relaxed setting with quality music and great beer.

The Art of Turning Personal Experience into Articles

Time: 6:00 p.m. – 8:00 p.m.

Location: Redbud Writing Project

Writers, take note! This hands-on workshop will help you channel real-life stories into impactful essays and articles. Ideal for bloggers, creatives, and aspiring authors.

Stay Plugged In

For even more events, nightlife, dining, and cultural happenings in Raleigh, follow DoRaleigh.com — your official entertainment guide for the capital city.

Make the most of your Wednesday — explore, enjoy, and experience all that Raleigh has to offer!