Cocktails, Trivia, Drag Bingo, Improv & Karaoke in Downtown Raleigh

Looking for fun things to do in Downtown Raleigh on Thursday, January 29, 2026? Whether you’re in the mood for classic cocktails, drag bingo, trivia nights, improv comedy, or karaoke, downtown Raleigh has a full lineup of evening entertainment to kick off your night.

This Downtown Raleigh Event Guide highlights some of the best local spots offering interactive experiences, food and drink specials, and live entertainment—all within walking distance in the heart of the city.

Comedy, Games & Interactive Events

Leela Improv Theatre: Drop-In Improv Class

🕖 7:00 PM – 9:00 PM

📍 Leela Improv Theatre

Try your hand at improv comedy in this welcoming, beginner-friendly drop-in class—no experience required.

Stranger Things Trivia Night

🕖 7:00 PM – 9:00 PM

📍 Sir Walter Coffee + Kitchen

Test your Hawkins knowledge with themed trivia featuring questions from the hit Netflix series.

Trivia with the Professor

🕖 7:00 PM – 9:00 PM

📍 Woody’s at City Market

A longtime downtown favorite, this trivia night mixes challenging questions with a lively bar atmosphere.

Music, Drag & Nightlife

Drag Bingo

🕢 7:30 PM

📍 Libations 317 & Su-Z’s Asian Kitchen

Bingo gets a fabulous twist with drag performances, prizes, and high-energy fun.

Classic Cocktails & Classic Hip Hop

🕗 8:00 PM – 12:00 AM

📍 Boatman Spirits Co.

Sip expertly crafted cocktails while vibing to classic hip hop tracks late into the night.

Thursday Night Music Karaoke

🕗 8:00 PM – 10:00 PM

📍 Wolfe & Porter

Grab the mic and sing your favorite songs at this weekly karaoke night.

Food & Drink Specials

Figulina’s Aperitivo Menu

🕔 5:00 PM – 6:30 PM

📍 Figulina Pasta + Provisions

Enjoy Italian-style aperitivo specials—perfect for an early evening bite before heading out downtown.

Discover More Downtown with DoRaleigh

This guide is part of DoRaleigh’s Downtown Raleigh Event Guides, spotlighting the best happy hours, trivia nights, live music, and social events happening throughout the city. Check back daily for updated guides, weekend previews, and can’t-miss local experiences.

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