Drag Bingo Night Returns to The Longleaf Hotel & Lounge in Downtown Raleigh on June 8

Looking for a fun and unique way to spend your Monday night in Raleigh? Head to The Longleaf Hotel & Lounge on Monday, June 8, 2026, for an evening of Drag Bingo, specialty cocktails, food truck favorites, and unforgettable entertainment.

This free community event combines classic bingo fun with live drag performances, delicious food, and summer-inspired drink specials in one of downtown Raleigh’s most popular outdoor gathering spaces.

Event Details

Event: Drag Bingo Night
Date: Monday, June 8, 2026
Time: 7:00 PM – 9:00 PM
Location: The Longleaf Hotel & Lounge
300 N. Dawson Street, Raleigh, NC

What to Expect

Drag Bingo Night offers more than your typical game night. Guests can enjoy multiple rounds of bingo while being entertained by fabulous drag queen performances during the evening’s halftime show beginning at 8:00 PM.

Bingo is completely free to play, with all game supplies provided by the venue. Lucky winners will also have the chance to take home prizes throughout the night.

Food, Drinks & Entertainment

Arrive early and make a night of it.

Harry’s Food Truck

Beginning at 6:00 PM, Harry’s Food Truck will be serving up its popular “fancy dogs” and other delicious menu items for guests looking to grab dinner before bingo begins.

Complimentary Limoncello Spritz Samples

Representatives from Johnson Brothers will be onsite pouring refreshing limoncello spritz samples, perfect for kicking off a warm summer evening in downtown Raleigh.

Specialty Cocktails

The talented Longleaf Lounge team will also be offering specialty cocktails crafted specifically for the event.

Why You Should Attend

Drag Bingo Night has become one of Raleigh’s most entertaining social events, bringing together friends, neighbors, visitors, and members of the LGBTQ+ community for a welcoming and inclusive evening of fun.

Whether you’re a bingo enthusiast, a fan of drag performances, or simply looking for something different to do on a Monday night, this event delivers a memorable experience in a relaxed outdoor setting.

Experience Downtown Raleigh

Located just minutes from Glenwood South and downtown Raleigh’s entertainment district, The Longleaf Hotel & Lounge continues to host creative events that showcase the city’s vibrant culture, hospitality, and nightlife scene.

Bring your friends, enjoy great food and drinks, and test your luck during an evening of bingo, laughter, and live performances.

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Downtown Raleigh Event Guide Thursday January 29th Edition

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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