Join us Thursday, January 15 from 4–8 pm for a THC tasting! Ashley from Artet (@drinkartet) is in the lounge offering free samplings of Artet's NA THC spritzes and apertif! We'll still have our usual lineup available for purchase, as well as a couple fun specials! 

Every Thursday, all bottles of wine are half price at The Longleaf Lounge. Just an excuse to open the good bottle. See you there!

It’s our 5th Annual Holiday soiree here at Longleaf! Deck the halls with us with seasonal beverages, yummy bites from Ghost Pepper Industries, festive decor, and live performances on Monday, Dec 15 from 7-10pm. No cover.

Join us on the patio from 2–5 PM for a celebration of fall, pups, and community. Shop the Great Pup-Kin Market, meet adoptable pets from HOPE Rescue, and maybe even leave with a furry new friend. It’s a perfect way to enjoy a crisp November afternoon with family, two-legged or four!

It’s the final BINGO of 2025! Test your luck, enjoy great company, and give back at the same time! Bring 2 or more pop-top cans of food or non-perishable goods to Bingo Night and get an extra bingo card. All donations will be going to the Food Bank of Central and Eastern NC. Prizes, laughs, and fun are guaranteed — all while supporting those in need.

Test your luck, enjoy great company, and give back at the same time! Bring 2 or more pop-top cans of food or non-perishable goods to Bingo Night and get an extra bingo card. All donations will be going to the Food Bank of Central and Eastern NC. Prizes, laughs, and fun are guaranteed — all while supporting those in need.

It's the 4th Annual Halloween Party at The Longleaf Hotel & Lounge. Join us for a night of tricks and treats! Featuring a spooky DJ set with Alski Love, eerie cocktails, treats from Ghost Pepper Industries, and a highly competitive costume contest. No cover charge, just bring your ghoulish charm. 

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

As part of the Oak City Comedy Festival, The Longleaf Hotel will be the location for various special comedy showcases spotlighting an exciting mix of comedians from around the country. Join us for a comedy experience meant to leave a lasting impression.

Get ready to relax, laugh, and enjoy good vibes with Bassam Shawl. Bassam Shawl is a stand-up comedian, writer, and actor. He performs regularly at The Stand and New York Comedy Club, has been featured on Don’t Tell Comedy, and was a “Comic to Watch” at the New York Comedy Festival. 

As part of the Oak City Comedy Festival, The Longleaf Hotel will be the location for various special comedy showcases spotlighting an exciting mix of comedians from around the country. Join us for a comedy experience meant to leave a lasting impression.

As part of the Oak City Comedy Festival, The Longleaf Hotel will be the location for various special comedy showcases spotlighting an exciting mix of comedians from around the country. Join us for a comedy experience meant to leave a lasting impression.

It's patio season, which means Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

Skate Forward and The Longleaf Hotel presents Community Slam on the patio at Longleaf featuring performances by Glowr, Charlie Paso, Exercise, Dear, Lucy & Friends with DJ sets by Booshie Mystik and DJ Stardust. And 8+ local artist vendors. Join us this Hopscotch weekend for a high energy day party. All are welcome, no cover!

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

Introducing This is It – an Apocalyptic Drag Show! This show is not only going to be explosive, but it features some of the best talent North Carolina has to offer. Hosted by Kai and Xenus Xero with special guest appearances by Ghost Viper and Hausuvsmokee. Join us on August 30 on the patio for an unforgettable show. There will be a $5 raffle to win some amazing prizes. No cover.

It’s a special edition of Bingo Night—sponsored by @drinkartet, everyone's favorite THC beverage.⁠ Our friends at @artetdrinks are hooking us up with a little something extra: they are covering your first Artet purchase at the bar (must be 21+), and they are adding Bingo prizes galore. As always: delicious bites from @ghostpepperindustries, patio hangs, and your host Bingo Starr calling the shots.⁠

Join us on the patio for Late Night at Longleaf featuring stand up comedy featuring performances by Jeremy Alder, Greg Capra, Victoria Quiett, Pete Smack, and Wafeeq Zarif. Friday, August 8 starting at 9 PM. No cover.

It's patio season, which means Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

Please join us July 24th from 5-10pm for a silent auction presented by Left Hook Coffee and in partnership with The Longleaf Hotel and Trunkshow. Trunkshow will be bringing one of a kind items, vintage, and a couple of surprises to bid on.

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ Ghost Pepper Industries will be on site cooking up burgers and other delicious treats to pair with your beverages. No cover.

Wanna Taste of that Me Espresso? Or just craving a little Bad Romance? Introducing Kaiology 2.0: Pop Divas Show featuring Phina 5000, Allda Smoke, Kai, Franny Starlight, and Xenus Xero. Join us on July 19 at 9 PM for an unforgettable show! There will be a $5 raffle to enter to win some amazing prizes. No cover.

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ Ghost Pepper Industries will be on site cooking up burgers and other delicious treats to pair with your beverages. No cover.

Bingo, but make it drag 💋 Join us on the patio June 2 and 23 from 7–9pm for Drag Bingo Night with the dazzling Miss Chanté Elise Cassidy. It’s free to play, prizes are on the line, and the sass is served by the round. We're also mixing up a special cocktail for Pride month with $3 from each drink sold going to the LGBT Center of Raleigh, so sip up!

Join us on the patio for Late Night at Longleaf featuring stand up comedy from Liz Donehue, Brandi Roberts, Isatu Kamara, Joe Perrow, and Aaron Randsom. Friday, June 13 starting at 9 PM. No cover.

Join us Monday, June 9 from 7:30–9:30 PM for an evening of atmospheric, cinematic soundscapes with Slow Teeth and special guests The Silver Doors.

Bingo, but make it drag 💋 Join us on the patio June 2 and 23 from 7–9pm for Drag Bingo Night with the dazzling Miss Chanté Elise Cassidy. It’s free to play, prizes are on the line, and the sass is served by the round. We're also mixing up a special cocktail for Pride month with $3 from each drink sold going to the LGBT Center of Raleigh, so sip up!

Bingo is back every other Monday at the lounge. Hosted by John Riccitelli, aka Bingo Starr, Bingo is free to play, game supplies are provided, and yes, there are prizes for a lucky few!⁠ No cover.

Join us for angelic tunes and delicious cocktails Friday, May 16th. Music starts at 7:00pm featuring Chicken Ranch Roadshow, Matty Frank, and Jacks Rees. No cover.