Midweek in Downtown Raleigh means the city is buzzing with food specials, live music, social events, and nightlife vibes! Whether you’re craving comfort food, looking to network, or ready to dance and sing the night away, there’s something for everyone. Here’s your complete Downtown Raleigh Entertainment Guide for Wednesday, August 20, 2025.

Food & Drink Specials

Mac-n-Cheese Night Special 📍 Le Dive | ⏰ 5 PM – 12 AM A midweek treat you can’t resist! Dig into a creamy, cheesy delight that’s the ultimate comfort food.

Wine Wednesdays at Sitti 📍 Sitti Authentic Lebanese | ⏰ 11 AM – 10 PM Enjoy delicious Lebanese cuisine paired with wine specials that make Wednesday feel like the weekend.

Rum Tasting & Cocktail Class 📍 Wolfe & Porter | ⏰ 7 PM – 10 PM Learn the art of mixology and taste unique rum cocktails in this fun, interactive class.

Creative & Social Fun

Modern Calligraphy for Beginners 📍 Wye Hill Kitchen & Brewing | ⏰ 7 PM – 8:30 PM Tap into your artistic side while enjoying craft brews and a stunning skyline view.

Hump Day Social 📍 Slim’s Downtown | ⏰ 5 PM – 7 PM Kick off your evening with good vibes, cold drinks, and great company.

The Midweek Market 📍 Moore Square | ⏰ 4 PM – 7 PM Shop local vendors, grab a bite, and enjoy the open-air market in the heart of Downtown Raleigh.

Live Music & Entertainment

Live After 5: Chatham Rabbits & Jack The Radio 📍 City Plaza | ⏰ 6 PM – 9 PM A Raleigh summer staple—bring friends and enjoy free live music downtown.

Live Music in the Bar 📍 Vidrio | ⏰ 6 PM – 10 PM Pair Mediterranean-inspired dining with smooth live tunes.

Live Jazz with Al Strong and Friends 📍 Boatman Spirits Co. | ⏰ 8 PM – 12 AM A sophisticated night of world-class jazz in an intimate setting.

Zach Bellas 📍 Slim’s Downtown | ⏰ 9 PM – 11 PM Get ready for a high-energy live performance to keep your night rolling.

Nightlife & Games

Wednesday Night Music Bingo 📍 Wolfe & Porter | ⏰ 7 PM – 10 PM A lively twist on traditional bingo—play, sing along, and win prizes!

Wednesday Karaoke at Neptunes 📍 Neptunes Parlour | ⏰ 9 PM – 2 AM Belt out your favorite hits at one of Raleigh’s hottest karaoke nights.

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