Your Boston Weekend, Curated: Creativity, Comedy & Spring Nightlife — May 15–17
Boston is stacked with standout things to do this weekend — from hands‑on art nights and a full‑day speaker masterclass to live pop‑string performances, retro vinyl parties, and one of the city’s most anticipated comedy shows. Whether you want to kick off Friday with something creative, level up your skills, dive into Saturday night music, or spend Sunday exploring witchy history before laughing with Trixie and Katya, this weekend has something for every young professional. Make your plans, grab your friends, and jump into the best events happening across the city.
Here are someAMAZINGthings to do this weekend!
🗣️ “Wizard of Words” Masterclass - May 15
🕖 10:00-4:00 PM | 📍10th High Street
A full‑day speaking masterclass designed to help professionals build confidence, presence, and storytelling skills. This 1‑day training focuses on gaining power, profit, and stage presence as a speaker, with VIP options and in‑person instruction at 100 High Street in Boston.
🎨 Paint Lounge Date Night: Paint Your Partner - May 15
🕖 6:00-7:00 PM | 📍Boston Public Market
A fun, creative Boston date night where couples paint each other with guided instruction. Great for anyone searching for Boston paint classes, unique date ideas, or creative things to do on a Friday night.
🔮 Boston Witchcraft Tour - May 16
🕖1:00-2:30 PM | 📍Park & Tremont Street
A guided walk through Boston’s real witchcraft history, covering the city’s early witch trials, colonial beliefs, and the stories of five women executed long before Salem. A spooky, history‑rich pick for anyone into Boston ghost tours or witch‑themed experiences.
🎻 BUTTON’D UP: Pop Hits on Strings - May 16
🕖6:30-10:00 PM | 📍Boston Button Factory
A live string quartet reimagines pop and R&B hits in an intimate South Boston venue.
🎶 Vinyl Decades Day Party — Sun, May 17
🕚 4:00-8:00 PM | 📍 Victoria's Diner
An all‑vinyl 80s/90s day party with DJs spinning classic R&B, funk, and hip‑hop for a full retro vibe. Expect vintage outfits, throwback hits, and a fun, social crowd at Victoria’s Diner.
🎤 The Bald and the Beautiful LIVE - May 17
🕐 6:30 PM | 📍Boch Center Wang Theatre
Trixie Mattel and Katya bring their chaotic, unfiltered comedy show to Boston for one night only. Big laughs, big energy, very Sunday‑night‑friendly.
No matter your vibe, Boston is overflowing with ways to make the most of your weekend. From creative workshops and skill‑building sessions to live music, retro day parties, witchcraft history walks, and a can’t‑miss comedy show at the Wang, May 15–17 offers something for every young professional. Get out, explore, and enjoy everything the city has lined up — because this weekend is packed.
