Good morning, Pittsburgh!

Three-day weekend, which is shorthand for the city quietly exhaling for the first time since April.

The Memorial Day lineup tilts perfectly Pittsburgh: a bike ride honoring vets that ends at a brewery, a free family day at Schenley Plaza with an actual Mary Poppins, a goth night that landed on real World Goth Day, and rabbits at Phipps if your weekend genuinely calls for that.

In today's What's On Pittsburgh:

- A Saturday-morning bike ride that honors vets
- Family Day at Schenley Plaza, free, with Mary Poppins on the lawn
- World Goth Day at Mr. Smalls, because the calendar said so
- And much more!

Let's get to it.
- Madison Johnson

All Weekend Long

🌷 Summer Flower Show: Alice's Adventures in Wonderland opens at Phipps Conservatory and the conservatory's design team went full Lewis Carroll, fall-down-the-rabbit-hole topiaries, technicolor floral set pieces, and oddball botanicals you've never spotted before. Open daily through September.

🎭 Dear Evan Hansen sits at Gargaro Theater for a tight five-night run, the Pittsburgh CLO production of the Tony-winning musical about a misfit kid, a viral lie, and the moment it all comes due. Through Sunday.

🎩 Paul Gertner in Steel City Miracles runs nightly at Liberty Magic Downtown, a master sleight-of-hand show from a local legend who's been fooling audiences (and Penn & Teller, on TV) for forty years.

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Friday

🎭 Hedwig and the Angry Inch

John Cameron Mitchell's queer rock opera lands at Greer Cabaret for a multi-week run, and Memorial Day weekend is the first full slate of shows. Big voices, bigger wigs, real emotion.

  • Details: Greer Cabaret Theater · Friday, May 22

  • See More: Link

🦇 World Goth Day Party 2026

Night Sky Productions takes over The Funhouse at Mr. Smalls for the official Pittsburgh celebration of World Goth Day, with live post-punk, DJs, video projection, and local vendors selling actually-cool stuff. All ages.

  • Details: Mr. Smalls Theatre · Friday, May 22 · 8:30 p.m.

  • Cost: $5

  • See More: Link

📚 Storytime at the Museum

Carnegie's Natural History interpreters read science and nature stories to littles, plus a hands-on touch table with real museum specimens after.

  • Details: Carnegie Museum of Natural History · Friday, May 22 · 10 a.m.

  • Cost: Included with admission

  • See More: Link

Saturday

🚴 Veteran Memorial Bike Tour

A free morning ride out of Helicon Brewing in Oakdale that honors veterans across the trails before the whole group pulls back to the taproom for breakfast sandwiches and a slow exhale.

  • Details: Helicon Brewing, Oakdale · Saturday, May 23 · 9 a.m. to noon

  • Cost: Free

  • See More: Link

🎠 Family Day: Mary Schenley Day

Pittsburgh Parks Conservancy kicks off the season at Schenley Plaza, with free PNC Carousel rides, face painting, lawn games, plus a Mary Poppins cameo at the plaza named for her.

  • Details: Schenley Plaza · Saturday, May 23 · 11 a.m. to 6 p.m.

  • Cost: Free

  • See More: Link

🔭 SkyWatch: Moon Exploration

Kamin Science Center opens its rooftop observatory and planetarium after dark, with one-on-one astronomer time, a working telescope, and a moon-themed program built around whatever the sky is doing overhead.

  • Details: Kamin Science Center · Saturday, May 23 · 9 p.m.

  • See More: Link

🎶 Biggest Afro-Caribbean Party

FTK's Memorial Day weekend ritual lands at Thunderbird with two prior sold-outs on the record. Afrobeats, Amapiano, Soca, Dancehall on every speaker, dress sharp, bring the friend who actually dances.

  • Details: Thunderbird Cafe & Music Hall · Saturday, May 23 · 9 p.m. to 2 a.m.

  • Cost: $18 to $24

  • See More: Link

😂 Close Encounters with Well Known Strangers

Well Known Strangers improvises an entire unscripted play on the fly at Arcade Comedy, with audience suggestions setting the rules and the chairs.

  • Details: Arcade Comedy Theater · Saturday, May 23 · 8 p.m.

  • See More: Link

Sunday

🐰 Hoppy Hour with Rabbit Wranglers

Phipps pairs its Alice's Adventures in Wonderland flower show with actual rabbits, a once-a-month meet-and-greet that lets you scratch some real-life bunny ears between topiary explorations and call the afternoon a win.

  • Details: Phipps Conservatory · Sunday, May 24

  • Cost: Included with admission

  • See More: Link

💋 DRAG & DINE at Trace Brewing

Trace Brewing in Bloomfield gives over the back room for a drag-meets-dinner pairing, with plates plus tableside performances from a rotating queen lineup. The entrees and entertainment both arrive in costume.

  • Details: Trace Brewing · Sunday, May 24

  • Cost: $15 to $90

  • See More: Link

In Case You Missed It

🎖️ Pfc. John Walko of Indiana County, who left for war in 1944, finally came home with his remains identified eight decades later.

☕ NEXTpittsburgh rounded up eight newish coffee shops worth a detour, each with a distinct personality and a route into the morning rotation.

🍕 City Paper's latest food roundup has Pizza Olympics on the calendar and Penn Brewery, one of the city's oldest, in real peril.

🏒 The Pittsburgh Riveters dropped five goals on their season opener, a statement debut for the city's pro women's hockey side.

🎸 Bruce Springsteen brought a nearly three-hour, politics-on-sleeve E Street show to Pittsburgh this week.

Thank You!

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