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10 Things To Do in Pittsburgh in May 2026
May in Pittsburgh: May Day celebrations, Pittonkatonk and Millvale Music Festival, Phipps’ May Market, Food Truck Fridays, Chalk Fest, an...
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25 Spring Pop-Up Markets for Shopping Local in Pittsburgh
Pittsburgh Life HacksApril 27What To Do Downtown After the Draft
Pittsburgh HistoryApril 24Think You Know Pittsburgh Neighborhoods? Take This Quiz
Pittsburgh Life HacksApril 22What to Do When You Get Scammed
Food & DrinkApril 1710 Food and Drink Festivals in Pittsburgh This Spring
Events
Friday, May 1
- 🏡 Sewickley House Tour 2026 through May 2 (Sewickley)
- 🎨 Unblurred First Friday on Penn Avenue (Bloomfield / Garfield)
- 📣 May Day Party at Trace Echo (Uptown)
- ✊ May Day Rally & March starting at 60 Blvd. of the Allies (Downtown)
- 💃 Freshworks at Kelly Strayhorn Theater through May 2 (East Liberty)
- 🌈 Kiki First Friday Lounge at True T Studios (Uptown)
- 🌱 Breakfast & Bingo with Grow Pittsburgh at Square Cafe (East Liberty)
- 🤠 Good N' Country Two Step at Shiloh Center (Lawrenceville)
- 🪴 Plant Sale at Phipps Garden Center through May 2 (Shadyside)
- 🖼️ Mysteriously Optimistic at Mark Rengers Gallery (Sewickley)
- 🌊 Trail Care at Mon Wharf with Friends of the Riverfront (Downtown)
- 🥾 Intro to Hays Woods Trails with PGH Park Rangers (Hays)
- 🌿 Wetland Wonders Walk with Allegheny Land Trust (Upper St. Clair)
- 🎭 Room Temperature at Wood Street Galleries through May 2 (Downtown)
- 🤩 May Day Variety Show at Glitterbox Theater (West Homestead)
- 🎉 59th Carnegie International Opening at Carnegie Museum of Art (Oakland)
- 😂 UNIQUE at Arcade Comedy Theater (Downtown)
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