Here’s your hand‑picked list of things to do around Pittsburgh for the long weekend and the week ahead — covering Friday, Aug 29 through Sunday, Sep 7, 2025. There are plenty of arts, culture, family fun, and good eats on the list. 🌟
Acrisure Stadium Kickoff & Rib Fest
Aug 28 – Sep 1 • North Shore (Acrisure Stadium)
BBQ, free outdoor concerts, kids’ games, and Pitt football vibes at the North Shore’s end‑of‑summer classic. Cost: Free entry; food & rides pay‑as‑you‑go. Presenter: Acrisure Stadium. More Info
Savannah Bananas at PNC Park (Banana Ball!)
Aug 29–30 • North Shore (PNC Park)
The viral, show‑stopping baseball circus lands in the ‘Burgh for two nights. Cost: Ticketed. Presenter: Pittsburgh Pirates & Savannah Bananas. More Info
Pittsburgh Soul Food Festival: A Soulful Taste of the Burgh
Aug 29–31 • Downtown (Market Square & Blvd. of the Allies)
100+ vendors, live music, culture, and community. Cost: Free admission; food pay‑as‑you‑go. Presenter: Stop the Violence Pittsburgh. More Info
Reservoir of Jazz: Scott Boni Quartet
Sun, Aug 31 • 5–7 pm • East End (Highland Park Reservoir)
Bring a blanket for the beloved end‑of‑August jazz series. Cost: Free. Presenter: City of Pittsburgh Office of Special Events & RAD. More Info
Monty Alexander (free concert) — Allegheny County Summer Concert Series
Sun, Aug 31 • 7:30 pm • North Hills (Hartwood Acres Amphitheater)
Jazz legend + food trucks/wineries on site from 6 pm. Cost: Free. Presenter: Allegheny County Parks / MCG Jazz. More Info
Labor Day Parade
Mon, Sep 1 • 10 am • Downtown
One of the nation’s largest Labor Day parades—marchers, bands, and community groups. Cost: Free to watch. Presenter: Allegheny‑Fayette Central Labor Council (AFL‑CIO). More Info
Pooches in the Pool (Boyce Park)
Mon, Sep 1 • East Suburbs (Monroeville — Boyce Park Wave Pool)
A second dog‑day option if you’re east. Cost: Ticketed/benefit. Presenter: Allegheny County Parks. More Info
Labor Day Car Cruise
Mon, Sep 1 • North/East Suburbs (Deer Lakes Park, Tarentum)
Food trucks, music, and gleaming classics. Cost: Free to attend. Presenter: Allegheny County Parks. More Info
National Aviary: SkyDeck Bird Flight Shows (final Labor Day weekend!)
Through Sep 1 • North Side (Aviary on the North Side)
Open‑air raptor flights overhead on the rooftop deck. Cost: Timed shows/add‑on ticket. Presenter: National Aviary. More Info
Phipps: Summer Flower Show “Jungle Quest” + Butterfly Forest
Now – Sep 21 (Butterfly Forest through Sep 7) • Oakland (Phipps Conservatory)
Lush summer displays and final week for butterflies. Cost: Ticketed (timed). Presenter: Phipps Conservatory. More Info
The Frick: “Catching Sunbeams from the Porch Swing of Wisteria Castle”
Ongoing, free • Point Breeze (The Frick Pittsburgh Greenhouse)
Atticus Adams’ dreamy metal‑mesh sculptures suspended in the historic greenhouse. Cost: Free. Presenter: The Frick Pittsburgh. More Info
Lawrenceville Farmers Market
Tue, Sep 2 • 3–7 pm • East End (Bay 41, 115 41st St.)
Peak‑season produce, baked goods, and neighbors. Cost: Free entry; vendors pay‑as‑you‑go. Presenter: Lawrenceville United. More Info
A Fair in the Park (54th annual)
Sep 5–7 • East End (Mellon Park, Shadyside)
Juried artisan fair with live music and food trucks. Cost: Free to attend. Presenter: Craftsmen’s Guild of Pittsburgh. More Info
Pittsburgh Irish Festival
Sep 5–7 • East (Carrie Blast Furnaces, Rankin/Swissvale)
Music, dance, genealogy, and Celtic marketplace in an unforgettable industrial setting. Cost: Ticketed. Presenter: Pittsburgh Irish Festival. More Info
Good Fridays: Silver Street Series @ The Warhol
Fri, Aug 29 • 5–10 pm • North Shore (The Andy Warhol Museum)
Outdoor hang + late hours and half‑price admission after 5 pm. Cost: Half‑price museum admission after 5 pm. Presenter: The Andy Warhol Museum/Carnegie Museums. More Info
“Dandy Andy: Warhol’s Queer History” tour
Sat, Aug 30 • 3–4 pm • North Shore (The Andy Warhol Museum)
A guided look at Warhol’s life and LGBTQ+ history. Cost: Ticketed (museum admission/tour). Presenter: The Andy Warhol Museum. More Info
Harris Theater: “Highest 2 Lowest” film series
Through Thu, Sep 4 • Cultural District (Harris Theater)
A special series exploring filmmaking extremes. Cost: Ticketed. Presenter: Pittsburgh Cultural Trust. More Info
Harris Theater: Steel City Horror Show
Sun, Aug 31 • Cultural District (Harris Theater)
A one‑night fright fix on the big screen. Cost: Ticketed. Presenter: Pittsburgh Cultural Trust. More Info
Harris Theater: “Sanjuro” (International Art House Classics)
Sep 4–7 • Cultural District (Harris Theater)
Kurosawa on 35mm vibes for cinephiles. Cost: Ticketed. Presenter: Pittsburgh Cultural Trust. More info
Wishing you a breezy long weekend and a soft landing into September! Between rooftop raptors, jazz on the lawn, artisan markets, and all the BBQ/soul food goodness, there’s plenty to savor. And psst… circle Sep 12–14 for the brand‑new Churchill Midcentury Modern Home Tour (soiree Friday, home tours Saturday, talks Sunday). If you love architecture and design—or you’re house‑hunting for those clean lines and big windows—this one’s a must. Tickets are live now.
And if touring beautiful homes gets you thinking about making a move yourself—whether buying or selling—I’d be glad to chat and share what’s happening in the market right now. No pressure, just a conversation when the time feels right.
PITTSBURGH REAL ESTATE
If you’d like to know more about buying or selling in real estate, just call or text me to get started!
New Properties: New homes on the market this week!
Open Houses: Click for dates, times, and photos!
