Here’s your handpicked list of 15 artsy, outdoorsy, and family‑friendly events happening around Pittsburgh’s East End, East Suburbs, North Shore, North Side, and North Hills from August 22–29. From the Shadyside Art Festival and the Squirrel Hill Night Market to SkyWatch at the Buhl Planetarium and PedalPGH (my personal pick for the weekend), there’s a little something for everyone. Skim the highlights, pick your favorites, and I hope to see you out there!

Here’s what else is going on this weekend and the upcoming week!

Shadyside… The Art Festival on Walnut Street
Aug 23–24 • Shadyside (Walnut St)
Stroll a beloved open-air fine art show lining Walnut Street—paintings, ceramics, jewelry, and more.
Cost: Free • Presented by Howard Alan Events. Details

Squirrel Hill Night Market (10th Anniversary Season)
Sat, Aug 23, 6–10pm • Murray Ave, Squirrel Hill
 An evening street market with 100+ makers, live music, and food along Murray from Forbes to Beacon.
Cost: Free • Presented by Uncover Squirrel Hill & I Made It! Market. Details

PedalPGH — Pennsylvania’s Largest Bike Ride
Sun, Aug 24, 7am–3pm • Starts/finishes at Allegheny Commons Park (North Side)
Choose routes from 10 to 62 miles and celebrate at the Finish Line Festival.
Cost: $20–$185+ (tiered) • Presented by BikePGH. Details

“Atmospheres + Auras” — Summer Film Screening at the Mattress Factory
Sat, Aug 23, 8–10pm • Mattress Factory, North Side
An evening of short art films curated by Pittsburgh Sound + Image in the museum’s immersive setting.
Cost: Ticketed • Presented by Mattress Factory & Pittsburgh Sound + Image. Details

SkyWatch at the Buhl Planetarium & Observatory
Sat, Aug 23, 9–11pm • Carnegie Science Center (North Shore)
Guided stargazing with astronomy educators under Pittsburgh’s night sky.
Cost: $10 members / $12 nonmembers • Presented by Carnegie Science Center. Details

The Warhol: Good Fridays Silver Streets Series
Fri, Aug 29, 5–10pm • The Andy Warhol Museum (North Shore)
Explore galleries late, catch programs, and enjoy a more relaxed, after-hours vibe.
Cost: 1/2 Price Tickets • Presented by The Andy Warhol Museum. Details

North Hills Home Brew Fest
Sat, Aug 23, VIP 5–6pm; GA 6–9pm • Pittsburgh Shrine Center Pavilion, Cheswick (North Hills)
Sample dozens of local homebrews and vote for your favorite; VIPs help judge the winner brewed at Penn Brewery.
Cost: $5 DD / $25 GA door ($45 VIP advance options noted) • Presented by Pittsburgh’s Syria Shriners. Details

yART Sale — Pittsburgh Center for Arts & Media
Sat, Aug 23, 10am–4pm • PCA&M lawn, Shadyside (Shady Ave)
Half art market, half yard sale—scores of local artists, discounted studio supplies, food & live music.
Cost: Free to attend • Presented by Pittsburgh Center for Arts & Media. Details

Party at the Pier (Riverlife Benefit)
Fri, Aug 22, 6:30–10:30pm • DLCC Rooftop Terrace (Downtown, easy from North Shore)
A dreamy riverside rooftop gala with DJs, performances, and panoramic views; supports riverfront projects.
Cost: Ticketed • Presented by Riverlife. Details

Inside Out: “Mostbeautifullest Presents—All Black Everything”
Fri, Aug 22, 8pm–midnight • Sculpture Court, Carnegie Museum of Art (Oakland/East End)
A free outdoor dance party celebrating the Black queer diaspora—performances, bites, and drinks.
Cost: Free (museum admission not included) • Presented by Carnegie Museum of Art & Mostbeautifullest. Details

Music at the Museum (Family Program)
Sat, Aug 23, 1:30–3pm • Children’s Museum of Pittsburgh (North Side)
Live music in a kid-friendly setting—perfect add-on to a museum visit.
Cost: Museum admission applies / program details vary • Presented by the Children’s Museum. Details

Slavic Summer Party
Fri, Aug 22, 6–10pm • Hazelwood Green Plaza (Hazelwood/East End)
A free, outdoor Balkan/Slavic music blowout with multiple bands and big dance energy.
Cost: Free • Presented by Hazelwood Local, Weather Permitting & partners. Details

Oddities & Curiosities Expo
Aug 23–24 • David L. Lawrence Convention Center (Downtown, easy from North Side)
Taxidermy, entomology, tarot, sideshow acts, and 130+ vendors for the delightfully strange.
Cost: Ticketed • Presented by Oddities & Curiosities Expo. Details

Pittsburgh New Works Festival (Opening Weekend)
Aug 22–24 (continues thru Sept 14) • Genesius Theater, Duquesne University (Uptown)
See brand-new one-act plays from around the world in this long-running local festival.
Cost: Ticketed • Presented by Pittsburgh New Works Festival. Details

Free Yoga in the Park (Allegheny Commons West)
Sat, Aug 23, 10–11am • Allegheny Commons West (North Side)
All-levels outdoor yoga near Gus & Yiayia’s—bring a mat and breathe.
Cost: Free • Presented by Counseling & Wellness Center of Pittsburgh + Pittsburgh Parks Conservancy. Details

Before we wrap up, a quick heads-up for September: the Churchill Mid-Century Modern Home Tour is coming up soon! 🏡 It’s a rare chance to step inside some of Pittsburgh’s coolest mid-century gems, learn their history, and get inspired by timeless design. If you’re into architecture, this one’s a must.

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!