
City Cast Pittsburgh
😎 Is Pittsburgh the best summer city?
July 3, 2025 · — Francesca Dabecco
Hey, neighbor! We’re gearing up for a long holiday weekend, so we have something a little ~different~ for your inbox today.
Scroll for expert recs on how to explore Pittsburgh this summer. Plus, a special quiz designed to help you find a summer trip that fits your vibe. 🏖️
Heads up! We’re off tomorrow, so we won’t be back in your inbox until Monday ⬇️
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Is Pittsburgh the Best in the Country for a Summer Trip?

All 13 City Cast podcast hosts came together for a high-stakes showdown to answer the question that’s been burning up our company-wide Slack for weeks: Which city is the best for a summer weekend trip? From naked bike rides to ‘the country’s best farmers market,’ pickle festivals to Elvis impersonators driving pink convertibles, our hosts are bringing the best of the best that their city has to offer. And yes, we do pick a winner.

Where Should You Plan Your Next Summer Weekend Trip?

While our 13 City Cast cities (Austin, Boise, Chicago, D.C., Denver, Houston, Las Vegas, Madison, Nashville, Philly, Pittsburgh, Portland, and Salt Lake) duked it out in our most recent podcast episode, debating which of our cities is the best for a long weekend trip, we wanted to give you the chance to find the summer city that best suits your vibe, too.
Would you rather eat at a kitschy Mexican restaurant with a 30-foot waterfall and cliff divers, or explore a pickle-themed festival spread across two scenic bridges? Embark on a naked bike ride (which doubles as a protest) or kayak down a historic river? The choice is (literally) yours!

What To Do
Thursday, July 3
- 🪩 Jellyfish at CMOA’s Inside Out (Oakland)
- ☀️ Summer Yoga at the Community Library (Milvalle)
- 🥩 BBQ Bash at Community Kitchen Pgh (Hazelwood)
- 💡 Trivia Night at Eliza Hot Metal Bistro (Oakland)
- 🎷 Thursday Night Jazz at City of Asylum (North Side)
- 🔭 Observatory Tour in Riverview Park (Perry North)
- 🌟 Drag Bingo at Space Bar (Downtown)
Friday, July 4
- 🎉 Garfield Night Market and Unblurred on Penn Ave. (Garfield/Bloomfield)
- 🎇 Pittsburgh’s 4th of July & Fireworks on the River Walk (North Shore)
- 🇺🇸 Independence Day Celebration at Meadowcroft (Avella)
- 📣 Interdependence Day at Trace Brewing (Bloomfield)
- 🎆 Big Blast at Grandview with Bottlerocket (Allentown)
- 🎨 Paint & Powder Jouvert in Allegheny Commons (North Side)
- 🌭 Doggie Backyard BBQ at The Dog Penn (Strip District)
Saturday, July 5
- ✨ CrosSING Bridges at CMOA (Oakland)
- 🌶️ Caribbean Carnival in Allegheny Commons (North Side)
- 💜 Beetsburgh at Bloomfield Saturday Market (Bloomfield)
- 🌳 Yoga on the Mount in Grandview Park (Mt. Washington)
- 🎶 Title Town Soul & Funk Party at Spirit (Lawrenceville)
- 🪩 Disco Saturday Disco at The Old Stone Tavern (West End)
- 🔥 Hot to Go After Party at Poetry Lounge (Millvale)
- 🎻 Free Concert with Pgh Symphony Orchestra (South Park)
- ⚙️ Solderday is for the Babes at Prototype PGH (Oakland)
- 📰 Women's Press Club Catch-Up at Margaux (East Liberty)
- 🖼️ Pittsburgh Society of Artists Exhibition — through July 26 (Tarentum)
- 🛶 Pints & Paddles at Allegheny RiverTrail Park (Aspinwall)
Sunday, July 6
- 🚲 Mid-Summer Ride-a-Thon with POGOH — through July 13 (anywhere)
- 🎻 Free Concert with Pgh Symphony Orchestra (Hartwood Acres)
- 🌻 Candles & Wildflower Picking at Simmons Farm (McMurray)
- 🛍️ Neighborhood Flea at Schenley Plaza (Oakland)
- 🎥 Outdoor Movie: Cinderella in Bakery Square (Larimer)
- ✂️ Zine Workshop with Prototype PGH (Oakland)
- 📣 133rd Anniversary of the Battle of Homestead (Munhall)
- 🧵 Sew PGH Meetup at Hartwood Acres (Allison Park)
🎆 Enjoy those fireworks! After all, Pittsburgh is sort of the center of the fireworks boom!
Talk to yinz Monday 😎
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