
City Cast Philly
😎 Is Philly the best summer city?
July 3, 2025 · — Siani Colón
Hey, reader! We’re gearing up for a long holiday weekend, so we have something a little ~different~ for your inbox today. Below, you’ll find some expert recs on how to explore Philly and beyond this summer, along with a special quiz designed to help you find a summer trip that fits your vibe.
And heads up, we’re off tomorrow so we won’t be back in your inbox until Monday. In the meantime, to stay up-to-date with the latest on the District Council 33 strike that has stopped sanitation and other services, keep an eye on the city’s website.

Philly Summer Starter Park
🔔 Staycation in the City
If you’re looking for a change of scenery, why not stay at one of these boutique hotels for a mini-staycation? Although some of these hotels have exquisite dining options, definitely explore the rest of Philly’s culinary scene across our neighborhoods. Here are 76 essential restaurants to start with. During the day, you can visit these local galleries, historic sites, markets, museums, and public gardens. When the sun sets, go dancing, listen to live jazz, and visit Philly’s best bars and clubs.
🚙 Explore ‘The Great American Getaway’
Our city is pretty great, but there’s plenty to see in the rest of Pennsylvania as well. We have a list of day trips to take in the state, including wineries to visit. If you’re an outdoorsy person, there are some excellent hiking spots just outside the city. Maybe swap a hotel for a cabin for your stay. And if you want to explore the other side of the Keystone State, check out what our friends in Pittsburgh recommend.
🚆 Take a Quick Trip Along the East Coast
Maybe you want to cross state lines altogether. If you head north, you can visit New York City. If you head south, you can visit our nation’s capital, Washington D.C. If you want to just catch some waves this summer, here’s our guide to the Jersey Shore. All are accessible by train, bus, and car. If you’re traveling further out, here are some tips to navigating PHL Airport.

Is Philly 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: What 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 of what their cities have to offer. And yes, we do pick a winner.
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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
- 😢 Crybaby’s Night Out Night Market at Pentridge Station Pop-Up (West Philly)
- 🎈 Summer aBroad Block Party on 1600 N. Broad St. (North Philly)
- 🎤 KIRaoke with Kirsten Cills at Next In Line Comedy Club (Callowhill)
- 🎶 DEPARTED and Copal present: Electric Sol at Liberty Point (Old City)
- 📝 Thursdays on the Stoop: Miracle Workers & Porch Prophets — Myth in Poetry with Blue Stoop (Virtual)
- 🛍️ Welcome to South Street Night Market on South Street between 3rd and 8th Streets (Queen Village)
- 🖼️ Free Museum Day at Pennsylvania Academy of the Fine Arts (Center City)
- 🎵 The Philly Pops at Independence National Historic Park (Old City)
- 🎨 Community Canvas at 3rd Street Gallery (Headhouse Square)
Friday, July 4
- 🎷 Jazz Night at 49th Street & Baltimore Avenue (Cedar Park)
- 🛍️ First Friday at Cherry Street Pier (Old City)
- 🎨 Next Levels: The Art of Healing at NoName Galley (Chestnut Hill)
- 🎧 What the Duck? at Midnight and the Wicked (Center City)
- 🎉 Fourth of July Party at Liberty Point (Old City)
- 🍽️ 4th of July Cookout in the Garden at the Navy Yard (South Philly)
- 🖼️ Arts & Eats: First Friday (Chestnut Hill)
- 🌐 Host a Website at Home at Iffy Books (Fitler Square)
- 🎆 Freedom Fest at Pleasant Hill Park (Holmesburg)
- 🍔 Fourth of July BBQ & Art Opening at Together Skateboarding (Brewerytown)
- 🍻 Sip N’ Spin at Latchkey Records (Passyunk Square)
- 🌭 Hot Dogs Not Monarchs at Maisy’s Meeting House (Old City)
- 🤠 Western Night at Otto’s Taproom & Grille (Brewerytown)
Saturday, July 5
- 🌇 Sonic Sunsets: Concerts and Tour Series at Christ Church Burial Ground (Old City)
- 🎨 Art Vibes and Vending at The Underground (Germantown)
- 🎶 Sunsets at Spruce: Music Festival Series at Spruce Street Harbor Park (Old City)
- 🎆 Independence Day Car Show & Fireworks Show at Lawncrest Recreation Center Field (Lawncrest
- 🚲 Free Bike Rentals at Bartram’s Garden (Kingsessing)
- 🖼️ “Where I’m From” Exhibition Opening at Barnes Foundation (Logan Square)
- 🛍️ A Black Love Jawn at Cherry Street Pier (Old City)
- 🖼️ “What World?” Opening Reception at The Arts League (Spruce Hill)
- 🍔 Philly Foodie & Fireworks Festival at Harrah’s Philadelphia Casino and Racetrack (Chester, Delaware County)
- 👖 Drop-In Science Workshop: Summer Styles at The Academy of Natural Sciences (Logan Square)
- 🎨 Community Canvas at 3rd Street Gallery (Headhouse Square)
- 🧘 Meditation Workshop at CommUnity Garden at the Creek (Mill Creek)
Sunday, July 6
- 🛝 Family Funday with PopUpPlay at Spruce Street Harbor Park (Old City)
- 🌳 Volunteer Clean-up with Dar Williamsl at Tacony Creek Park (Northeast Philly)
- 🎨 PECO First Free Sunday Family Day: Move, Make & Grow at the Barnes Foundation (Logan Square)
- 🎶 Philly Roda de Samba e Choro at Black Squirrel Club (Fishtown)
- 💃 Salsa Night at Morgan’s Pier (Old City)
- 👟 Caminata en Español beginning at Cherry Street Pier (Old City)
- 🛍️ Garage Sale at Tired Hands Mt. Airy Beer Garden (Mt. Airy)
- 🧘 Sacred Soundwaves at Philly Free School (Southwest Cedar Park)
- 🍨 Coco’s Gelato Pop-Up at Blondie (Manayunk)
- 👑 King of Drag Watch Party at Milk Boy (Queen Village)
🌭 An estimated 150 million hot dogs will be eaten on the Fourth of July, according to the esteemed National Hot Dog and Sausage Council. That amount of weiners would stretch lengthwise across the country (from DC to LA) at least five times! If you have a hankering for hot dogs, Philly has a thriving hot dog scene (and an even deeper hot dog history).
Anyway, have a great Fourth of July and enjoy those fireworks! 😎
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