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?️ Billy Penn City Guide
✏️ Philly Quizzo guide
?️ Novelty stores guide
? Fall festivals guide
? “Rocky Season” events
? Pumpkin spice latte recs
? Farmers market guide
✊? Black history in Philly guide
? Vegan ice cream guide
? CSA farmshare guide
☕ Philly coffee shop guide
??♀️ Alt Philly history walking tours guide
? Philly’s comedy scene
? Philly Record Store Guide
?️ Thrifty in Philly guide
? Book lovers’ guide to Philly
? Non-alcoholic Philly
? Dining in Philly
?? Philly Runners Guide
NOTE: This list will be updated throughout the week.
Lydia Darragh: Irish Quaker, Patriot Spy – (6:30 to 8 p.m.)
An evening of spycraft and women’s history. The evening will begin with a performance of Philadelphia actor-director Megan Bellwoar’s new play about Lydia Darragh. Bellwoar and Darragh biographer Robert Fanelli will then discuss Darragh’s life and impact, followed by audience Q&A. $5 admission. At Carpenter’s Hall.
PES Classics Book Club – (7 to 9 p.m.)
The Philadelphia Ethical Society’s monthly book club is on the first Monday of every month. FREE.
Exploring Trends: Immigration’s Regional Impact – (9 a.m. to 11 a.m.)
This in-person event debuts the second edition of an expanded report examining how immigrants shape communities across Pennsylvania. Through new data on entrepreneurship, homeownership, taxes, workforce participation, education and civic life, the report offers the most comprehensive picture yet of immigrants and their impact on the region. FREE with registration. Hosted by The Welcome Center and WHYY.
October Picnic on the Rail Park – (5:30 to 7 p.m.)
BYO dinner, a bit to share if that feels right and get to know the folks that you’re always seeing out on the park and around the neighborhood! It’ll be a relaxed evening where the kids can play, pups can get all the pets, and we just enjoy an evening in the city. Registration is not required, but highly encouraged. At 1300 Noble Street entrance. FREE.
Shake Shack Donation Day for WHYY – (10 a.m. to 11 p.m.)
Join us for Donation Day at the Sansom Street Shake Shack and support WHYY Media Labs! Mention “Donation Day” at the register, or use promo code “DONATE” on the Shack App, website, or kiosk at checkout. Shake Shack will donate 25% of your total meal purchase to WHYY. Your meal will help support WHYY Media Labs and its work inspiring and empowering the next generation of storytellers and media makers. ONLY VALID at 2000 Sansom Street.
Debtors’ Prison for Kids: The High Cost of Fines and Fees in the Juvenile Justice System – (5 to 7:30 p.m.)
Join WHYY and Juvenile Law Center for an important conversation about the financial penalties placed on children and families—and the growing movement to end them. WHYY’s Cherri Gregg will moderate a conversation between Jessica Feierman, report author and Juvenile Law Center’s Chief Legal Officer and Dequan Jackson, a professional football player who experienced these harmful fees as a child and later advocated for change on the harsh practice of doubly punishing children and families. FREE to attend with registration.
Billy Penn at WHYY: Billies Awards 2026 – (5:30 to 8 p.m.)
Come celebrate all things Philly at Billy Penn’s 12th annual Billies Awards! The event honors notable community members and groups working over the past year to make the City of Brotherly and Sisterly Love better. Food and refreshments will be served. FREE with RSVP!
Neighborhood Jawnts: North Philly Youth Voices & Creative Spaces Tour – (2 p.m.)
This tour will center on youth leadership, creative expression, and those spaces and places that continue to nurture community storytelling and organizing focusing on the young people of North Philadelphia. FREE with registration. Tour starts and ends at the Independence Visitor Center at 6th and Market streets.
We Love Teachers 5K – (9 a.m.)
At Pennypack Park. Part of a nationwide movement to celebrate educators through movement, wellness, school spirit, and community. Join teachers, students, families, runners, walkers, schools, alumni, businesses, and community supporters as a team or inidividual. $40 registration.
Neighborhood Jawnts: North Philly Youth Voices & Creative Spaces Tour – (10 a.m. + 2 p.m.)
This tour will center on youth leadership, creative expression, and those spaces and places that continue to nurture community storytelling and organizing focusing on the young people of North Philadelphia. FREE with registration. Tour starts and ends at the Independence Visitor Center at 6th and Market streets.
Firstival celebrating the First Peoples of the United States – (11 a.m. to 1 p.m.)
Honor the nation’s first inhabitants and celebrate the vibrant cultures and enduring traditions of Indigenous communities rooted in Philadelphia. Discover the Penn Museum’s new Native North America Gallery, shaped in collaboration with Indigenous curators. At the Penn Museum. FREE to attend.
Neighborhood Jawnts: North Philly Youth Voices & Creative Spaces Tour – (10 a.m. + 2 p.m.)
This tour will center on youth leadership, creative expression, and those spaces and places that continue to nurture community storytelling and organizing focusing on the young people of North Philadelphia. FREE with registration. Tour starts and ends at the Independence Visitor Center at 6th and Market streets.
Open Streets: West Walnut – (10 a.m. to 5 p.m.)
Open Streets once again converts Center City streets into car-free thruways across an eight-block span for its fall run. From Broad to 19th streets, and along 18th Street from Chestnut to Locust streets. 8 Sundays through October. FREE.
DesignPhiladelphia Festival – (Through Oct. 11)
DesignPhiladelphia Festival is known for showcasing design, from architects to interior decorators and more. The nearly two week fest will be at multiple locations, and includes 100+ workshops, exhibitions, tours and talks. Learn about wide-ranging topics, including architecture, urban planning, landscape, graphic, multimedia, product, furniture design, fashion, and more.
A People’s Exposition!
Join us for a citywide exhibit and engagement series to take a critical and honest look at key issues shaping Philadelphia today, to envision a more just and equitable future for our city, and to act on solutions that address our greatest challenges. At the Kensington Engagement Center.
Dia de los Muertos tribute to Isaiah Zagar
“Viviendo a través de la Muerte” will remain on view at the Philadelphia Magic Gardens through the Day of the Dead, Nov. 1, before closing on Nov. 8.
Roach Show – (5 to 8 p.m.)
Featuring roach-inspired roach-sized art by 30 local Philly artists, including sculpture, painting, mixed media, fiber art and bolo ties! At STITCH AND DESTROY, 523 S 4th Street. The exhibit ends November 1.
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