9 Things to Do in Philadelphia This Week · October 15–18, 2026

Music & Nightlife

Philly Music Fest feat. Sweet Pill / Remember Sports / Wax Jaw / Midfield

A 21+ Philly Music Fest bill pairing Sweet Pill, Remember Sports, Wax Jaw, and Midfield at Underground Arts.

Friday, October 16, 2026 · Underground Arts

Date Night

Benny Benack III Sextet / Kieran Brown

An intimate jazz night with the Benny Benack III Sextet and Kieran Brown at Chris' Jazz Cafe.

Friday, October 16, 2026 · Chris' Jazz Cafe

Free Events

WXPN Free At Noon: Remember Sports

WXPN's free midday concert featuring Remember Sports at The Music Hall at World Stage.

Friday, October 16, 2026 Noon · The Music Hall at World Stage (formerly World Cafe Live)

Food & Drink

Authentic Tagliatelle al Pesto

A hands-on class tracing regional Italian cooking from Genoa's pesto to fresh egg tagliatelle made from scratch, ending with a shared meal. No experience required; BYOB.

Friday, October 16, 2026 7:00 PM - 9:00 PM · CultureWorks Greater Philadelphia, 1315 Walnut Street, Suite 300

Family-Friendly

Pennsbury Manor Tricks & Treats

A Halloween trick-or-treat at William Penn's Bucks County estate.

Sunday, October 25, 2026 · Pennsbury Manor, Bucks County

Arts & Culture

A Conversation with Pat Croce: Enjoy Your Self Now! Book Launch

Former Sixers owner Pat Croce discusses his new book Enjoy Your Self Now! with Citizen Media Group CEO Larry Platt, followed by a book signing.

Tuesday, October 27, 2026 5:30-7:30 p.m. · Fitler Club Ballroom

Festivals & Special Events

Evening with Emily's Entourage Gala: The Crystal Palace

An immersive gala in a greenhouse setting inspired by the Crystal Palace, with gourmet dining, handcrafted cocktails, and live entertainment, benefiting cystic fibrosis research.

Thursday, October 22, 2026 Doors Open: 6:30 p.m. | Program Begins: 7:15 p.m. · Fairmount Park Horticulture Center, 100 North Horticultural Drive, Philadelphia, PA

Outdoors & Active

Bristol Stomp: Bristol to Trenton Historic Walk

A historic walk and tour from Bristol, PA to Trenton, NJ, organized through FreeWalkers.

Saturday, October 17, 2026 8:30 AM EDT · Bristol, PA to Trenton, NJ

Sports

Pickleball Skills & Fast-Paced Drills

A pickleball skills and fast-paced drills session hosted by Northampton Tennis and Fitness.

Saturday, October 17, 2026 6:00 PM EDT (6-7pm) · Northampton Tennis and Fitness