Things To Do in Philadelphia This Weekend: May 16-May 18
There are plenty of things to do in Philadelphia this weekend, May 16-18, 2025. Philadelphia, Pennsylvania, brings together pop culture, comedy, and live music this weekend with a packed schedule…

Microphone set up with lights for a comedy music show in a bar.
There are plenty of things to do in Philadelphia this weekend, May 16-18, 2025.
Philadelphia, Pennsylvania, brings together pop culture, comedy, and live music this weekend with a packed schedule of events. Fan Expo Philadelphia leads the lineup with major celebrity guests and immersive fan experiences. Also on tap are performances by comedian Frank Caliendo, grunge rockers Superheaven, and more.
Fan Expo Philadelphia
- What: Fan Expo Philadelphia
- When: 4 to 9 p.m. on Friday, May 16, 2025; 10 a.m. to 7 p.m. on Saturday, May 17, 2025; and 10 a.m. to 5 p.m. on Sunday, May 18, 2025
- Where: Pennsylvania Convention Center, 1101 Arch St., Philadelphia
- Cost: Single Day - Friday $39, Saturday $54, and Sunday $44; 3-Day Pass $89, Ultimate Pass $129, and VIP Pass $299 (all prices are for advanced sales)
Fan Expo Philadelphia is a premier pop culture convention celebrating sci-fi, horror, anime, cosplay, and fantasy. This event features celebrity guests such as John Cena, Mel Gibson, John Boyega, and Jodie Whittaker. Attendees can pay for autographs and photo ops and enjoy various immersive experiences and activities. Passholders are granted exclusive early access to a special event preview. In addition to the main event categories, you can expect exhibitors and retailers, including Artist Alley, and well-known corporate vendors.
Frank Caliendo
- What: Comedian Frank Caliendo
- When: 6 p.m. on Sunday, May 18, 2025
- Where: Helium Comedy Club, 2031 Sansom St., Philadelphia
- Cost: General admission $43.99, Reserved $54.99
Comedian and impressionist Frank Caliendo has seen great success over the last 20 years in various formats, including television, radio, and performance. He is recognized for his fast-paced impressions of comedians, celebrities, athletes, and politicians and has appeared on FSC Classic, MADtv, Frank TV, and Fox NFL Sunday. He has had multiple features on ESPN, produced dozens of viral videos, and headlined comedy specials. Frank's diverse abilities showcase his love for comedy, quick wit, and improvisation.
Superheaven With Glare, Spy, and Prize Horse
- What: Live Music – Superheaven, Glare, Spy, and Prize Horse
- When: 7 p.m. on Friday, May 17, 2025 (doors open at 6)
- Where: Union Transfer, 1026 Spring Garden St., Philadelphia
- Cost: General admission $25
Superheaven has carved out a distinct sound over the past several years, blending grunge intensity with emotional depth. The group has released four EPs and toured extensively. Their debut album, Jar, produced by Will Yip, delivers pounding drums, searing guitars, and raw vocals reminiscent of grunge icons such as Nirvana and Smashing Pumpkins. Since its 2013 release, the band has maintained a relentless touring schedule and continues to grow its fan base.
Other Things To Do In Philadelphia This Weekend
Philadelphia and the surrounding area offer a lively weekend lineup featuring live music and local flavor. From indie rock and jam band vibes to a tribute band honoring a '90s legend, there's something for fans of every scene. Here are a few events to check out:
- The Wrecks "Inside: Outside Tour": 7:30 p.m. on Friday, May 16, 2025, at the Theatre of Living Arts, 334 South St., Philadelphia
- Space Bacon: 6 p.m. on Saturday, May 17, 2025, at Underground Arts, 1200 Callowhill St., Philadelphia
- Jagged Little Thrill — The Alanis Experience. Saturday, May 17, 2025, at 7:30 p.m. (doors open at 6 p.m.) at City Winery Philadelphia, 990 Filbert St., Philadelphia