Our Next Event
Fall Fest
Festival season isn’t over quite yet! Fall Fest is a community rooted experience with different themes for each block that also offers live performances, immersive art, local vendors, and cultural experiences that highlight what makes this commercial corridor so vibrant. Block Activations: ⚔️ 100 Block – Queen & Rook’s Renn Faire 🎃 Headhouse Plaza – Kid’s Pumpkin Playground (Activities, Bounce House, Mini Golf, Face Painting, & More!) 🌭 200 Block – Foodie Alley (Food Trucks, Speciality Drinks, & More!) 🛍️ 300 Block – Artisanal Goods, Shopping, & More 🎤 400 Block – Milkboy’s Anniversary Stage 🎶 Passyunk Ave – Record Riot’s Vinyl Block Party with Repo Records 🎈 700 Block of S 5th Street – Philly Aids Thrift’s 21st Anniversary Block Party 🛹 500 Block – Nocturnal’s Skate Park 👻 600 Block – DreamEerie’s Macabre Masquerade 🍺 700 Block – Brauhaus Schmitz’s Oktoberfest Details: • Saturday, September 26 • 12-7PM • South Street between Front Street and 8th Street More details about participating businesses, food trucks, and craft vendors to be announced soon!
No event found!
September 2026
Fall Fest
Festival season isn’t over quite yet! Fall Fest is a community rooted experience with different themes for each block that also offers live performances, immersive art, local vendors, and cultural experiences that highlight what makes this commercial corridor so vibrant. Block Activations: ⚔️ 100 Block – Queen & Rook’s Renn Faire 🎃 Headhouse Plaza – Kid’s Pumpkin Playground (Activities, Bounce House, Mini Golf, Face Painting, & More!) 🌭 200 Block – Foodie Alley (Food Trucks, Speciality Drinks, & More!) 🛍️ 300 Block – Artisanal Goods, Shopping, & More 🎤 400 Block – Milkboy’s Anniversary Stage 🎶 Passyunk Ave – Record Riot’s Vinyl Block Party with Repo Records 🎈 700 Block of S 5th Street – Philly Aids Thrift’s 21st Anniversary Block Party 🛹 500 Block – Nocturnal’s Skate Park 👻 600 Block – DreamEerie’s Macabre Masquerade 🍺 700 Block – Brauhaus Schmitz’s Oktoberfest Details: • Saturday, September 26 • 12-7PM • South Street between Front Street and 8th Street More details about participating businesses, food trucks, and craft vendors to be announced soon!
October 2026
Philadelphia Parallel Parking Association Championship
The Philadelphia Parallel Parking Association (PPPA) and the South Street Headhouse District are pleased to announce that the 2026 PPPA Championship will be held at Headhouse Plaza (2nd and South Street) on Saturday, October 3rd, from 1-4pm (rain date Saturday, October 10th, 1-4pm). Come see the best in the business battle it out to find out who the best parallel parker in Philly is. 20 contestants. 3 events. 1 winner. Park proud. More info here. Artwork by @drawjanedraws
November 2026
Tree Lighting + Holiday Night Market
The Tree Lighting + Holiday Night Market transforms South Street into a festive, family-friendly celebration featuring a tree lighting, Santa’s arrival, live entertainment, local vendors, and seasonal food and drinks. Guests of all ages can enjoy holiday activities like crafts, gift shopping, photos with Santa, and interactive experiences that highlight community spirit and local businesses. More details about participating businesses, food trucks, and vendors to be announced soon!
January 2027
2027 Event Calendar Coming Soon
Stay tuned for our 2027 SSHD event dates!
No event found!