Whether you’re boo’d up, blissfully single, or just vibing with your community, the South Street Headhouse District invites you to celebrate all kinds of love during Fall in Love with South Street, a Valentine’s weekend-long celebration featuring curated events, parties, and creative experiences at local businesses across the district.

From queer cake decorating and sake tastings to open mic nights and aura portraits, the lineup proves that Philly’s most iconic corridor knows how to serve romance, connection, and unforgettable vibes — your way.

FEATURED EVENTS:

Wednesday, February 11

Gaylentine’s – Queer Cake Decorating Party
7:00–9:00 PM at Sprinkled Sweetness, 519 S. 4th St.
A frosting-filled, queer-joy-fueled night of cake decorating, bottomless cocktails, snacks, music, and immaculate vibes. No experience needed — just show up ready to serve main character energy. Red or pink looks highly encouraged. Each guest leaves with a 6” vanilla cake. BYOB welcome.

PEG Sake Club Night at the Philadelphia Erotic Gallery
6:00–9:00 PM at 706 South St.
Sip and mingle inside the Erotic Gallery and Sex Museum with Philly Sake Club. Guests will enjoy curated sake tastings, full gallery access, a PEG goodie bag, and a meet-and-greet with featured artist Lexi Wellech-Papillon.

Philadelphia Romance Book Swap
6:30–8:30 PM at YOWIE Hotel & Shop, 226 South St.
Swap your beloved romance reads, meet fellow romance fans, and enjoy 10% off all in-store purchases.

A Good Good Galentines – Hosted by The Makers Table
6:00–8:00 PM at Good Good Chocolates, 746 South St.
Celebrate with fellow female founders and creatives over drinks, DIY chocolate bars, love letter writing, a guided meditation, and take-home gifts. Intimate, uplifting, and limited to 25 guests.

Thursday, February 12

A Perfect Match: Cake & Candle
6:00 PM at Cavanaugh’s Headhouse, 421 S. 2nd St.
A cozy night of cake, candles, and pop-up vendors — perfect for a date night or solo indulgence.

Friday, February 13

 Glue Sticks & Feelings: Anti-Valentine’s Grief Crafting Circle
4:00–8:30 PM at Wooden Shoe Books, 704 South St.
A space for grievers and crafters to come together and make zines, collages, or Valentines to honor loss. All griefs and all skill levels are welcome. Glitter-free, emotionally rich.

Saturday, February 14 – Valentine’s Day

Aura Pop-Up: My House is For Lovers
1:00–4:00 PM at My House, 760 S. 4th St.
Get your aura photographed and take home a dreamy portrait. Hosted by Inner Light Aura & @atmyhou.se.

 Valentine’s Day Book Swap
12:00–2:00 PM at Headhouse Books, 619 S. 2nd St.
Sip, swap, and save — enjoy a free glass of wine and 20% off one swapped book.

 Live Screen Printing at Stitch and Destroy
12:00–5:00 PM at 523 South St.
Whether you’re lovestruck or heartbroken, get live screen-printed gear from @warpedcherub and @nahcroll and celebrate your mood in ink.

Mandy Valentine Live at Sweet Peel Vintage
Sets at 3:00 PM & 4:30 PM at 744 S. 4th St.
Celebrate Valentine’s Day with live music from Mandy Valentine. Admission is free and vibes are sweet.

LoveFest at Val’s Lesbian Bar — SOLD OUT
4:00 PM–2:00 AM at 605 S. 3rd St.
One-night-only preview party with music, dancing, a love letter writing station, wet t-shirt contest fundraiser, rope demos, bootblacking, and DJs all night long. Proceeds benefit Ark of Safety.

Valentine’s Date Night Tours at Philadelphia’s Magic Gardens
Evening slots available – 1020 South St.
Explore the romantic side of the Magic Gardens in an after-hours, intimate tour inspired by the love story of Isaiah and Julia Zagar. Limited to 20 guests per session.

More Ways to Fall in Love with South Street

South Street Art Mart – Deals on South Street-branded merch all weekend

Stitch and Destroy – Live screen printing + curated fashion, pins, and patches