The Twisted Tail Headhouse Square

The Twisted Tail Headhouse Square

The Twisted Tail Headhouse Square

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PhillyBite Twisted TailPhiladelphia, PA - The Twisted Tail is a stylish Southern-inspired contemporary American restaurant, bar, and live music venue in the heart of Philadelphia’s Headhouse Square district —between bustling South Street district and historic and elegant Society Hill neighborhoods.


Bourbon, Blues & BBQ: A Guide to The Twisted Tail in Headhouse Square

Nestled in Philadelphia's historic Headhouse Square, The Twisted Tail is a vibrant and unique destination that masterfully blends a Southern-inspired restaurant, a top-tier bourbon house, and a live music venue into one unforgettable experience. With its rollicking "juke joint" ambiance, charcoal-grilled cuisine, and one of the city's most extensive whiskey collections, it has become a beloved spot for a casual dinner, a lively night out, and everything in between.

The Vibe: A Southern Juke Joint in the City



Located at 509 S. 2nd Street, The Twisted Tail exudes a rustic and chic charm. The bi-level space features exposed brick, cozy nooks with fireplaces, and a lively atmosphere that feels both sophisticated and incredibly welcoming. The upstairs "Juke Joint" is a popular space for live music and private events, complete with its own bar, a stage, and games like shuffleboard. Whether you're settling in for a weekend brunch, a happy hour cocktail, or a full dinner, the atmosphere is always fun and social.

The Food: Southern Comfort from a Charcoal Grill



The kitchen at The Twisted Tail is centered around its charcoal grill, which imparts a smoky, savory flavor to many of its dishes. The menu is a celebration of Southern-inspired comfort food, featuring a mix of small plates and hearty entrees.

  • Must-Try Dishes: While the menu is seasonal, standout favorites often include the BBQ Smoked Ribs, Smoked Wings, Crawfish Mac & Cheese, and Buttermilk Fried Chicken. For a true feast, their signature Pig Roast, where a whole roasted suckling pig is carved by a chef, is a popular choice for groups and special events.



  • Other Offerings: The menu also features a variety of other delicious options, from fresh oysters and scallop ceviche to grilled quail and Wagyu beef tartare.

The Drinks: A Bourbon Lover's Paradise

The Twisted Tail is a true Bourbon House, boasting an impressive collection of over 120 different American whiskeys.

  • The Whiskey Menu: Explore an extensive list of bourbons, ryes, and other American whiskeys. For those looking to learn more, the restaurant frequently hosts guided whiskey tastings and educational events.

  • Cocktails & Beer: Beyond whiskey, the bar crafts a fantastic menu of classic and creative cocktails and offers a solid selection of draft beers.

The Music: Live Blues Nightly

What truly solidifies The Twisted Tail's "juke joint" identity is its commitment to live music. The restaurant features live blues music from talented local and regional artists nearly every night of the week, providing the perfect soulful soundtrack for your meal or drink.


The Twisted Tail is more than just a restaurant; it's a complete sensory experience. The combination of its delicious, Southern-inspired charcoal-grilled food, its incredible whiskey selection, and its nightly live blues music makes it a standout destination in Philadelphia. It’s a place that perfectly captures a spirit of fun, flavor, and Southern hospitality right in the heart of historic Headhouse Square.

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