Lefty's

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5.0
 
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Lefty's - May 2024 (AcrossPittsburgh)-04

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2021 Penn Ave, Pittsburgh, PA 15222
Main Street
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Lefty's, located in Pittsburgh's vibrant Strip District along Penn Avenue, is a celebrated dive bar that offers a genuine laid-back atmosphere, perfect for a casual hangout.

Known for its $4 "Strong Island" iced teas and an array of affordable drinks, Lefty's has established itself as a favorite local haunt. The bar's cozy, somewhat narrow space is often filled with a mix of regulars and newcomers who are drawn in by the friendly vibe and the live music events that are frequently hosted there.

This hole-in-the-wall establishment is appreciated for its unpretentious charm and the quality of its service, making it a standout in the heart of one of Pittsburgh's most bustling districts. Whether you're looking to watch a game, enjoy some live music, or just relax with friends over a drink, Lefty's provides a welcoming environment with a classic dive bar feel

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Lefty's - May 2024 (AcrossPittsburgh)-03
Lefty's - May 2024 (AcrossPittsburgh)-01
Lefty's - May 2024 (AcrossPittsburgh)-02
Lefty's - May 2024 (AcrossPittsburgh)-05

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Editor review

1 review
A Dive Bar's Dive: A Rainy Day Respite at Lefty's Dive Bar
(Updated: February 24, 2025)
Overall rating
 
5.0
Drinks
 
5.0
Atmosphere
 
5.0
Service
 
5.0
Pricing
 
5.0
Location
 
5.0
 After a morning of exploring the artsy crafts, chic boutiques, and unique shops along Penn Ave in Pittsburgh's Strip District, it was time to switch gears and dive into something a bit more my style. That's how I found myself at Lefty's, a quintessential dive bar almost hidden among street vendors peddling t-shirts and assorted tchotchkes.

Lefty's is the kind of place that thrives on not caring much about ambiance, which ironically creates its own sort of charm. It's authentically disheveled, the kind of spot where a poster proudly proclaims "Yelp Zero Stars" as a badge of honor rather than shame. Inside, the bar exudes a no-frills, unpretentious vibe that feels like a breath of fresh, albeit slightly musty, air compared to the polished veneers of upscale establishments.

As a light rain began to patter against the windows, I settled into a corner with a cold Miller Lite, checked some emails, and truly felt at home. Lefty's doesn't just serve drinks; it serves a respite from the pretensions of daily life, making it a perfect pit stop for anyone looking to take the edge off with good, simple fun. It's not every day you find a place that so perfectly matches its environment, but Lefty's does—and that's exactly why I loved it. 
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