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    Penn Society

    2.6 (20 reviews)
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    Tiramisu martini
    Julia B.

    This speakeasy-style bar located underneath Scarpino has the potential to be great, but seems to struggle with bringing in a crowd for some reason. The cocktails are delicious and inventive (this tiramisu martini was SO yummy), and the bartenders are knowledgeable and helpful. I think where Penn Society is getting lost is in the ambiance. The giant, round comfy couches are great for relaxing, but the DJ blasts club music so loud that it's hard to hear anyone but the person sitting directly next to you. It seems like a fun spot if you come with a large group (like a party), but not an ideal lounge for a smaller, more intimate setting that we were looking for out of a speakeasy/cocktail lounge. Food: N/A Drinks: A Service: B+ Ambiance: C+

    Martini

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    5 months ago

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    3 years ago

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    2 years ago

    Matt makes the BEST dirty martinis I've ever had! If you're craving a dirty and a late night come here!

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    4 years ago

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    11 years ago

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    7 years ago

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    9 years ago

    Great late night place....but have to have a membership! Sign up is easy at Penn society.com.

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    7 years ago

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    Ask the Community - Penn Society

    Is it open past 2 AM?

    Yes, we are open until 3:30am Thursday through Saturday

    View All 2 Questions

    BURN By Rocky Patel - Outside

    BURN By Rocky Patel

    4.0(112 reviews)
    0.8 miNorth Side
    $$

    We came to Pittsburgh while they were hosting the D2 March Madness in 2026, and thanks to my…read morenephew's team bringing us out here, we were able to uncover this gem of a cigar lounge. I've been to quite a few cigar lounges--and even worked at one--so I have a good sense of what makes a place stand out. Burn by Rocky Patel did just that on every level. The ambiance, décor, cigar selection, and service were all top-tier. It's a classy lounge with a twist of sports bar energy, which made it both elevated and fun. We enjoyed it so much that we came back the next day, and they had live entertainment--a violinist playing along to hip hop and R&B--which created such a unique vibe. Kayla, the bartender, let us know about the live entertainment the day before, it wasn't posted on their social media or website. She was attentive, sweet, and made excellent drinks. Evan, who was working the cigar side, was extremely knowledgeable, patient, and communicated well with customers even during a heavy flow. One thing that really stood out was the crowd--mixed ages, mature, and plenty of ladies confidently partaking in the beautiful art of cigars, which I loved seeing. Even if you don't smoke cigars, the vibes in this place are worth the visit. If and when I return to Pittsburgh, this place is a must. It's also within walking distance to the stadiums, which is a huge plus. Feedback for management: The only reason I'm giving 4 stars instead of 5 is the disconnect between locations and social media postings. There was an event listed on the website that wasn't actually happening at this location, while an amazing event that was happening wasn't shared online; which would have been a shame to miss. It may be worth considering in-house social media and website management to ensure updates are accurate and timely to the specific location.

    We aren't cigar smokers, or smokers at all, so went just for the experience as newbies and the…read morestaff were super supportive in teaching us. I really loved the chill vibe on a Sunday afternoon, old r&b jams and overall friendliness of everyone. Good drinks and nachos too! We stopped after brunch to hang out and it appeared to be the perfect time as it was nearly empty when we first came in then filled in after. My main negative is the smell gets stuck in my hair so that will be a deterrent for me coming back unfortunately, but I will at some point for the atmosphere.

    Photos
    BURN By Rocky Patel - Lighters for sale!

    Lighters for sale!

    BURN By Rocky Patel - Inside

    Inside

    BURN By Rocky Patel - Inside

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    Inside

    Unspeakable - Entrance to the bar!

    Unspeakable

    5.0(20 reviews)
    2.4 miLawrenceville

    We've been here 4+ times now. Unspeakable has such an incredible vibe--cozy, intimate, and dimly…read morelit in a way that feels perfect for a date night or catching up with a close friend. The atmosphere alone is worth a visit. The drinks are definitely crafted with care and have a lot of complexity, but with only two bartenders working, it took quite a while to get ours. Not the place to go if you want quick service or are grabbing a drink before another event. My biggest downside is the price point--most cocktails are around $17. They're good, but at that price I can really only justify having one. Note: They do not have food, just snacks like peanuts. Overall, amazing ambiance and well-made drinks, just expect slower service and a higher bill.

    This is my new favorite cocktail bar in Pittsburgh. Every single drink I've had here has been…read morefantastic. I've been twice so far, I've tried six different drinks. Very impressed by their craftsmanship and experimental flavors. There's not many places in this area that even attempt to do that. I love the speakeasy vibe. Super cool entrance and fun comfortable lounge upstairs. It's a fantastic place to go as an intimate group. But it's kind of small to take a group of more than 4 friends. Cocktails were made surprisingly quick even on a busy night. Everything is just really great about this place. Except for maybe the price lol but at least you're getting what you pay for in a good way

    Photos
    Unspeakable - Upstairs fireplace

    Upstairs fireplace

    Unspeakable - Violet desert

    Violet desert

    Unspeakable

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    Acacia - The Last Word

    Acacia

    4.4(208 reviews)
    1.5 miSouth Side
    $$

    This is a really great cocktail bar with cool speakeasy vibes! My fiancé and I went on a Friday…read morearound 8:30 pm and it wasn't as busy as I was expecting! We easily got a seat at the bar. (Sitting at the bar is the best!) We started with Bartender's choice (which is always a good idea if you're at a specialty cocktail bar), and we both loved what we got! They made me a Juliet & Romeo, which was gin, cucumber, mint, etc. they made my fiancé a Safe Return, which was bourbon, pineapple, cinnamon, etc. (didn't write down the ingredients so can't remember it all lol) I also got the classic Last Word, which was great! They didn't include the maraschino cherry garnish which made me sad, but I lived lol. I also tried the Euro Trip from their specialty menu, and it was delicious and very spicy from the ginger. They also had their own barrel select of Knob Creek, which my fiancé tried - so cool! The bartenders were super chill and the ambiance was great! A little pricey but worth it.

    We did some research before heading to Pittsburgh. This bar came up under speakeasy and we wNted to…read moregive it a try. While technically not a true speakeasy in the sense of hidden doors and secret codes, it is amazing. You do have to "look" for it. From the street not an easy spot. But you will be so glad you found it. True craft cocktails with knowledgeable, accessible staff. We had wonderful conversation and superb drinks. I am sorry to forget our bartenders name but she was a professional (I hope she enjoyed Detroit) Not a pretentious place, just good people.

    Photos
    Acacia - Sipsmith Royal Ship

    Sipsmith Royal Ship

    Acacia - Aperol I've Done

    Aperol I've Done

    Acacia - Watermelon Crawl

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    Watermelon Crawl

    Penn Society - lounges - Updated June 2026

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