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Oleary's Sidebar

4.2 (51 reviews)
ModerateDive Bars
Closed 9:00 am - 2:00 AM (Next day)

Oleary's Sidebar Dive Bars Photos

OLEARY'S SIDEBAR ATMOSPHERE

What's the vibe?
Juke Box
Live music
Very loud
Happy hour specials

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Recommended Reviews - Oleary's Sidebar

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Reviews With Photos

Small Bar
Charlene G.

For a neighborhood bar, this place is decent. Met up with a friend and her fiancé for a few rounds of margaritas for National Margaritas Day. She invited us to meet here at this dive bar,which is an very interesting spot that has old school video games, darts, pool tables and TVs. When you walk in, there might be a slightly awkward feeling because the local, regulars stare you down because they know you aren't normally from here and you stand out. Once the initial stare down is done they mind there business and carry on with their conversations. Would I go back for second time, probably not. This place is truly a "locals" spot, that's meant for locals (aka people that live nearby) not for personable, outgoing people like me and my friends.... Plus the bar music they play is old, not classic.

The spot you can go too and catch up with friends and be lowkey! Love the bartender Lindsey shes very attentive to all customers. Definitely recommend this place

New Years Eve..
Laurie Z.

Place where everybody knows your name. Walk in and your favorite beer is at bar before you are! Bartenders are awesome all of the Ladies n Kyle. 2 pool tables, shuffle board and owners the best. Love this place!

One half

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4 years ago

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2 years ago

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2 years ago

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10 years ago

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4 years ago

Nice staff and hood crowd. Many locals so keep the drama at home. The pool tables need to be regulated other than that all good.

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3 years ago

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6 years ago

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5 years ago

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10 years ago

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6 years ago

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6 years ago

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8 years ago

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4 years ago

Decent environment, main problem is that this place smells like smoke.

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4 years ago

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8 years ago

Helpful 4
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9 years ago

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6 years ago

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7 years ago

Great crowd, good pool tables, friendly staff, lots of specials and deals that keep this a poppin' place!

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19 years ago

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7 years ago

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8 years ago

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16 years ago

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15 years ago

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11 years ago

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5 years ago

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10 years ago

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12 years ago

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7 years ago

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9 years ago

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10 years ago

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17 years ago

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13 years ago

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17 years ago

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14 years ago

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9 years ago

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11 years ago

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Review Highlights - Oleary's Sidebar

They have an air hockey table, high tech juke box, genuine shuffle board, big screen televisions, and two pool tables.

Mentioned in 4 reviews

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1901 Speakeasy - Fabulous vibe inside 8/22/23

1901 Speakeasy

4.6(155 reviews)
5.3 mi
$$

I absolutely cannot get enough of this place…read more The basement here is really the place to be. I love the ambiance, and the history on the walls. The cocktails change so it's always fun to come back! I always try to be there when this section opens. I love the calmness of the space and it gets livelier as the night progresses and it does get packed Always one of my highly recommended spots for people who want great drinks, fantastic atmosphere and delicious food. I'm looking forward to my next stop in!

If you're going to hang your hat on the speakeasy aesthetic--dim lights, hushed tones, whispers of…read moreexclusivity--then understand this: you're entering into an unspoken pact with your patrons. We expect a certain standard, a level of care that borders on obsession. So when I catch Evan Williams--respectable, questionable, but barely twelve bucks a bottle--making an appearance behind the bar, it feels like a breach of trust. A quiet betrayal under low lighting. The illusion only works if the details hold up under scrutiny... and that pour? It broke the spell. And then comes the real offense: discovering that your Old Fashioned--the crown jewel of any respectable cocktail program--are built on bottom-shelf, dust-collecting bourbon. That's not just a letdown, it's a slap in the face. A cocktail like that deserves reverence, not shortcuts. And as if to twist the knife, there it was--a massive can of red maraschino cherries sitting shamelessly atop the bar, like some relic from a dive that's given up on finesse. It wasn't just a misstep. It was disrespect. In a place claiming the speakeasy mantle, details like these matter. They're the difference between theater and parody. The cocktails did not warrant the $15 price tag. Moreover, I would have paid more had I know the class of bourbon upfront. What ultimately redeems the space is its ambiance. The low flicker of the fireplace, the soft embrace of worn leather sofas, the curated hum of music floating just above conversation--it's seductive, even soulful. The room itself is small, intimate--the kind of place where you're bound to recognize a face, or at the very least, feel inclined to invite a stranger to share the sofa and maybe a story. And then there's the setting--tucked beneath a historic relic, a basement bar built into the bones of old Americana. The building dates back to the early 1900s, echoing with a past that deserves to be honored, not phoned in. That's exactly why I expected more from the cocktails. A place with this much atmosphere shouldn't fall flat when it comes to what's in the glass. It's a mismatch--a beautiful stage, but a script that doesn't quite rise to meet it.

Photos
1901 Speakeasy - The BEST Manhattan in the 805.

The BEST Manhattan in the 805.

1901 Speakeasy - Ribeye Steak Special with mashed potatoes and grilled veggies

Ribeye Steak Special with mashed potatoes and grilled veggies

1901 Speakeasy - Very yes. 8/22/23

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Very yes. 8/22/23

Oleary's Sidebar - divebars - Updated May 2026

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