The Owl’s Tail is a casual cocktail bar on the Upper West Side that feels more or less like someone’s living room. The space is pretty small, with a bar on one side and some tables on the other, and it’s a good place for a first date or drinks with a few friends when you need something a little nicer and cooler than The Gin Mill or Dive 75. The cocktails here are great, and they also serve oysters and some small plates like chicken wings and dumplings.
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When you want to feel like you’re in a bar or restaurant 70 blocks south of where you actually are, go to any of these spots.
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The Gin Mill
The Gin Mill is a bar on the Upper West Side where you can watch sports and play beer pong.
Daily Provisions on the Upper West Side is an excellent all-day cafe that’s one of the best places in the neighborhood for a quick meal.
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Triona’s is a sports bar in Gramercy that is usually pretty low-key, except when Michigan or a team from Chicago is playing.
If you’re wandering around 37th Street and you suddenly feel the urge to be in an authentic German beer garden, go to Reichenbach Hall.
A classic New York City gem, still standing from a time when horse and buggies were bringing people here to drink. Eat the chicken club sandwich, drink a Stella from the tap, and imagine that you’re about to head off for a sweet vacation aboard the Titanic.
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Playa Betty’s is a fun place to drink margaritas with a big group on the Upper West Side.
Marlow Bistro is an Italian restaurant on the Upper West Side that feels like the setting of a first date scene from a 90s romantic comedy.
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