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21 days ago
Photo by John Donohue on October 15, 2026. May be an image of poster and text.
Photo by John Donohue on October 15, 2026. May be an image of drink and text.
Photo by John Donohue on October 15, 2026. May be an image of drink, magazine and text.
Photo by John Donohue on October 15, 2026. May be an image of poster, magazine and text.
Photo by John Donohue on October 15, 2026. May be an image of poster, magazine and text.
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Posted On: October 15th 2026, 03:17 pm
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After 32 years on the Upper West Side, Jake’s Dilemma is getting ready to pour its last round.

The longtime Amsterdam Avenue bar is closing at the end of this weekend on October 18, marking the end of more than three decades of late nights, beer pong, and plenty of memories.

We took a look back at the neighborhood favorite, what’s happening with the space.

We haven’t drawn Jake’s Dilemma yet, but should we capture it before it’s gone? Let us know in the comments!

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#JakesDilemma #UpperWestSide #UWSNYC #NYCBars #NYCHistory
Comments (7)
aiesimon 9 days ago

aiesimon

Oh no! The memories 😢

jbv_17 21 days ago

jbv_17

NOOOO!!!!

djotool2 21 days ago

djotool2

😢

aileen_cara 21 days ago

aileen_cara

@mapnyc10 sad!

djmontini11 21 days ago

djmontini11

Yes 🙌 please draw Jake’s

jordanmmericle 21 days ago

jordanmmericle

WOW, end of an era. I got to meet two of my favorite people there - @travmemilliken & @mairinvictoria thanks for always being the best behind the bar during your time there. ♥️🥹

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