Jake's Dilemma

Sports bar · Upper West Side

Jake's Dilemma

Sports bar · Upper West Side

8

430 Amsterdam Ave, New York, NY 10024

Photos

Jake's Dilemma by null
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by @TheInfatuation
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by Noah Devereaux
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null
Jake's Dilemma by null

Highlights

Beer pong, foosball, cheap drinks, and a young crowd  

Featured in The Infatuation
Placeholder

430 Amsterdam Ave, New York, NY 10024 Get directions

jakesdilemmanyc.com
@jakesdilemmanyc

$$ · Menu

Reserve

Information

Static Map

430 Amsterdam Ave, New York, NY 10024 Get directions

+1 212 580 0556
jakesdilemmanyc.com
@jakesdilemmanyc
𝕏
@JakesDilemma

$$ · Menu

Reserve

Features

wifi
payment credit card
Tap to pay

Last updated

Aug 19, 2025

Powered By

You might also like

Terms of Use • Privacy Policy • Cookie Policy
 © 2025 Postcard Technologies, Inc.
@infatuation

The 21 Best Happy Hours In NYC - New York - The Infatuation

"The Deal: Half Off Entire Bar, With Some Exclusions This big bar on Amsterdam Ave feels like the kind of place you might have frequented when you were the minimum legal drinking age, complete with wings, tater tots, cheap cans of beer, and sports on TV. If you want to pay throwback prices for that glass of pinot grigio, come during Happy Hour." - bryan kim, neha talreja

https://www.theinfatuation.com/new-york/guides/happy-hour-nyc
View Postcard for Jake's Dilemma
@infatuation

The 18 Best Bars On The Upper West Side

"The next time you’re feeling nostalgic about your college days, you could build your own beer pong table and throw out your couch to make room for it. Or you could go to Jake’s Dilemma. This big bar on Amsterdam Ave feels like the kind of place you might have gone junior year, complete with foosball, pool tables, and, yes, intense games of beer pong. If you want to pay college prices for that pitcher of Shock Top, come during Happy Hour (3-7pm every day). If Jake’s is too crowded, try the owners’ other, very similar bar called The Gin Mill, less than a block away. " - will hartman, bryan kim, neha talreja, matt tervooren

https://www.theinfatuation.com/new-york/guides/upper-west-side-bars
View Postcard for Jake's Dilemma
@infatuation

10 NYC Bars With Late Night Happy Hours

"When: Mon-Thurs, 3pm-close; Friday-Sun, 12pm-close The Deal: $3 Bud Light, $3 Miller Light, $6 Seltzers If you’re drinking at Jake’s Dilemma on the Upper West Side, you’re either trying to relive your college years or you got dragged here by someone who still plays beer pong. And you'll probably have a good time. In addition to a Happy Hour that goes until 7pm every day, this place offers a few late-night drink specials like $3 Bud Lights. " - matt tervooren, bryan kim

https://www.theinfatuation.com/new-york/guides/late-happy-hour-bars-nyc
View Postcard for Jake's Dilemma
@infatuation

The 15 Best New Year's Eve Parties In New York City

"Jake’s Dilemma is the closest thing this city has to a sweaty frat house basement. We don’t mean that as an insult—it’s just what it is. And maybe that’s what you’re looking for. Beer pong happens here, and many nights at this divey place on the Upper West Side go unremembered. Sound good? For $85, you can get a ticket that includes a four-hour open bar from 9pm to 1am. A DJ will be present." - bryan kim, will hartman

https://www.theinfatuation.com/new-york/guides/new-years-eve-party-bars
View Postcard for Jake's Dilemma
@infatuation

Where To Go When Some People In Your Group Care More About Sports Than Others

"Jake’s Dilemma may remind you of bars where you watched sports in college, in that it’s a big, bright space filled with groups standing in circles drinking pitchers of light beer. This Upper West Side spot definitely feels like a sports bar in the last few minutes of big games, but there are also always people here who care more about holding down a beer pong table than watching what’s happening on the big screens." - matt tervooren

https://www.theinfatuation.com/new-york/guides/sports-bars-for-when-some-people-care-more-about-sports-than-others
View Postcard for Jake's Dilemma