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Jake's Dilemma 1
Lively Bar
Jake's Dilemma 2
Jake's Dilemma 3
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Jake's Dilemma

Upper West Side

Host your crew in a private "classy professor pub" room, then stumble out for beer pong and foosball with strangers. It's the rare spot where your birthday party and the college chaos coexist.

Group-friendly dive bar
Beer pong & games
Private event space
Sports bar energy

Tips

๐Ÿบ"classy professor pub" โ€” The Infatuation
โค๏ธ"my longest relationship" โ€” loyal regular
๐ŸŽ‰book the Oak Cellar (60 guests) or Riverside Room (35)

Jake's Dilemma

430 Amsterdam Ave, New York, NY 10024, USA

$$$$

Upcoming at Jake's Dilemma

Thursday, Jun 11
Live Music

Live Music

June 11

This Upper West Side sports bar has seen more of your life stages than most of your exes. Trivia and live music keep weekdays humming, while weekends bring live DJs and a proper dance floor. Regulars swear by the friendly bartenders and reliably good vibes.

Trivia Night

Trivia Night

June 11

A no-frills Upper West Side sports bar where trivia nights and live music break up the work week. Grab a beer, shoot some pool, and see if your random knowledge pays off.

$6 Apps Happy Hour

$6 Apps Happy Hour

June 11 at 3pm

Five bucks for a beer and six for loaded fries: Jake's Dilemma keeps the Upper West Side fed and watered on a budget. The happy hour lineup is all about crispy, cheesy, shareable comfort.