Jake's Dilemma is a lively sports bar in NYC's Upper West Side known for its extensive selection of 19 draft beers and over 35 bottled varieties, including microbrews and craft options. The venue combines an old-school pub vibe with a downtown bar atmosphere, featuring unique entertainment like beer pong tables and the neighborhood's only foosball table. Its dynamic setting includes an outdoor café and a dance floor where live DJs energize weekend nights, making it a standout destination for both casual drinkers and nightlife seekers.

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Wed 3PM - 7PM & 7PM - Close

Drink Specials

  • 1/2 Price whole bar (some exclusions)
  • $10 Specialty cocktails (some exclusions)
  • $5 Drafts
  • $5 Well drinks n Shots
  • $5 House wine

Mon-Sun 3PM - 7PM & 7PM - Close

Drink Specials

  • $10 beer n shot (Domestic draft or can with a well shot)
  • $6 Sun Cruiser

Mon-Sun 3PM - 7PM

Drink Specials

  • $10 Specialty cocktails (some exclusions)

Thur 3PM - 7PM & 7PM - Close

Drink Specials

  • 1/2 Price whole bar (some exclusions)
  • $10 Specialty cocktails (some exclusions)
  • $4 Nutrl
  • $6 Espolon drinks n shots
  • $15 All pitchers

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Venue Photos

Highlights

  • Extensive beer selection with 19 drafts and 35+ bottled beers including rare microbrews
  • Unique entertainment options such as multiple beer pong tables and the Upper West Side’s only foosball table
  • Vibrant atmosphere featuring an outdoor café, live DJs on weekends, and a dance floor

Important Details

  • Reservations recommended for private event rooms
  • No specified dress code or membership requirements mentioned
  • No stated entry restrictions or exclusive access policies

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