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Jake's Dilemma

Upper West Side · American

430 Amsterdam Avenue, New York, NY, 10024Directions
4.0★★★★★★★★★★1,531 reviews

People say this sports bar serves up great wings and offers a fun, lively atmosphere to watch games with friends. They also highlight the spacious layout and convenient location on the Upper West Side. Some reviews mention the bar can be a bit like a bro bar.

Weekend crowds, strong happy-hour pours, and a sports-bar pulse.

Jake's Dilemma is a $$ American restaurant in Upper West Side, New York. It has logged 4,210 check ins on Blackbird, and is busiest Friday afternoons. Check in on Blackbird when you visit.

Monday3:00 PM – 4:00 AM
Tuesday3:00 PM – 4:00 AM
Wednesday3:00 PM – 4:00 AM
Thursday3:00 PM – 4:00 AM
Friday3:00 PM – 4:00 AM
Saturday12:00 PM – 4:00 AM
Sunday12:00 PM – 4:00 AM
jakesdilemmanyc.com

The experience

Basic bar along the Amsterdam Avenue strip frequented by a young crowd for beer & foosball.

Google Places/ updated 22d ago

Why go

Jake's Dilemma is a $$ American sports bar with real traffic behind the noise: 4,210 Blackbird on-chain check-ins, with Saturday and Sunday leading the pack. Google clocks it at 4.0 stars across 1,537 reviews, a volume profile that says this is not a precious hideaway—it is a known quantity for groups, regulars, and weekend momentum.

The clearest read from the highlighted reviews: upbeat bar energy, strong and cheap drinks via daily happy hour specials, and standard bar fare done well. One regular calls it a go-to after-work meeting spot and points to clean bathrooms, which in bar criticism is not a small detail.

It also appears to handle occasions beyond the usual pint-and-game routine. A reviewer hosted a first birthday in the Riverside and common's rooms and praised the value, setup help, and attentive staff; another stayed three hours after bartender Wade turned an uncertain first impression into hospitality worth remembering.

editorial/ updated 22d ago

Fast facts

  • Jake's Dilemma has 4,210 all-time Blackbird on-chain check-ins.
  • Saturday and Sunday are its busiest Blackbird check-in days.
  • Google users rate it 4.0 stars across 1,537 reviews.
  • One highlighted reviewer points to strong, cheap drinks and daily happy hour specials.
  • One highlighted review praises the space for a first birthday event.
editorial/ updated 22d ago

Did you know

Jake's Dilemma has logged 4,210 Blackbird check-ins, with weekends leading the action.

editorial/ updated 22d ago

Amenities

Drinks

BeerWineCocktails

Features

Dine-inTakeoutOutdoor seatingRestroomGood for groups
Google Places/ updated 22d ago

Full menu

beer

  • Angry Orchard Cider

    $8.50
  • Shock Top

    $8.50
  • Bud Light

    $7.50
  • Coney Island IPA

    $8.50
  • Kona Big Wave

    $8.50
  • Modelo

    $8.50
  • Sam Adams Seasonal

    $8.50
  • Landshark

    $8.50
  • Stella Artois

    $8.50
  • Goose Island Hazy IPA

    $8.50
  • Michelob Ultra

    $7.50
  • Guinness

    $9.00
seed menu intel/ updated 22d ago

No check in signal yet — activity shows up here once people start checking in on Blackbird.

Open in

Check in momentum

The room in motion

Activity6
check ins · last 30 days · 3d agocheck ins · last 30 dayslast check in · 3d ago

Flynet check ins

4,210

Neighborhood

Upper West Side

When it's busy

Usually quiet right now

Thursdaytoday
12a12p11p
Monday3:00 PM – 4:00 AM
Tuesday3:00 PM – 4:00 AM
Wednesday3:00 PM – 4:00 AM
Thursday3:00 PM – 4:00 AM
Friday3:00 PM – 4:00 AM
Saturday12:00 PM – 4:00 AM
Sunday12:00 PM – 4:00 AM

Inside Jake's Dilemma

The experience

Basic bar along the Amsterdam Avenue strip frequented by a young crowd for beer & foosball.

Google Places/ updated 22d ago

Review signal

4.0

1,531 Google reviews

$$

Google Places/ updated 22d ago

Guide

Inside Jake's Dilemma

The experience

Basic bar along the Amsterdam Avenue strip frequented by a young crowd for beer & foosball.

Google Places/ updated 22d ago

Why go

Jake's Dilemma is a $$ American sports bar with real traffic behind the noise: 4,210 Blackbird on-chain check-ins, with Saturday and Sunday leading the pack. Google clocks it at 4.0 stars across 1,537 reviews, a volume profile that says this is not a precious hideaway—it is a known quantity for groups, regulars, and weekend momentum.

The clearest read from the highlighted reviews: upbeat bar energy, strong and cheap drinks via daily happy hour specials, and standard bar fare done well. One regular calls it a go-to after-work meeting spot and points to clean bathrooms, which in bar criticism is not a small detail.

It also appears to handle occasions beyond the usual pint-and-game routine. A reviewer hosted a first birthday in the Riverside and common's rooms and praised the value, setup help, and attentive staff; another stayed three hours after bartender Wade turned an uncertain first impression into hospitality worth remembering.

editorial/ updated 22d ago

Review signal

4.0

1,531 Google reviews

$$

Google Places/ updated 22d ago

Full menu

beer

  • Angry Orchard Cider

    $8.50
  • Shock Top

    $8.50
  • Bud Light

    $7.50
  • Coney Island IPA

    $8.50
  • Kona Big Wave

    $8.50
  • Modelo

    $8.50
  • Sam Adams Seasonal

    $8.50
  • Landshark

    $8.50
  • Stella Artois

    $8.50
  • Goose Island Hazy IPA

    $8.50
  • Michelob Ultra

    $7.50
  • Guinness

    $9.00
seed menu intel/ updated 22d ago

Amenities

Drinks

BeerWineCocktails

Features

Dine-inTakeoutOutdoor seatingRestroomGood for groups
Google Places/ updated 22d ago

Fast facts

  • Jake's Dilemma has 4,210 all-time Blackbird on-chain check-ins.
  • Saturday and Sunday are its busiest Blackbird check-in days.
  • Google users rate it 4.0 stars across 1,537 reviews.
  • One highlighted reviewer points to strong, cheap drinks and daily happy hour specials.
  • One highlighted review praises the space for a first birthday event.
editorial/ updated 22d ago

Did you know

Jake's Dilemma has logged 4,210 Blackbird check-ins, with weekends leading the action.

editorial/ updated 22d ago
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NEARBY

Within walking distance

Other Blackbird spots a short walk from Jake's Dilemma.

  • Crave Fishbar

    Upper West Side

    1MIN WALKJust around the corner
  • Caledonia Bar

    Upper West Side

    1MIN WALKJust around the corner
  • Momoya

    Upper West Side

    1MIN WALKJust around the corner
  • Maman

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    1MIN WALKJust around the corner

FAQ

How popular is Jake's Dilemma?

Jake's Dilemma has logged 4,210 check ins on Blackbird.

When is Jake's Dilemma busiest?

Jake's Dilemma is busiest on Friday afternoons, based on Blackbird check-in activity.

What kind of food does Jake's Dilemma serve?

Jake's Dilemma serves American cuisine.

How expensive is Jake's Dilemma?

Jake's Dilemma is in the $$ price range on a $ to $$$$ scale.

How do I check in at Jake's Dilemma?

Download the Blackbird app, visit Jake's Dilemma in person, and check in from the app. Check-ins earn FLY and count toward Flytown's daily Hotspots ranking.

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