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Welcome to Jake's Dilemma

With 19 different drafts and over 35 different kinds of bottled beer including microbrews, lagers, ales, seasonal, and craft beers, you’re bound to find out what Jake’s Dilemma is! We have an old school pub vibe mixed with a downtown bar atmosphere boasting an outdoor café, multiple beer pong tables, and the Upper West Side’s only foosball table. During the week you can stop in for trivia and live music, while on the weekends you can find a dance floor grooving to the tunes of the live DJ. Come check us out!

Entertainment

Specials

  • a man sitting on a wooden table

    Monday

    3pm-7pm

    $5.00 Draft Beer

    $2.00 off ALL other drinks


    3pm-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Can

    $3.00 Miller Lite Can



    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks




  • a close up of a wine glass

    Tuesday

    3pm-7pm

    $5.00 Draft Beer

    $5.00 off Pitchers

    $2.00 off ALL other drinks


    3pm-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Lite Cans


    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks



  • a hand holding a glass of orange juice

    Wednesday

    3pm-7pm

    $5.00 Draft Beer

    $5.00 off Pitchers

    $2.00 off ALL other drinks


    3pm-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Lite Cans

    $3.00 Founders Oktoberfest


    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks




  • a person sitting at a table with a cup of coffee

    Thursday

    3pm-7pm

    $5.00 Draft Beer

    $5.00 off Pitchers

    $2.00 off ALL other drinks


    3pm-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Lite Cans

    $3.00 Founders Oktoberfest

    $3.00 Montauk Pumpkin

    $3.00 Victory Sour Monkey


    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack D…

  • a group of people sitting at a table with a plate of food

    Friday

    3pm-7pm

    $5.00 Draft Beer

    $5.00 off ALL pitchers

    $2.00 off ALL other drinks


    3pm-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Lite Cans

    $3.00 Founders Oktoberfest

    $3.00 Victory Sour Monkey



    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks



  • a hand holding a glass of beer on a wooden table

    Saturday

    Noon-7pm

    $5.00 Draft Beer

    $5.00 off ALL Pitchers

    $2.00 off ALL other drinks


    Noon-Close 

    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Light Cans

    $3.00 Founders Oktoberfest

    $3.00 Victory Sour Monkey


    $5.00 Harlem Standard American Whiskey Shots


    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks




  • a glass of orange juice next to a cup of coffee

    Sunday

    Noon-7pm

    $2.00 off ALL other drinks


    Noon-Close 

    $5.00 Drafts

    $5.00 off all pitchers  


    $3.00 Bud Light Seltzer

    $3.00 Bud Light Cans

    $3.00 Miller Lite Cans

    $5.00 Harlem Standard American Whiskey Shots

    $5.00 Tullamore Dew Shots

    $5.00 Jack Daniels Shots

    $7.00 Jack Daniels Drinks






Private Events

The Oak Cellar

This party room was thoughtfully designed as a wine cellar with touches of European influence added in with industrial charm. The Oak Cellar’s décor includes stoned archways with mosaic tiles, brick walls, cobblestone floors and stained-glass accents. This cozy downstairs party room will have the guests sipping on cocktails at the private bar or indulging in conversation at one of three marble bistro tables.

  • Capacity 60

The Riverside Room

Imagine for a moment being close to all the action of the main bar of Jake’s Dilemma, while having your own room for you and your guests. Tucked away in the far back, is Riverside Room, a cozy and hidden party room. The blue walls give the room life, as pendants about the private bar give the room charm and decorative floor tiles make it unique.

  • Capacity 35

The Commons

Located between the secluded Riverside room and the busy main area of Jake’s Dilemma is The Commons. It’s a communal gathering space perfect for guests with FOMO!  You can enjoy a private area for your party while looking into the busy bar. The exposed brick walls, hardwood floors and high top tables makes this space common ground for friends and coworkers alike.

  • Capacity 50

What's Your Dilemma?

Send us a message and we’ll get back 

to you as soon as possible. 

You can also reach us by phone at (212) 580-0556. Looking forward to hearing from you!

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