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Jake's Dilemma

Jake's Dilemma Jake's Dilemma, located on Amsterdam Avenue, is a popular bar and grill that boasts an extensive selection of beers, including 14 on tap and 50 bottled varieties. Along with its hardcore downtown vibe, the restaurant offers a foosball table, Buck Hunter Pro video game, and rock and roll music all night long. Jake's Dilemma is perfect for those who believe beer is food, as it serves up hearty meals as well. Since its establishment in September of 1994, Jake's Dilemma has become a landmark bar of the Upper Westside.
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Recent social media posts

KNICKS GAME 2 TONIGHT!DREAM TEAM BEHIND THE BAR 🏀🍻
05/21/2026

KNICKS GAME 2 TONIGHT!
DREAM TEAM BEHIND THE BAR 🏀🍻

We got the wings and beer 🍺You bring the hype 🔥LFG 🏀
04/06/2026

We got the wings and beer 🍺
You bring the hype 🔥
LFG 🏀

UWS legend Amria B is back for The Speakeasy Sessions tonight in Oak Cellar. Only one more week of renovations before we...
04/06/2026

UWS legend Amria B is back for The Speakeasy Sessions tonight in Oak Cellar. Only one more week of renovations before we return to The Speakeasy! 🎉

Cozy up to a world class session in The Oak Cellar 🔥
03/18/2026

Cozy up to a world class session in The Oak Cellar 🔥

Go to TTB at The Beacon then to The Band Memo 🔥🎵Friday and Saturday night!
03/16/2026

Go to TTB at The Beacon then to The Band Memo 🔥🎵
Friday and Saturday night!

Lous is back with an all star band 🎸World class party upstairs ☘️World class music in the Oak Cellar 🎵
03/16/2026

Lous is back with an all star band 🎸
World class party upstairs ☘️
World class music in the Oak Cellar 🎵

Did you miss out last week? The session is back tonight!
03/11/2026

Did you miss out last week? The session is back tonight!

guess the riverside sessions is a thing now 💛 did you miss it?
02/17/2026

guess the riverside sessions is a thing now 💛 did you miss it?

Incredible music ✔️No cover ✔️Cheap drinks ✔️
02/16/2026

Incredible music ✔️
No cover ✔️
Cheap drinks ✔️

The show must go on! New room—same style 🔥 We moved over to The Riverside while we take care of The Speakeasy. Join us n...
02/14/2026

The show must go on! New room—same style 🔥

We moved over to The Riverside while we take care of The Speakeasy. Join us next time 💋 Don’t miss out!

📸

Host Andrew Gryniewicz will be joined by LYRA VEGA & HIBISCUS for an unforgettable afternoon of GREAT DRAG & BOTTOMLESS ...
02/10/2026

Host Andrew Gryniewicz will be joined by LYRA VEGA & HIBISCUS for an unforgettable afternoon of GREAT DRAG & BOTTOMLESS BEVERAGES!
🍾
Cost: $45 includes Entree + 2 Hour Bottomless Mimosa & Bloody Mary
🥂
SHOT SPECIALS & FUN SURPRISES
⚡️
on the bar 🍸

So, what’s your dilemma? BOOK YOUR TABLE NOW BEFORE WE SELL OUT!!

02/10/2026
🎄🍻 Yes, we’re open on Christmas Eve 🍻🎄Because Santa needs a drink too—and frankly, so do you.Swing by for festive spirit...
12/24/2025

🎄🍻 Yes, we’re open on Christmas Eve 🍻🎄

Because Santa needs a drink too—and frankly, so do you.

Swing by for festive spirits, zero family group chats, and all the holiday cheer that comes in a glass. Ugly sweaters encouraged. Naughty lists ignored.

🎉 it’s our birthday + we’re going hard tonight 🥳💸 $5 drafts, well drinks & shots ALL. NIGHT. LONG.🍻 chaos incoming, memo...
09/12/2025

🎉 it’s our birthday + we’re going hard tonight 🥳

💸 $5 drafts, well drinks & shots ALL. NIGHT. LONG.
🍻 chaos incoming, memories optional.

🧠✨ TRIVIA NIGHT ALERT! ✨🧠Join us TONIGHT at 7 PM for NYC Trivia League—bring your A-game, grab a drink, and prove you’re...
03/05/2025

🧠✨ TRIVIA NIGHT ALERT! ✨🧠

Join us TONIGHT at 7 PM for NYC Trivia League—bring your A-game, grab a drink, and prove you’re the smartest in the room! 🍻📚 Prizes, bragging rights, and a whole lotta fun are on the line. Who’s in? 👀🔥

Address

430 Amsterdam Avenue
New York, NY
10024

To reach Amsterdam Avenue in New York, travelers can take the subway to the 96th Street or 103rd Street stations and walk west towards Amsterdam Avenue. Alternatively, drivers can drive down Broadway and turn onto Amsterdam Avenue where there are several paid parking lots available.

Opening Hours

Monday 3pm - 4am
Tuesday 3pm - 4am
Wednesday 3pm - 4am
Thursday 3pm - 4am
Friday 3pm - 4am
Saturday 12pm - 4am
Sunday 12pm - 4am

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What people say

Jake's Dilemma is the perfect spot for beer lovers and those looking for a fun night out. With an impressive selection of 14 beers on tap and 50 different kinds of bottled beer, you'll never run out of options to choose from. The bar has a hardcore, downtown vibe that brings a unique energy to the Upper Westside. You can enjoy playing foosball or Buck Hunter Pro video game while sipping on your favorite drink. The outdoor cafe is also a great spot to relax and enjoy the lively atmosphere. In addition to their impressive drink selection, Jake's Dilemma serves up hearty meals that are sure to satisfy any appetite. This landmark bar has been around since 1994 and continues to be a popular destination for locals and tourists alike. If you're looking for a fun night out with great drinks and food, Jake's Dilemma is definitely worth checking out!

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