Jake's Dilemma

Jake's Dilemma Jake's Dilemma opened its doors in September of 1994. Now regarded as a landmark bar of the Upper We

With 14 beers on tap and 50 different kind of bottled beer to choose from, you'll know exactly what Jake's Dilemma is! A shot and beer bar that brings a hardcore, downtown vibe to the Upper Westside, Jake's Dilemma sports a foosball table, Buck Hunter Pro video game, an outdoor cafe, and rock and roll all night long. If you're like us, beer is food, and Jake's serves a hearty meal.

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

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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