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.

09/19/2024

it’s basically friday

✨TOMORROW✨
10pm @ kidlat

✨SATURDAY✨
10pm

🏈MONDAY & THURSDAY FOOTBALL🏈
$1 Wings!

09/05/2024

searching for princess Paige’s tiara

✨TOMORROW✨
10pm

✨SATURDAY✨
10pm

🏈SUNDAY🏈
Come watch football with our 1/2 price bar happy hour til 7 and Sunday night specials!

✨SEPTEMBER 12TH✨
Our 30th anniversary party you don’t want to miss with 90s hits, specials, and live music

09/02/2024

labor day scaries nonexistent here🫶🏼

THROWBACK PARTY 9/12
All the best 90s deals and music all night long! Join us to celebrate our 30th anniversary Sept 12th ✨✨

Come for our 1/2 price bar happy hour til 7 and see our weekday specials from 7-close 🕺🕺

08/29/2024

it’s shot o’clock 👀

❤️‍🔥SEPTEMBER 12th❤️‍🔥
Join us to celebrate our 30th anniversary! We are throwing it back to the 90s with the best bar specials and live music 🎶🎶

HAPPY HOUR
Come for our 1/2 price bar happy hour til 7 and see our weekday specials from 7-close ✨✨

08/26/2024

starting Monday off with a good selfie🤝

Come for our 1/2 price bar happy hour til 7 and see our weekday specials from 7-close ✨✨

💥MONDAY💥
1/2 Price Bar

🦋TUESDAY🦋
$10 Beer + Shot
$6 Suncruiser

08/23/2024

Oh… my… god! Come be our lobster. This is THE ONE WHERE WE TURN 30!

Sep. 12 we’re throwing a party to celebrate 30 years on the UWS. Throwback pricing, live music, 90s jams. LFG!!!!!!!
🎉
🎉
🎉
🎉
🎉
PIVOT!

06/07/2024

reaching for the weekend like:

✨TONIGHT✨
10pm 🎶

✨TOMORROW✨
3pm chicken wing eating competition 🤤🍗
10pm 🎧

this is gonna be a good one 💥

06/04/2024

summertime calls for good food and good drinks 🍻🍔

$6 appetizers Monday-Friday 3-7pm 🍟

drink specials everyday 🍸

let’s get this summer started ☀️

05/24/2024

long weekend feels ✨

TONIGHT
8pm round 2 🏒
10pm 🎧

TOMORROW
10PM 🎶

SUNDAY
3pm 🟠🔵

💥Memorial Day Weekend special 💥
1/2 off entire bar all weekend 🍸
starting tonight at midnight

come long weekend the right way ‼️

05/24/2024

long weekend feels ✨

TONIGHT
8pm round 2 🏒
10pm 🎧

TOMORROW
10PM 🎶

💥Memorial Day Weekend special 💥
1/2 off entire bar all weekend 🍸
starting tonight at midnight

come long weekend the right way ‼️

05/22/2024

It’s gonna be a hot one 🔥

Saturday June 8th at 3pm we’ll be hosting a wing eating competition with & at all of our locations! Who’s ready to eat???

DM us to sign up & tag your friends below who you think are up for the challenge 🍗

05/17/2024

let’s get our boogie on 🪩

TONIGHT
8:30pm game 6 🏀
10pm 🎶

TOMORROW ⭐️
12pm-7pm
$5 All Beer 🍻
$5 Well Drinks and Shots
$7 Top Shelf and Shots 🍹

10pm 🎧

05/03/2024

time to dance like nobody’s watching 🕺

✨TONIGHT✨
10pm

🪩TOMORROW🪩
12-7pm
$5 all beer 🍺
$5 well drinks & shots
$7 top shelf drinks & shots

10pm 🎶

02/12/2024

Limited Wing Special!

10 wings for $10
20 wings for $20
30 wings for $30

Bone in only

02/19/2023

you know what to do…SUNDAY FUNDAY☀️☀️☀️

12pm-7pm
$2 Off All Drinks

12pm-Close
$6 Tullamore Dew Shots
$5 Drafts
$5 Off All Pitchers
$3 Bud Light Seltzer
$3 Bud Light Cans
$3 Miller Lite Cans
$6 Truly Vodka Seltzer
$6 NUTRL Vodka Seltzer

02/17/2023

you made it to Friday, so here’s your well-deserved weekend lineup🤘🤘🤘
✨TONIGHT✨
10pm-3am1 🤠

✨SATURDAY✨
10pm-3am
🎧

02/13/2023

that Monday after Super Bowl mood🥸

3pm-7pm
$5 Draft Beer
$5 Off All Pitchers
$2 Off All Other Drinks

3pm-Close
$3 Bud Light Seltzer
$3 Bud Light Cans
$3 Miller Lite Cans
$6 NUTRL Vodka Seltzer
$6 Truly Vodka Seltzer

02/12/2023

SUPER BOWL SUNDAY 🏈🏈🏈
we got wings. you want wings. let’s make that happen.🤝

12pm-7pm
$2 Off All Drinks

12pm-Close
$1 Shipyard Pumpkin
$1 Montauk Seasonal
$6 Tullamore Dew Shots
$5 Drafts
$5 Off All Pitchers
$3 Bud Light Seltzer
$3 Bud Light Cans
$3 Miller Lite Cans
$6 Truly Vodka Seltzer
$6 NUTRL Vodka Seltzer

02/10/2023

Friday’s are for DREW🤩
(& Tommy🫶& Eric🫶)

✨TONIGHT✨
10pm-3amworld 🎧

3pm-7pm
$5 Draft Beers
$5 Off All Pitchers
$2 Off All Other Drinks

3pm-Close
$3 Bud Light Cans
$3 Bud Light Seltzers
$3 Miller Lite Cans
$6 NUTRL Vodka Seltzer
$6 Truly Vodka Seltzer

02/09/2023

burger said “cheeeese”😃📸

3pm-7pm
$5 Draft Beers
$5 Off All Pitchers
$2 Off All Other Drinks

3pm-Close
$3 Bud Light Cans
$3 Bud Light Seltzers
$3 Miller Lite Cans
$6 Truly Vodka Seltzer
$6 NUTRL Vodka Seltzer

Photos from Jake's Dilemma's post 01/11/2023

if you weren’t at Jake’s for NYE🪩…you better have been at one of our sister bars🤨🤨🤨



12/18/2022

Happy Holidays to everyone else on the naughty list! Come hang out if you’re getting coal for Christmas

12/02/2022

Jake got some taste😮‍💨😮‍💨😮‍💨



11/30/2022

tickets on sale NOW! who’s coming?😎😎😎



Photos from Jake's Dilemma's post 11/29/2022

excuse me? WHERE do you think you’re going???
pop in for a bite!🤤🤤🤤




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Videos (show all)

BING BONG
When it rains, we pour 😏
That Thursday happy hour feeling 🤩🍻
Saturday is for the girlssss 💁‍♀️💁🏽‍♀️💁🏿‍♀️💁🏼‍♀️💪Happy Hour until 7, don't keep @paigecorwin waiting!. $5 drafts, $4 Bud...
Caught inside during a rain storm? The best time to cop our NETFLIX N CHILL crate! Peep the link in bio 🔗.Saturday night...
Boring Monday night in? We can fix that. Link for our beer pong crate in bio! Timelapse by @jmsyrdly
#rhrowbackthursday  😷🤦‍♂️😨🕜Simpler times......$2 off the whole bar until 7! $3 Bud Lights until close! Tommy The Tiger s...
Name 3 people who can shotgun better, I'll wait..Drew and Paige are working today with special appearances from many of ...

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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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