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© 2026 Go Playfully Inc
Tell me more, I’ll get better.
Sign up and I'll remember your taste, your people & your saves.
© 2026 Go Playfully Inc
🍺"Wade was awesome" — regulars love the staff
⏰"10 minutes turned into 3 hours"
🍻All drafts and Guinness $5 on Sundays
Sundays at Jake's Dilemma are dangerously easy on the wallet: all drafts, Guinness, and well drinks are just $5 from noon to close. It's a classic Upper West Side sports bar where the game is always on and the pours stay honest.
Dive bar energy
Sports bar classic
Bargain Sunday specials
Casual hangout
Sunday, October 18, 12:00 PM
🍺"Wade was awesome" — regulars love the staff
⏰"10 minutes turned into 3 hours"
🍻All drafts and Guinness $5 on Sundays
Sundays at Jake's Dilemma are dangerously easy on the wallet: all drafts, Guinness, and well drinks are just $5 from noon to close. It's a classic Upper West Side sports bar where the game is always on and the pours stay honest.
Dive bar energy
Sports bar classic
Bargain Sunday specials
Casual hangout
Sunday, October 18, 12:00 PM