Can an Upper West Side Bar Crawl Run Past Midnight?

Bar hopping south from a Harlem backyard patio, this Upper West Side bar crawl ends with karaoke at Dive Bar on Amsterdam.

Pick your first Harlem pour.
Mess Hall Harlem
4.5 (488)
Mon – Wed, Sun, 16:00 – 00:00 (+1); Thu – Sat, 16:00 – 02:00 (+1)
2194 Frederick Douglass Blvd

Trivia Tuesdays anchor the weekly lineup at this narrow Harlem cocktail bar, which pours strong drinks and craft beer, serves shared bites and keeps a backyard patio for groups and birthday parties.

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The Hamilton
4.6 (235)
Mon – Wed, 16:00 – 02:00 (+1); Thu – Sat, 16:00 – 04:00 (+1); Sun, 16:00 – 00:00 (+1)
998 Amsterdam Ave

Whiskey drinkers get a vast American list in a low-lit, warm wood room on Amsterdam Avenue. The Old Fashioned arrives with a dried Peruvian sand worm, and guests also order the Penicillin.

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Broadway Dive
4.5 (573)
Mon – Sun, 12:00 – 04:00 (+1)
2662 Broadway

Growlers, crowlers and kegs of draft beer go out the door at this inexpensive Broadway tavern, one of a family of four bars with local NYC microbrews and deep bourbon, tequila and scotch lists.

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Nobody Told Me
4.5 (547)
Mon – Fri, 12:00 – 02:00 (+1); Sat – Sun, 11:00 – 02:00 (+1)
951 Amsterdam Ave

Oysters, burgers and a vegetarian falafel burger back up the playful craft cocktails at this Amsterdam Avenue hangout near 107th Street. Ordering is casual and self-service, and there is a happy hour menu.

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Columns Wine Bar
4.4 (141)
Mon – Tue, 16:00 – 23:00; Wed – Thu, 09:00 – 23:00; Fri, 09:00 – 00:00 (+1); Sat, 10:00 – 00:00 (+1); Sun, 10:00 – 23:00
2756 Broadway

Kosher Mediterranean pours share the list with New York and New Jersey wines at this mid-priced wine bar. Plates suit gluten-free, dairy-free and soy-free diets, and a reservation fee applies.

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Dive Bar
4.3 (1,443)
Mon – Sun, 11:30 – 04:00 (+1)
732 Amsterdam Ave, New York, NY 10025

Outside food is allowed with a drink order at this 21 and over Upper West Side hangout for craft beer, sports and karaoke. Expect a crowded room on game days.

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Ask Karpo for more information.