The Best Happy Hours in Williamsburg, New York City

A row of colourful cocktails on a bar, with other drinks behind.
A row of colourful cocktails on a bar, with other drinks behind. | © Photo Central / Alamy Stock Photo
Julia Goicochea

Think there are no deals to be had in hipster haven Williamsburg? Drink—we mean, think—again. Home to many of the borough’s best bars, this North Brooklyn neighborhood serves up some of the most sought-after (and strangest) happy hour deals around. From two-for-one bowling to drinks with free pizza chasers, here are the best happy hours in Williamsburg, Brooklyn.

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Maison Premiere

A taste of Paris, romance, and “hotel lobbies of days gone by” are what’s on the menu at Maison Premiere. The home to New York’s largest collection of absinthes boasts a second claim to fame: site of the city’s best oyster happy hour. On weekdays from 4 to 7 pm and weekends from 11 am to 1 pm, some of Maison Premiere’s 30 different oyster types can be enjoyed for just $1.

The only place in New York where it’s acceptable to order your drink with a fried chicken chaser, The Commodore is a favorite amongst dive-loving Williamsburg locals. Those who manage to locate the bar’s unmarked entrance on weekdays from 4 to 7 pm and weekends from 3 to 7 pm will be rewarded with $2 drink discounts, $3 beers, and what some regard as the best birds in the city.

Brooklyn Brewery

Brooklyn Brewery

You’ve heard of the farm-to-table fad; now meet the Williamsburg business pioneering the local beer-to-table movement. Every Friday at Brooklyn Brewery, patient patrons (lines start forming as early as 5 pm) can nab five tokens for $20 or 1 token for $5 to exchange for beers from the brewery’s tasting room, open from 6 to 11 pm. In addition to snagging freshly brewed beers for just $5, this happy hour also features popular free brewery tours at 7 and 8 pm.

The Gutter

Only in Williamsburg can one of the area’s best happy hours be found at an old-fashioned bowling alley. Whether you’re looking to drink (snag $3 off pitchers and more drink discounts from 5 to 7 pm on weekdays) or to play (enjoy two-for-one bowling on Friday from 2 to 6 pm and Sunday through Thursday from 1 to 4 am), The Gutter has an ideal deal for you. Tip: While this bar-cum-bowling alley doesn’t sell food, it does welcome take-out, allowing you to create your happiest hour yet.

Alligator Lounge

At Alligator Lounge, every hour is happy. Here, each drink purchase until 3:30 am comes with a free slice of wood-fired pizza made on-site. Also offering pool, karaoke, and trivia, this down-to-earth establishment brings individuality back to Brooklyn.

Radegast Hall & Biergarten

As “Brooklyn’s first authentic biergarten in the new era,” Radegast Hall & Biergarten attracts European expats and brew-loving locals alike. While there’s no wrong time to enjoy Radegast’s free live music and open-air garden space, weekday visits yield the best deal. Time your trip for 12 to 4 pm Monday through Friday to enjoy the hall’s $11 Pilsner Urquell and bratwurst combo or from 4 to 7 pm Tuesday through Friday to snag an entrée and beer pairing for just $20.

Trophy Bar

One of the last true dives in Williamsburg, Trophy Bar deserves, well, a trophy. Enjoy “maximum fun and minimum attitude” at this South Williamsburg business, featuring daily deals from 4 to 8 pm. For $6, you can snag everything from a cheeseburger with fries to a mug of mulled wine, while $5 will get you any draft or well drink. The friendly service and unpretentious environment? That comes free of charge.

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