Happiest Happy Hour in Portland

Happy hour: a magical après-work drinking event that features inexpensive and well-deserved libations and enough room to belly up to the bar after a long day bellied up to a desk. There are so many reasons that make happy hour in Portland quite possibly the best hour. First, it makes drinking early acceptable, and second, happy hour in Portland has something for every occasion (especially if that occasion is “it’s Tuesday, and I’m done with work”). Cheer up already and check out our back-pocket guide to the best spots for happy hour in Portland.

The Corner Room | 4 to 6 p.m.
They say good things come in three’s, but at the Corner Room good things cost $3. This rustic Italian eatery offers $3 house wines, $3 Prosecco, and $3 draft beer specials Monday to Friday afternoons from 4 to 6 p.m. And then there’s the best part: free food. In addition to boozy deals, this happy hour includes hors d’oeuvres to snack on while you sip. If you want a spot at this happy hour in Portland make sure you go early—seats go quickly.

David’s Restaurant | 3 to 6 p.m.
Centrally located in Monument Square, David’s is the perfect place for an after-work meeting with friends or a pit stop on the way home. The happy hour options at David’s are plentiful. Monday to Friday from 3 to 6 p.m. they offer $6 Manhattans and martinis, $4 local brews, and $5 house wines. They also have a specially priced appetizer menu that includes favorites like their renowned calamari and steak tartar. When warmer weather creates more pleasant happy hours in Portland, you can take advantage of their outdoor patio.

Hot Suppa | 4 to 6 p.m.
Two words: dollar oysters. Tuesday through Saturday from 4 to 6 p.m., Hot Suppa serves up $1 oysters chilled on a bed of ice topped with fresh horseradish cocktail sauce and lemon. For those who don’t enjoy the brine and slime of oysters, their happy hour menu also features reliables like deviled eggs and pimento cheese. Happy hour in Portland can be crowded, so if you’re lucky you can get a seat in the private patio oasis behind the restaurant.

East Ender Restaurant and Bars | 3:30 to 6 p.m.
There’s so much to be happy about during the East Ender’s happy hour. Served Tuesday through Saturday 3:30 to 6 p.m. and Sunday 3 to 6 p.m., this happy hour also includes a full appetizer menu with half-price burgers and $4 dollar snacks, like chicken-fried bacon, that won’t leave you hungry. And of course, no happy hour in Portland would be complete without discounted libations. The East Ender serves $5 craft drafts along with a full list of discounted cocktails and wines.

Shay’s Grill Pub | After 4 everyday
Every hour spent at Shay’s seems to be happy hour. Whether you come for the welcoming neighborhood feel or those nice and full $5 martinis, this is a great spot to spend your happy hour in Portland. Shay’s features a different special every day of the week and did we mention the $5 martinis? Everyday. If you’re looking for an even better deal, on Tuesday’s they’re only $4.

Little Tap House | 4 to 7 p.m.
The best feature on the Little Tap House happy hour menu is the Bar and Barrel option. Served Monday to Friday from 4 to 7 p.m., the Bar and Barrel includes an appetizer and a draught beer for $5. And for those of you non-beer drinkers they offer $5 house wines! You can find out what their daily Bar and Barrel special is by heading over to their Instagram.

Sonny’s | 4 to 6 p.m.
Maybe it’s the proximity to the Old Port magazine offices, or maybe it’s the killer deals, but Sonny’s is the place I usually spend my happy hour in Portland. Monday to Friday from 4 to 6 p.m. their house chips and three different types of salsa are a perfect after-work snack. The satisfyingly salty chips pair perfectly with their $6 hot pepper margarita or any of their creative cocktails. If you’re feeling especially happy they offer a $6 Mexican happy meal, a Tecate and a tequila shot.


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