December 21st is going to be the longest night of the year, and it’s also going to be the Best Night of Your Life. Obviously, a night this epic (or any night, really) has to start with a sweet happy hour, so we've picked seven of the best places to score deals on everything from skewered chicken livers to the West Coast's best onion rings.

Check out the picks below, and make sure to fully map out a perfect evening with our itinerary builder.

Gilt Club

Gilt Club
Do: Order the handmade sea salt and vinegar chips; the 1/3lb Gilt burger; or any of the other solid happy hour options priced between $2-$6. Don't: Ask where this not-quite-as-seen-on-Portlandia-spot gets its chicken.


Home to daily happy hours, the vibrant, airy digs are meant to mimic SE Asian outdoor dining (long communal tables and benches made of reclaimed teak, low stools illuminated by lights fashioned from birdcages... presumably because Nathan Lane simply shines in that film), and so is the food, as evidenced by street food-style stuff like skewered chicken livers seasoned w/ cilantro root.

The Observatory

The Observatory 
The elegant, east of Tabor eatery will ply you with ginger sake mussels; garlic, parmesan & rosemary fries; and a sixer of PBR tall boys, all for under $20.


Luc Lac
This dope downtown spot is a destination among industry types for two reasons: it's open late, and it serves cheap drinks. Get in on the latter during their  4-7p happy hour, during which, the purchase of a $4 beer or a $6 cocktail gets you access to a wide selection of $2 small plates and $3... ugh, salads.

RingSide Steahkouse

Ringside Steakhouse 
Nob Hill
Not just a dark, candlelit steakhouse, Ringside has a place in every hipster’s heart thanks to its incredibly affordable late night happy hour, which boasts things like onion rings (quite possibly the best on the West Coast) and real tenderloin steak bites, all available for a pittance. 

3 Doors Down Cafe

3 Doors Down Cafe
Pretty much every hour at this oft-overlooked bootfoodery is happy hour, so there's plenty of time to load up on stuffed cherry peppers w/ prosciutto & provolone; baked macaroni & cheese; and fettuccine in truffle oil & parmesan -- too much of which will make it hard to (Duck and) Run. Or exercise at all, really. 

Drew Tyson

Set in the brightest building in Portland, this multicolored Cuban restaurant is hard to miss, and the 2p happy hour is can't miss thanks to authentic empanadas, croquetas and frituras, and drink deals on sangria and a Cuban beer called Cerveza Cristal that you should definitely pop a few bottles of.

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1. Gilt Club 306 NW Broadway, Portland, OR 97209 (Old Townchina Town)

No need to feel guilty if you've thrown back a few at Gilt Club, they have a great happy that everyone should take advantage of, as well as delicious American fare.

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2. Pambiche 2811 NE Glisan St, Portland, OR 97232 (Ne Portland)

Pambiche specializes in traditional Cuban comfort food, using family-owned recipes for more than a decade. And if you're in the mood for a drink, they also feature a great happy hour as well.

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3. PaaDee 6 SE 28th, Portland, OR 97214

PaaDee's mission is to provide Thai comfort food to the masses, specifically Portland's masses, and the menu contains some of the restaurant's founders' favorite dishes from childhood.

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4. The Observatory 8115 SE Stark St, Portland, OR 97215 (Montavilla)

Not to be confused with the landmark/museum, THIS Observatory serves upscale dinners, quick lunches of the sandwich and salad variety, and signature cocktails that offers fresh and fruity takes on your go-to classics.

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5. Luc Lac Vietnamese Kitchen 835 SW 2nd, Portland, OR 97204 (Downtown)

Luc Lac sports an interior reflecting French influences and an expanded menu of recipes from a grandma nice enough to treat you to greens with Hennessy-seared cubes of tenderloin (Damn, you ballin’, nana!), and tomato fried rice or tamarind-lemongrass-broth-steamed mussels, aka Mike Katz if you steal his t-shirt.

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6. RingSide Steakhouse 2165 W Burnside St, Portland, OR 97210 (Nw Portland)

RingSide is one of Portland’s most classic steakhouses, serving some of the best cuts of steak, chops, and chicken entrees in town. While the fries are predictably good, it’s the spicy cheese Jojo’s with Parmesan and herbs during happy hour that steal the show. This spot also boasts a serious stash of wine, featuring more than 700 labels.

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7. 3 Doors Down Cafe 1429 SE 37th Ave, Portland, OR 97214 (Se Portland)

3 Doors Down features an extensive and dynamic wine list, and a large menu featuring delicious Italian fare.



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