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Where to Eat and Drink This Labor Day Weekend

Whether you’re sticking around town or visiting wine country, you’ve got options

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Olympia Provisions

Labor Day Weekend is upon us, when many Portlanders take to the roads, heading out to coastal towns or the Columbia Gorge for a vacation. However, plenty of Portlanders opt for a “staycation,” and many don’t even have the day off. Luckily, there are a number of restaurants open all weekend, including on the holiday itself.

For those heading to the coast, check out our coastal guide, or or more in depth Cannon Beach map. Those headed east can hit up our Columba Gorge map for all the best spots to visit.

Labor Day Weekend in Portland


The shamelessly indulgent cocktail den Expatriate has been serving brunch in its dark, gilded space for years now, but this Labor Day Weekend will be, tragically, the last time it does so. Get in while you can from 10 a.m. to 2 p.m. for rice flour waffles with hot fried chicken strips, pork katsu and fried egg sandwiches, scrambled egg and shrimps burritos, and deliciously boozy brunch drinks. Expatriate is at 5424 NE 30th Avenue.


Oui, the cozy wine bar attached to the urban winery group Southeast Wine Collective, is offering a flat $20 off every bottle of wine enjoyed in the bar, so you don’t have an excuse to not go in and drink great wine at nearly inappropriate price points. The special goes all weekend and includes Labor Day itself. Oui is open from 1 to 11 p.m. Saturday, 1 to 9 p.m. Sunday, and 4 to 10 p.m. on Monday, and is located at 2425 SE 35th Place.

Labor Day in Portland

A number of Portland restaurants will be open on Labor Day, including Alto Bajo, Boke Bowl east and west, Coquine, Imperial, Trifecta Tavern, and Virtuous Pie. Below are a number of special offerings for a great Labor Day.

Grand Army Tavern

The friendly cocktail hall Grand Army Tavern will be serving a Labor Day brunch in its modern, window-lined warehouse space. From 9 a.m. to 2 p.m. find eggs Benedict with house-cured lox and a maple-glazed ham sandwich made with house-butchered ham, among other dishes. Grand Army Tavern is at 901 NE Oneonta Street.

Olympia Provisions Public House

The casual counter-service branch of Olympia Provisions, the OP Public House is going to be throwing a Labor Day barbecue out on its geranium-lined street side patio. OP has partnered with Stumptown Coffee for some cold brew cocktail slushies, and will be grilling up ribs, sausages, and corn on the cob for purchase. Guests will also be invited to play some cornhole, with a tournament hosted by G-Man Brewing. The party runs from noon to 8 p.m. at 3384 SE Division Street.


Chef Vitaly Paley’s seafood-centric restaurant and bar, the bright and modernist Headwaters will be serving a special Labor Day brunch for Heathman guests and Portlanders alike. The menu will reflect the restaurant’s focus on seafood, with dishes including a smoked fish platter with a variety of cured and smoked fish, as well as a Hangtown Fry, with scrambled eggs, bacon, and fried oysters. Grab brunch from 8 a.m. to 3 p.m. at 1001 SW Broadway, or drop in for happy hour or dinner, as the restaurant will be open all day.


Celebrate Labor Day the best way possible: by drinking through 40 different mezcals at the high end Mexican restaurant Xico. Out on the back patio and throughout the vividly colorful dining room, ten mezcaleros will be pouring samples of their smoky, earthy spirits, while instructors lead a variety of classes on the subject. Tasting tickets are $25, classes are $15, and the event run from 2 to 5 p.m. at 3715 SE Division Street.

Wine Country

Domaine Divio

On Saturday, September 3 Domaine Divio in Newberg is releasing a new edition of pinot noir, as well as serving a chorizo and chicken paella lunch, with live music by a French troubadour. Lunch and party is $25 ($15 for wine club members), and is 11 a.m. to 5 p.m. at 16435 NE Lewis Rogers Lane in Newberg

St Josefs Winery

For plenty of pork and wine, head to St Josefs Winery in Canby, Oregon, for “Pork-Landia” on the Sunday before Labor Day. This annual rib grill is $20 for ribs, sides, and a glass of wine, plus a brownie for dessert, all accompanied by live music. Lunch is from 12:30 p.m. to 4 p.m. at 28836 S Barlow Road in Canby

Anne Amie Vineyard

Anne Amie Vineyards in Carlton Oregon is throwing its annual Sun Sets party, with Cuban restaurant La Cubanita catering a sunset picnic. The event is from 5 to 8 p.m. at 6850 NE Mineral Springs Road in Carlton and is free to attend

Stoller Family Estates

Stoller Familiy in Dayton is closing out summer with a classical music concert, as guests listen to classic piano tunes performed live via headsets, with wine and charcuterie available for purchase. Tickets are $50 to $75, and the concert is at 6:30 p.m. at 16161 NE McDougall Road, Dayton, OR 97114


3715 Southeast Division Street, , OR 97202 (503) 548-6343 Visit Website

Grand Army Tavern

901 Northeast Oneonta Street, , OR 97211 (503) 841-6195 Visit Website


1001 Southwest Broadway, , OR 97205 (503) 790-7752 Visit Website

Oui Wine Bar + Restaurant at SE Wine Collective

2425 Southeast 35th Place, , OR 97214 (503) 208-2061 Visit Website

Olympia Provisions

107 Southeast Washington Street, , OR 97214 (503) 954-3663 Visit Website


5424 Northeast 30th Avenue, , OR 97211 (503) 867-5309 Visit Website