How to Visit Portland in Style

Pack some fresh looks for a trip to the City of Roses and visit local spots such as Pine Street Market and Voodoo Doughnut.
 

Photograph by Jared Sych.
On her: Skirt, Club Monaco; top, Aritzia; boots, Poppy Barley; Barbour International bomber jacket, at Sporting Life; BaubleBar earrings, at Nordstrom; leather jacket, Ted Baker.

In recent years, Portland has embraced the anything-goes vibe that has made it unique. This progressive, laid-back attitude has turned the City of Roses into a must-visit destination thanks to its focus on locally owned businesses, celebration of diversity and the championing of its natural beauty. Fall is a great time to visit this Pacific Northwest gem. Here’s how to layer up and explore in style.

Downtown and Doughnuts

Portland’s compact downtown is the city’s business core and where you’ll find must-see attractions. Take in a show at the Arlene Schnitzer Concert Hall, home to the Oregon Symphony, or see an Oregon Ballet Theatre performance at the Keller Auditorium. Head to Powell’s City of Books, which takes up an entire block, to buy a history of the city, before indulging in a sweet treat from Voodoo Doughnut.

Photograph by Jared Sych.
On her: Suit, Ted Baker; sweater, Club Monaco; sneakers, Marc Cain.

Eat, Drink and Be Merry

Portland is a food city, full of food trucks, sandwich shops, cafés and roasters, cocktail bars and taquerias. Culinary creators flock here to experiment with Oregon’s rich bounty—harvested from field, orchard and ocean. Hey Love bar and restaurant at Jupiter Next hotel, with its elevated comfort food and fearless cocktail menu, doesn’t disappoint. This city also has a serious sweet tooth, evident from the many bakeries, ice cream shops and chocolate makers that fill the neighbourhoods.

Photograph by Jared Sych.
On her: Skirt, Club Monaco; top, Aritzia; boots, Poppy Barley; Barbour International bomber jacket, at Sporting Life; BaubleBar earrings, at Nordstrom.

Going Green

Portland is famous for its green spaces—there are more than 200 parks and nature areas in the city, including sprawling Forest Park, with its 130 kilometres of trails.

The St. Johns Bridge across the Willamette River offers unbeatable views of the area, while Cathedral Park, located underneath the bridge along the bank of the river, is named after the soaring Gothic arches supporting the structure.

Photograph by Jared Sych.
On her: MISA Los Angeles dress, at Sporting Life; coat, Aritzia; boots, Poppy Barley.

Neighbourhood Hangouts

Walking down Portland’s streets, you’ll encounter diverse faces, unique personalities and an embrace-who-you-are attitude. It’s a way of being that extends to the city’s lively neighbourhoods. Admire the murals in the creative Alberta Arts District, search for unique souvenirs in the historic Mississippi neighbourhood and poke around the vintage shops in eclectic Burnside.

Photograph by Jared Sych.
On her: Jumpsuit, Club Monaco; Mackage bum bag, at Sporting Life; coat, Marc Cain; heels, MICHAEL Michael Kors; Madewell earrings, at Nordstrom.

On Location: More Places to Go in Portland

An essential guide on where to eat and what to do during your first visit to Portland.

Photograph by Jared Sych.
On her: Skirt, Club Monaco; top, Aritzia; boots, Poppy Barley; Barbour International bomber jacket, at Sporting Life; BaubleBar earrings, at Nordstrom; leather jacket, Ted Baker.

Pine Street Market

The city’s first food hall, this market is bustling every day and features nine unique food outlets, including Kim Jong Smokehouse, Marukin Ramen and the tapas bar Pollo Bravo.

Doug Fir Lounge

Hang out with the cool kids at this popular restaurant, bar and music venue, which features near-nightly shows by local and international acts.

Photograph by Jared Sych.
On her: Brixton hat, at Nordstrom; jacket, Ted Baker; Velvet by Graham & Spencer shirt, at Sporting Life; skirt, Silk Laundry; sneakers, Marc Cain.

Proud Mary Café

Portland takes coffee very seriously and you can’t go more than a block without coming across a café. Australian export Proud Mary Coffee roasters opened a café in the Alberta Arts District in 2017 and is worth a visit for its flat-white, alone.

Columbia River Gorge

Multnomah Falls, photograph by benedek/iStock.

You don’t need to leave the city to get a serious dose of nature, but you should take the 30-minute drive to experience this Pacific Northwest wonder and see the famed Multnomah Falls.

Portland Japanese Garden

With an authentic Japanese tea house, meticulously maintained pathways, lush gardens and incredible views of Mount Hood, this is one of the city’s most-visited attractions.


[This story appears in the September 2019 edition of WestJet Magazine.]

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