Winston Ross

Winston Ross

Contributor|Travel

Winston Ross is a Portland-based journalist who writes about travel, food, wine, the drug war, politics, business and culture. His career began in Kansas City and has taken him around the world, last as a Europe Correspondent for Newsweek, where he chronicled the rise of

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10 hours ago

This Is Oregon's Ultimate Early Summer Road Trip

A 22-day Oregon road trip loop from Portland through the Gorge, Bend, Ashland, the wild south coast and wine country, skipping the crowded coastal drive.

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Aug 27, 2026

Why The E-Bike And Scooter Backlash May Not Last Much Longer

A firsthand test of e-bikes and scooters, plus interviews with Ride1Up and Segway on why legislation, lawsuits and tariffs threaten the industry more than any backlash.

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Jul 31, 2026

Hiking The Bavarian Alps And Norway’s Fjords, With A High-Mileage Body

A middle-aged hiker’s self-guided trek through the Bavarian Alps and Norway’s fjords, and what it takes to keep moving when the body starts pushing back.

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Jul 31, 2026

I Built A Backyard Sauna. Then I Started Judging Every Hotel By Theirs

A four-year search for the world’s best saunas and cold plunges, from a backyard build in Portland to smoke saunas in Helsinki and jungle plunge pools in Mexico.

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Jun 30, 2026

How To Salvage Your Italian Vacation

Crowds, heat, and high prices have hotels and trains booked solid across Italy. Here’s how to dodge the chaos, from Emilia-Romagna to Sicily to the Dolomites.

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Jun 25, 2026

18 Travel Essentials, From Tea Scales To Dog Bowls

A travel journalist's six-week test of 18 travel essentials, from a modular North Face backpack to the gear that survives Europe and back.

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May 30, 2026

Going Home Again: A Native Son Returns To The Bay Area, And Napa

Berkeley, Oakland, San Francisco and Napa Valley offer a very different experience as an adult than as a child — here’s what to see, eat and do across Northern California.

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May 30, 2026

Beyond The Strip: How Las Vegas Became A City Ripe For Exploration

Las Vegas has evolved far beyond the casino floor. Here’s where to find the best hotels, restaurants and experiences in a city that’s become much more than the Strip.

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Apr 28, 2026

Southern Oregon Has Food, Wine And Adventure. Why Hasn’t Anyone Noticed?

The Rogue Valley has world-class restaurants, serious wine and epic outdoor adventure. Here's why it's still one of America's best-kept secrets.

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Apr 28, 2026

Waikiki Has A Hotel, Eatery, And Hidden Jazz Club For Every Traveler

From celebrity hideaways to family-friendly resorts, a guide to the best hotels, restaurants and experiences in Waikiki for every type of traveler.