Whether it’s your first jaunt through the City of Roses, or you just want to experience Portland with fresh eyes, this guide to must-sees and must-eats is for you. In Portland, even the beaten path can be full of surprises. Already a pro? Find more in our fourth-timer’s guide.
The perfect first-time trip to Portland
There’s never been a better time to be a Portland first-timer. Dive in!
Travel Portland Jan. 9, 2017 (updated Feb. 16, 2018)
This Portland classic is home to off-beat but surprisingly delicious donuts. Try the classic bacon maple bar or something topped with a favorite childhood sweet, including Cap’n Crunch and Tang. Voodoo Doughnut satisfies visitors — and often, long lines — 24 hours a day in historic Old Town Chinatown.
Located just three blocks from the waterfront in Portland's Old Town district is Stumptown Coffee's largest cafe. Grab a skillfully crafted latte, sample some creamy nitro cold brew and pull up a window seat and relax with some prime people watching along S.W. 3rd Ave. before heading back out to explore the city.
Prepare for your next adventure with functional style from Poler’s flagship store in downtown’s West End. Whether you need a new tent or just a pack to carry some souvenirs, you’re sure to find what you need (and want). Look out for collaborations with local designers, like beloved heritage brand Pendleton.
Hankering for some late-night pho? This downtown Vietnamese restaurant and bar has you covered. Stop by early to sample small plates ranging from $2-$3 during their fabulous happy hour (4–7 p.m. daily) — your table is sure to fight over the last crispy roll.
Portland has more breweries (70+) than any other city on Earth, so your trip won’t be complete without sipping on some locally brewed beers. Sample the city’s best suds on this company’s “Pacific Northwest is Best” bus tour, which visits favorite local breweries and brewpubs.
Catch a jaw-dropping view of the city’s skyline from the grassy lawns of Pittock Mansion, a historic structure that was built in 1904 for Portland business moguls Henry and Georgiana Pittock. Get a glimpse of Portland and Oregon history in the mansion’s spacious rooms, which host rotating exhibits of art, artifacts and photography.
The world’s largest independent bookstore houses a full city block and four stories of books in the heart of Portland. Nerd out in the Gold Room amid stacks of sci-fi, or head up to the Rare Book Room to appreciate some historical tomes. You’ll need a map to find your way — luckily, the store offers one in both print and app form.
Places to Visit