14 THINGS TO SEE AND DO IN PORTLAND, OREGON

Traveling blog
4 min readNov 7, 2020

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Traveling blog
Posted: 10/17/2020 | October 17th, 2020

Portland, Oregon, is one of America’s most unique cities. While it often gets overshadowed by Seattle to the north, Portland is one of the US’s best and most interesting metropolises. With a world-class food scene, plentiful local breweries, and postcard-perfect scenery, it’s surprising that more people don’t visit this eclectic place.

Nicknamed “the City of Roses” (after roses became a common garden staple in the late 19th century) and “Stumptown” (due to lots of tree stumps remaining after the city expanded and clear-cut the surrounding area in the mid-19th century), Portland is known for its liberal tendencies, its food trucks, and its hipsters (thanks, Portlandia).

My first trip here was back in 2011 for Thanksgiving. While in Spain I made friends who lived in Portland and paid them a visit on my way to Asia. What started as “like” during my first trip turned into love on my second.

And, since then, I’ve visited nearly every year. Portland is on the very tiny list of cities I would actually live in.

What I really love about Portland is the high quality of life. It’s compact and easy to get around, there is good public transportation available, the locals are friendly, it’s environmentally friendly, and, most importantly, the food and beer scene here is killer (so many food trucks).

To help you make the most of your visit, here are my favorite 14 things to see and do in Portland:

1. Take a Walking Tour

I always start my visits to a new city with a walking tour. It’s the best way to learn about a destination, get the lay of the land, see the main sights, and have an expert local guide answer all your questions.

Portland Walking Tours offers more than half a dozen different tours around town, focusing on food, the main sights, and Portland’s underground and alternative culture. Tours last a couple hours and cost around $23 USD. They’re a great way to kick off your visit. I really liked the Underground Tour especially, which focuses on a series of tunnels below the city that have been used for all kinds of nefarious purposes.

If you’re on a budget, Secrets of Portlandia is a top-rated free walking tour that will give you a fun and informative intro to the City of Roses (they’re closed until 2021 due to COVID-19 though).

2. See Pittock Mansion

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Built in 1914, this is a stunning French Renaissance–style mansion located in the western part of town. The 46-room estate, originally owned by a wealthy couple from England, is part of the National Register of Historic Places and contains beautiful artwork and furniture collected by the original owners. You can explore the grounds (which span over 40 acres) and buildings by yourself or take a guided tour (the price is the same; however, guided tours are only scheduled when volunteers are available).

3229 NW Pittock Dr, +1 503–823–3623, pittockmansion.org. Open daily 10am–4pm. Admission is $13 USD.

3. Hike Forest Park

Forex Park
Photo by Keran Yang on Unsplash

Forest Park is one of the nation’s largest urban parks. Covering a sprawling 5,000 acres, it’s home to over 70 miles of hiking and biking trails. There are over 100 species of birds here, as well as 62 different species of mammals. It’s also home to the Witch’s Castle, an abandoned stone building covered in moss. (It has no connection to witches. The name came from students who used to use the site for secret parties in the 1980s).

4. Browse at Powell’s City of Books

This is the largest independent and used bookstore in the world, home to over a million books. Established in 1971, it has 3,500 different sections and buys over 3,000 new and used books each and every day. If you’re a book lover like me, you could easily spend a good chunk of time here. There’s also a café (World Cup Coffee and Tea House), so you can grab a coffee or tea and cozy up with your new purchases.

1005 W Burnside St, +1 800–878–7323, powells.com/locations/powells-city-of-books. Open daily 9am–10pm.

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