A Pretty Good 2-Day Portland Itinerary

I was trying to get away from doing this.

Writing an article about how to have the ‘perfect Portland holiday.’ Because there really isn’t such a thing. Not for any one person, anyway. It’s impossible to suggest a ‘to-do’ list for what to do in Portland this weekend because EVERYONE has different interests, different tastes, and different priorities.

But I’m writing it anyway.

So take it for what it’s worth…a GREAT BIG grain of salt. The salt grain is huge because I have picked out things to do that will suit (almost) anyone. These are things that can be done year-round, rain or shine. And we all know that our Rose City gets plenty of rain! It’s part of what makes the city so gorgeous. All that green. In addition, I encourage you to visit my Events Page for the local happenings during the time that you will be visiting Portland.

And I have also provided extra stuff at the bottom of the page to take the place of anything on the main itinerary I’m about to lay out for you. Here we go….


Breakfast at Beesaws

Portland is known as one of foodie capitals of the world, and a brunch capital, in particular – Beesaws serves up its fantastic brunch seven days a week folks, from 8 am – 3 pm. So come on down!

Book browse at Powells

The world’s largest and most famous independent bookstore needs to NOT be missed.  I don’t care if you call yourself a bookworm or not, you need to come here. Buy your book, SELL your book, Browse for a book (or a dozen). Genres are laid out quite nicely and color-coded. Grab a map on your way in! You could easily spend the whole 2 days here just taking in everything. You can even have lunch at their café. But I recommend…

Lunch at Laurelhurst Market

Just east of the bridge about 2.5 miles from Powells is the Laurelhurst Market. Vegetarians, run away now! Yes, it’s a full-service butcher shop, but it is also a tasty lunch spot and neighborhood bar, serving spectacular sandwiches from 11 am – about 4 pm. Then for dinner, they switch to a full-service steakhouse, complete with a craft cocktail bar. YUM

Afternoon at OMSI

I love science (heck, I have a Biochemistry degree, for crying out loud), so the Oregon Museum of Science and Industry is a great, hands-on place to bring the kids, and the adults have plenty of fun, too. They are always hosting some new exhibit. And with a planetarium and a 3-D movie theatre, what’s not to like?

Dinner at Acadia

Authentic New Orleans’ greatness in the heart of Portland. This is an honest-to-gosh, chef-run establishment, and the food is second to none. Dinner is from Monday – Saturday, 5 pm-close, and they are closed on Sunday. On Monday’s they feature their cheap eats!

Laurelhurst Market



Breakfast at Pine State Biscuits

This place usually has a line out the door for a reason. I recommend the Reggie Deluxe. What is that, you say? It’s HEAVEN. A buttery flaky biscuit that sandwiches a hand-battered breast of chicken, complete with bacon, a fried egg, and cheese. Wow! Don’t worry too much about working this off, save your jog around the block for tomorrow.

The International Rose Test Garden at Washington Park

Marvel at 550 species of over 7,000 rose varieties at this world-renowned rose garden. Having just celebrated their centennial in 2017, the garden hosts free public tours Memorial Day through Labor Day, daily at 1 pm.

Lunch at Widmer Brothers’ Pub

One of Portland’s first breweries, featuring both small and large plates, this neighborhood pub is not your usual run-of-the-mill. It’s…well, kinda fancy. But not too fancy that it breaks the bank. After having a tasty lunch (or dinner) head up the street a couple of doors and check-in for their $5 brewery tour, which takes place across the street. The pub features 24 beer taps.

Take a Guided Tour (or self-guided)

Portland by Segway Tour

Brewvana Brewery Tour

Big Pink Bus Tour – Hop on, hop off!

Willamette Jetboat Excursions

BrewCycle Tours – Drink, Pedal, Repeat

Portland Walking Tours

Portland Street Art (self-guided)

Dinner at Lardo

For the sandwich lover in ALL of us. Hallelujah! Vegetarian? The Griddled Mortadella will have your eyes rolling toward the back of your head. The Pork Banh Mi is out of this world. You’ll come out of there feeling like a, well…lardo.


Some Other Things To Do

Antique Shopping in Sellwood

Art Galleries and Shopping in the Pearl District

Walk across the St. Johns bridge

Oregon History Museum / Portland Art Museum

Outdoor shopping on NW 23rd

Have a meal (or six) at a Portland Food Cart (where all the food groups are represented)

‘Portlandia Tour’

portland itinerary

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About Me

Hi, I’m Susan, a travel writer based in Portland, Oregon. THANKS for stopping by my Pacific Northwest travel site! This blog focuses on Pacific Northwest travel, but also is a place showcase all of my travels, and is a great place to start when planning your next vacation to my area of the world. Please e-mail me or leave a comment, I’m here to help!

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