Ahh, Portland. The Oregonian city that holds such a special place in my heart.

I’ve visited Portland twice. The first time, Robert and I were doing a road trip up the Pacific coast and we stopped in for a few days to check out whether the city was actually as cool as everyone said it was (can confirm: it was). I liked Portland so much that I went back again. Last year I attended a conference in Portland, and was reminded just how much I love the city.

After my second visit, I made the claim that Portland is my favorite city in USA, and that claim still stands. I figured it’s about time to put together my recommendations for things to do in Portland!


Things to do in Portland

1. WANDER THROUGH DOWNTOWN

Downtown Portland is actually a really nice area to walk around. Unlike many other cities in the US, the streets are optimised for pedestrians, cyclists, and trams, so you don’t feel as though you’re looking over your shoulder for cars all the time.

Pioneer Courthouse Square (pictured above) acts as the center of downtown, and is a lovely area to chill and people-watch for a bit. From there, you can walk along SW Broadway to see the iconic Arlene Schnitzer Concert Hall, then head down to SW 5th Ave to see the famous Portlandia statue.

Walk north along waterfront park until you get to Burnside Bridge. This old town area is where you’ll find the White Stag sign, the Keep Portland Weird mural, and the super cute SW Ankeny Street with all its bars and restaurants.

Things to do in Portland

2. WALK ACROSS ONE OF THE BRIDGES

The Willamette River runs through the center of Portland, dividing the city into its west and east sides. Portland has 12 bridges crossing the river, each with a unique style and structure.

9 of these bridges are close to downtown, so put on some comfy shoes and take your pick of bridge to walk across! I chose the Burnside and Hawthorne bridges, both of which offered fabulous views of the city skyline.

Where to stay: Kimpton Hotel Vintage Portland

3. SAMPLE SOME CRAFT BEER

Oregon has 194 brewing companies, 61 of which are in Portland. Every pub serves a different local brew; you could quite easily try a new beer every day of the year if you wanted to.

Portland also has two festivals dedicated to the love of beer, the Oregon Brewfest and the Portland Craft Beer Festival. You can attend either (or both) of these events in July and taste every craft brew in the surrounding states.

My fave brewery from my last Portland trip was Base Camp Brewing Company on the East Side. A few others you could try are Bailey’s Taproom, Breakside Brewery, or Hopworks Urban Brewery.

Things to do in Portland

4. FREQUENT THE PUBS AND BARS

Portland has a great range of weird and wonderful pubs and bars.

McMenamins are known for having their drinking holes inside old buildings that were never meant to be pubs. You can have a pint in a classroom at Kennedy School, drink beer with a movie at Bagdad Theatre, or have a beverage in a historic hotel at Crystal Ballroom.

If arcade games are your thing, then try drinking at Ground Kontrol. Here you can play Pacman with a beer in hand, and watch the other patrons play Rock Band with their screen projected on the side wall.

Things to do in Portland

5. CONSUME DOUGHNUTS

Portland is known for its gourmet donuts. There are two stand out places to consume donuts in the city:

Voodoo Doughnut is the most famous, especially its downtown location which can get insanely busy, but if you want to sample the donuts without having to line up for ages then there’s a Voodoo Doughnut 2 on the east side.

You definitely have to try the signature Voodoo Doll (pictured above), and maybe some of the other wacky donuts such as the Tex-Ass Challenge (6X bigger than other donuts), the Cock-N-Balls (shaped appropriately and filled with cream), and the Gay Bar (cream-filled with rainbow fruit loops).

The other donut shop that is contested as the best in Portland is Blue Star Donuts. Where Voodoo goes with delicious fatty wackyness, Blue Star goes for superb quality with it’s French recipe and super Instagrammable flavors. Try the Piña Colada, Passionfruit Cocoa Nib, or the Blueberry Bourbon Basil.

Things to do in Portland

6. GO VINTAGE SHOPPING IN HAWTHORNE

If you’re like me and enjoy spending time in hipster neighborhoods, then you’ll love Hawthorne. This area is packed with vintage stores, antiques, boutiques, quirky eateries, and some killer street art.

Start by heading to Buffalo Exchange (only the most amazing thrift store ever), and walk along SE Hawthorne Blvd in either direction to explore the area.

Where to stay: The Westin Portland

7. GET YOUR COFFEE FIX

There’s no denying that Portland is one of the best cities in the US for coffee snobs. Here you’ll be able to walk into any cafe and grab a damn good cup of joe.

Sample the roast at Stumptown Coffee (the most well-known chain) or grab a cup at Courier Coffee or Coava Coffee.

Things to do in Portland

8. VISIT ONE (OR ALL) OF THE GARDENS

The Lan Su Chinese Garden in downtown is surprisingly quiet and absolutely beautiful; I spent a good hour just sitting around and admiring the lily pond, quaint bridges, and Chinese-style buildings.

Head up to Washington Park and you’ll find the International Rose Test Garden where you can see what seems like every type of rose in existence. Across the road, you’ll find the Japanese Garden, which is rather large and extremely pretty.

Things to do in Portland

9. CHECK OUT PITTOCK MANSION

My reason for visiting Pittock Mansion was mostly for the city views, but I was pleasantly surprised to find that the museum itself was an interesting insight into local history. The mansion was built in 1914 for one of Portland’s most influential families. The house was abandoned in 1958 and badly damaged in a storm in 1962. The people of Portland came together in 1964 to save it, repair it, and turn it into a museum.

Pittock Mansion is included on this 1/2 day Explore Portland Tour.

Things to do in Portland

10. GET LUNCH FROM ONE OF THE FOOD CARTS

Never have I been to a city with such amazing street food. Portland has over 500 food carts serving an insane variety of cuisines. Want some Georgian, Columbian, or Ecuadorian food? No problem! One of the food carts is sure to have it.

You’ll find the largest selection of food carts at the Alder St. Food Cart Pod, which lines a parking lot at SW 9th Ave and Alder St.

Where to stay: DoubleTree by Hilton Hotel Portland

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