I’ve lived in Portland my whole life, save for a short stint in the Midwest for college. It’s easy to get stuck in a rut when you live in your hometown—I tend to stick to tried and true coffee shops and breakfast spots around my own neighborhood. So lately I’ve adopted a vacation mindset and explored my city with fresh eyes. Ever notice how you see so much more of a place when traveling than when you’re at home?
Portland is growing at a rapid pace, so there’s more to see than ever. Between the multitude of restaurants, shops and parks Portland has to offer, and its proximity to both the coast and the mountains, it’s no wonder why visitors and new residents are drawn here. If you’re planning a trip to the Rose City, I hope you find this guide helpful! Pro tip: Come see us in the summer and you just might miss the rain.
DO

Tilikum Crossing. This pedestrian-, bike- and mass transit-only bridge is the first of its kind in the country. Enjoy a leisurely stroll from the South Waterfront to the Central Eastside, an industrial district that’s also home to restaurants, bars and shopping.
Forest Park is an urban escape into nature. At 80 square miles full of trails and wilderness, you’ll forget you’re in the middle of a bustling city. My favorite hiking spot within city limits!

Mt. Tabor is a city park built over a dormant volcano in southeast Portland. Another great spot for a short hike and a picnic!
Eastbank Esplanade. This partially floating walkway along the east side of the Willamette River—which splits the city’s east and west sides—is a great place to people watch and watch events on the water, like Fourth of July fireworks.
Portland Farmer’s Market. This outdoor market is open every Saturday of the year, rain or shine. Even if you’re not grocery shopping, it’s worth a visit for the music, people watching and tasty food—the wood-fired pizza from Tastebud is my favorite.
Last Thursday is a street festival along NE Alberta Street with all the local art, music and food you could want. It’s on the last Thursday of every month (in June-August) just like the name implies.

Mt. Hood. Well worth the quick drive east of Portland for incredibly scenic hiking in the spring and summer and snow sports in the winter.
EAT



Shut Up and Eat is my favorite neighborhood sandwich shop. They serve beer, wine and cocktails in addition to some of the best sandwiches around. Expect to leave very full.

Fat City, a longstanding breakfast destination in Portland’s charming Multnomah Village, is a great spot for classics like French toast, omelettes and big, old-fashioned milkshakes. See if you can find your state’s license plate on the walls!





DRINK

Never Coffee makes delicious, color coded lattes—your mug will match the drink you order! My favorite is hug (the red one); it has spicy cacao, smoked chillies and cinnamon. Mmm.
Tell the bartender at Angelface what mood you’re in: Floral? Fruity? Whiskey? They’ll whip up a custom cocktail based on what you like. How much fun is that?!


SHOP




Field Trip hosts workshops—think macrame, collage and DIY beauty—and stocks lovely home goods, natural beauty products and now serves espresso! Plan on hanging out for a while.
If you need to pick up Portland-y gifts for friends back home, Made Here is the place to come. Everything in the shop—from apothecary goods to clothes to kitchenware—is made right here in Portland.
There’s so much to see, do and eat in Portland it’s impossible to cover all the great places the city has to offer in one guide, but I hope this has been a helpful starting point! Portland is a small city, but a growing and vibrant one. It’s impossible to be bored in Portland, even when you’ve lived here your whole life. Thanks for letting me share a little of my hometown! I hope you enjoy your visit. xo, Kayleigh
I am travelling to Portland for the first time this summer. Forest park has so many trails, which trails would be you suggest to be the top 3. i fear i will not be able to walk all the trails, but would like to make the most of it. Any suggestions?
Thanks for the list! Small correction, Last Thursdays on Alberta only runs in the summer from June-August.
Thanks!
Loved the pics and the writing you have shared in this post. Haven’t been to Portland once but by looking at your blog it makes me think to visit there soon.
Love the posting. I Have a similar posting but a very different take on Portland. Let me know your thoughts: https://www.ditchthemap.com/travel-blog/2018/10/18/portland
Oregon – This gives me an insight on how popular this is becoming. Photos are great as well. Thanks
Portland has had a big car culture since the 1950’s. Driving the open road is “the” experience, and that includes stopping in all the cheesy attractions along the way!!!
Location de voiture autour de Portland in Oregon
I love this guide!
LOVED this guide! Visited Portland for the first time a few years ago and about to head back for the second time next month! Excited to check out some of these spots + share my adventures on my blog!
Forest Park is an urban escape into nature…. It is really very beautiful. My favorite hiking spot within city limits! – as I))
I’m heading there for a friend’s wedding in August. Thanks for your tips!
www.eatwearwander.com
After watching Portlandia and looking at your blog, I am so convinced to drop everthing and leave to vacay in portland
If you like cupcakes, you definitely need to try Toadstool Cupcakes! I know there is a pretty big cupcake craze but these are honestly the most delicious and most unique cupcakes I’ve ever had! It used to be about 2 hours south of Portland in Eugene, where I used to live, but relocated to Portland (thankfully, after I’d already moved too). https://www.toadstoolcupcakes.com/
Just added about 20 things to my to-do list for Portland! Thank you for all of the great ideas!
I love features like this! I feel like I got to go on a mini vacation without spending money, packing, or any stress! As always, it’s presented beautifully.
I always say that if we ever have to move to the US, we should really live in Portland instead of LA. This city feels so warm to me (with lots of coffee places). Thank you for sharing this
Another place to add to the “do / go” list would be Hoyt arboretum – it’s super close to the rose garden. I used to live in portland ( for 8 years) also if you love bubble tea check out tea zone near the waterfront where dragon boat races go on.
Love this short and concise guide – so easy to read and note down the places to visit! One day I’ll make it to Portland for a short holiday 🙂
Ps one of the ads auto-play and I nearly lost my comment ?
I always love your guys’ travel guides they are so good! Makes me want to go.
I never gave too serious of thought to visit Portland, however, after these lovely pictures and guide it is moving up on my list of places I want to go on an adventure to. Thank you so much for sharing this with us.