Portland Bucket List: 50 Things To Do in Wonderfully Weird Portland, Oregon
This is the ULTIMATE Portland bucket list! We’ve listed the 50 best things to do in wonderfully weird Portland including popular tourist attractions, unusual and weird things to do, best food and drink establishments, along with day trip ideas from Portland!
Portland is one of our favorite cities to visit because there is so much to do, many mouth-watering restaurants and food pods to explore, unusual activities to try, and even outdoor recreation nearby if you're feeling inclined.
Best of all, nearly all of the city’s highlights are very near each other so it is easy to see and do a lot in terms of activities on a one or two day itinerary.
Without further ado, here is the ULTIMATE Portland bucket list for your trip!
Portland Bucket List
TOP TOURIST ATTRACTIONS IN PORTLAND
1. St Johns Bridge
St Johns Bridge is an iconic landmark in Portland and structurally the most beautiful suspension bridge ever built! Therefore seeing this bridge in person should be at the very top of your bucket list while visiting Portland.
Pedestrians are allowed to walk across the bridge’s narrow sidewalk which is an absolutely thrilling experience! Besides getting an up close view of the bridge’s stunning towers you’ll also enjoy spectacular views of the Willamette River.
Also don’t miss seeing the bridge’s impressive gothic arches that the bridge rests upon. These arches are so beautiful and photogenic that they have become a popular wedding photography destination.
You can see these Gothic arches at Cathedral Park which is located underneath St Johns Bridge.
In the summer, Cathedral Park is a wonderful place to enjoy a picnic, and during the fall you’ll be able to witness colorful autumn leaves throughout the green space.
St Johns Bridge is located in the St Johns neighborhood in Northwest Portland. This neighborhood has some great cafes, restaurants, pubs, and bars.
Be sure to take a stroll along the main street of this neighborhood and consider stopping to get lunch or have a beer at one of the local establishments. Some of the local businesses we recommend visiting include Tienda Santa Cruz, The Sparrow Bakery, and StormBreaker Brewing.
Built in 1914, the Pittock Mansion tells the story of Portland’s transformation from pioneer town to modern industrialized city through the history and legacy of one of its most influential families — the Pittocks.
In 1853, Henry Pittock (1834-1919) at the age of 19 years old, headed west on the Oregon Trail to seek his fortune. When he arrived in Portland, the city was a frontier town competing with Oregon City to become the major trade and industrial center for the region.
Through hard work and taking a few financial risks, Pittock managed to build an empire acquiring the local newspaper, mines, ranches, and other businesses in the area.
In the early 1900s, Henry Pittock wanted to use his fortunes to build a ‘mansion on the hill’ on property that had panoramic views of Portland.
Construction on what would become the Pittock Mansion began in 1912. It took two years for the build to be completed and it wasn’t until 1914 that Henry and his wife were able to move into the property. Unfortunately, the couple only lived in the mansion for four years before they died.
Today, the Pittock Mansion is an iconic landmark in Portland and very popular with tourists and residents alike.
You can visit the 16,000-foot French Renaissance style mansion and tour its 23 opulent rooms. Guided tours are included with all general admission tickets.
The Pittock Mansion offers amazing views of Portland’s skyline, the Willamette River and the Cascade Mountains!
The Portland Aerial Tram is one of only two commuter aerial tramways in the USA! So if you’re looking for unique things to do in Portland be sure to add a ride on the tramway to your Portland bucket list.
The tram connects the city’s South Waterfront neighborhood and the Marquam Hill neighborhood. Cabins depart every five minutes and usually take about four minutes to travel each way.
From the cabins you will see expansive views of downtown Portland and beyond. On clear days, you’ll likely be able to see Mount Hood too.
The cabins feature floor to ceiling windows that will help you enjoy panoramic views as you travel high above the city. Don’t forget to bring your camera!
You can grab tickets at the tram terminal. The cost is $5.65 for a return trip.
4. Washington Park
What other city do you know of that has a forest smack bang in the middle of the city?
Where you can be shopping downtown one minute and then strolling through stands of Ponderosa Pines and groves of Redwoods the next? Portland!
Washington Park is a 458 acre forested area situated within walking distance of downtown Portland.
The park boasts miles of hiking trails where you can enjoy the outdoors and experience Oregon’s magnificent forests without ever stepping foot outside of the city!
5. International Rose Test Garden
Portland has been obsessed with roses since the late 1800s and at one stage in the city’s history, Portland had twenty miles of rose-lined streets. It was then that the city earned its nickname ‘City of Roses’.
The International Rose Test Garden was planted in 1917 and is now the oldest continuously operating rose garden in the United States.
At the Rose Test Garden are over 10,000 rose bushes which are typically in bloom from May through October, although peak season is June.
This popular tourist attraction is located in Washington Park. The grounds are open every day of the week from 5am to 10pm. Admission is free!
Portland Japanese Garden is a tranquil urban oasis nestled in the hills of Portland’s iconic Washington Park.
The park encompasses 12-acres and has eight separate garden styles. There are also meandering streams, intimate walkways, and an authentic Japanese Tea House.
At the gardens you can immerse yourself in traditional Japanese arts in the Cultural Village Center where you can watch demonstrations on the delicate art of flower arranging and learn about chado (The Way of Tea) during a tea demonstration.
7. Portland Zoo
Portland Zoo is a great place to visit if you are traveling with kids. The 64-acre park is home to African, Asian, and North American animals including elephants, rhinos, and even a polar bear!
The zoo hosts concerts in the summer and other special events such as Zoo Lights during the Christmas holidays. Be sure to check their calendar for upcoming events and activities.
Portland Zoo is located in Washington Park and can be accessed from downtown by train, bus, and on foot.
The World Forestry Center has a variety of explorative exhibits that feature different types of forests from around the world where you can learn about their unique characteristics and sustainability challenges.
In the Forestry Center’s theater you will embark on a virtual tour of the world with stops in Siberia, China, South Africa and Brazil to learn about the four forest types; boreal, temperate, sub-tropical, and tropical.
Also onsite is a 5 million year-old petrified stump and a locomotive train named Peggy that has hauled an estimated billion feet of logs in her lifetime.
The World Forestry Center is located inside Portland’s Washington Park.
9. Portland Stag Sign
The Portland Stag Sign is an iconic Portland landmark and one of the most instantly recognizable parts of the Portland skyline.
Originally constructed in 1940, the sign has carried different messages advertising Portland companies but the longest lasting was for the White Stag Sportswear brand which is why this sign is often referred to as the ‘Stag Sign’.
The Stag Sign is lit up at dusk and very cool to see at night! This iconic landmark is a must see for first time visitors to Portland so be sure not to skip this Portland bucket list suggestion.
You can find the Stag Sign on Burnside Street in downtown Portland near Old Town Historic District.
10. The Grotto
The Grotto is a Catholic sanctuary set among 62 acres of botanical gardens containing beautiful statues and ponds.
In December, The Grotto is host to the annual Festival of Lights event for Christmas.
The spectacular event features concerts, outdoor caroling and other family-friendly entertainment. However the best and most popular attraction at Festival of Lights is the quarter mile long trail displaying over a half million holiday lights!
If you are visiting Portland in November or December, this is an event you shouldn’t miss!!
11. Keep Portland Weird
The ‘Keep Portland Weird’ mural is an iconic spot in Portland. This mural is a popular destination with tourists looking for cool photo opportunities.
If you visit Portland, you simply must get an obligatory photo in front of the famous wall!
The mural is painted on a wall behind Dante’s nightclub in downtown Portland directly across the road from Voodoo Doughnut.
12. Tom McCall Waterfront Park in Cherry Blossom Season
If you’re planning on visiting Portland in spring, be sure to see the cherry blossom trees blooming in Tom McCall Waterfront Park.
Every spring, like clockwork, the cherry blossoms in Portland make an appearance that kicks off the official start of sunny and longer days.
The best place to see cherry blossom trees in bloom is at Tom McCall Waterfront Park.
There are over 100 Akebono cherry trees that line the waterfront here, and during spring, the tree branches explode with delicate pink flowers that decorate the landscape.
You can see the delightful spectacle between mid-March and early April.
UNUSUAL THINGS TO DO IN PORTLAND
13. Stark’s Vacuum Cleaner Museum
Tucked away in the corner of Stark’s Vacuum Cleaner store is a collection of ancient vacuum cleaners where you can see how far we have come in vacuum cleaner technology.
This “vacuum cleaner museum” is home to more than 300 types of vacuum cleaners!
If you’re looking for weird things to do in Portland, this tops the list!!
14. Visit Freakybuttrue Peculiarium
It doesn’t get any weirder than the Freakybuttrue Peculiarium. An odd museum that showcases strange exhibits like a nightmare dollhouse, fake crime scenes, pop artifacts, and creepy (fake) severed body parts.
15. See a Roller Derby Game
Rose City Rollers is one of the largest modern roller derby leagues in the United States, if not the world.
It comprises a multitude of teams at various levels of competition with games hosted at The Hangar at Oaks Amusement Park where they draw up to 22,000 fans a year for games!
You can watch these fast and furious hometown girls (with names like Scald Eagle) battle it out in the rink.
Settle into a bleacher, grab some popcorn and beer, and see how the city of Portland rolls. Check the schedule for games here.
16. Shanghai Tunnels
Portland was once known as the Forbidden City for its illegal practice of shanghaiing.
What is ‘shanghiing’? It is the practice of kidnapping men and selling them as slaves to ship captains in need of crew.
Local lore has it that a labyrinth of interconnected basements and underground tunnels ran to Portland’s waterfront making it easy to sneak illegal goods including shanghaied victims, between shore and ship.
The tunnels which lie under Old Town Chinatown can be explored, but only with a local tour group.
Explore these tunnels on this Portland Underground Shanghai Tunnel Tour.
17. Naked Bike Ride
The Naked Bike Ride is an annual clothing-optional event like you have never seen before. Imagine thousands of people casually riding past on their bicycles — with no clothes on.
Well, you could be one of them… if you want. You would have to time your visit to Portland with the month of June though.
18. Go on a Booze Cruise
Get boozey on the river with Portland’s Brew Barge. A brew barge, in case you did not know is a pedal-powered 14 person vessel.
This is a really fun summer time activity and a great way to explore the city of Portland from a unique perspective.
Cruising begins in April and runs throughout the summer. BYOB!
MUSEUMS & ART IN PORTLAND
19. OMSI
The Oregon Museum of Science and Industry is a science and technology museum in downtown Portland. It contains three auditoriums, a large-screen theatre, planetarium, and exhibition halls with a variety of hands-on permanent exhibits.
Take in a lecture about tornadoes or tarantulas, study the science of beer, or experience a movie in a brand-new way. Every month offers something different!
Portland Art Museum was founded in 1892 making it the oldest art museum on the west coast and seventh oldest in the USA.
The museum’s art collection is housed across two historic buildings in Portland’s cultural district.
What makes this museum distinguished from others is its fantastic collection of art from the native peoples of North America and sizeable holding of English silver.
21. Take an Art Walk
On the first Thursday of each month you can participate in the Portland Art Walk for an evening of art, wine and music.
During Portland Art Walk, art galleries in the Pearl District and Old Town open their doors for free viewings and sometimes complimentary beer and wine.
See their website for more information.
FOOD & DRINKS IN PORTLAND
22. Go Spirit Tasting at a Distillery
Love your hard liqour? Yes? Then take a trip to Distillery Row where 12 independent distilleries produce everything from gin to rum, whiskeys, and other uniquely flavored spirits.
Distillery Row is the largest concentration of craft distilleries in the world!
You can find these locally handcrafted drinking establishments in the southeast and northwest districts of Portland.
23. Sample Flights at a Portland Brewery
Portland may very well be the Craft Beer Capital of the World with over 60 breweries in town! You simply must stop in at least one local brewery and sample some of the magic created in this city.
Brewmasters in Portland add copious amounts of hops to create IPAs that include flavors reminiscent of everything from pine to grapefruit.
But don’t worry if IPAs aren’t your thing, the breweries in Portland have all the bases covered including lagers and sours too.
Some of the best breweries to check out while you’re in town include Rogue and Deschutes.
If you prefer to have company while you explore the city’s numerous breweries, there are several group tours you can join like this haunted brewery tour where you can sample local beers as you walk through 19th century buildings and listen to stories about Portland's era of kidnapping, gangs, prostitution, and opium dens.
Best Brewery Tours in Portland:
24. Stumptown Coffee Roasters
Stumptown Coffee Roasters who got their start in 1999, have been convincing their customers that they are the best coffee roasters in the nation ever since.
Stumptown has grown to become a massive brand with locations in cities that include Seattle, New York, Los Angeles, and even New Orleans.
If you love your coffee, you will definitely need to try Portland’s most famous coffee roaster while you’re in town. They have four locations; two cafes in the downtown area, and two cafes in Southeast Portland.
25. Pine State Biscuits
For the best southern style breakfast and brunch in the city, be sure to stop in at Pine State Biscuits.
This restaurant has mastered the art of buttery and flaky homemade biscuits which are topped with tender buttermilk breaded chicken.
Diners can choose from a mouthwatering sausage gravy or a very delicious mushroom gravy.
The most popular item on the menu is the Reggie Deluxe which combines fried chicken with bacon, fried egg, and cheese. It is unbelievably good!
26. Voodoo Doughnut
Voodoo Doughnut might just be the most famous donuts in the country.
Famous for their large donuts slathered in colorful frosting and topped with cereal and candy, these dangerously sweet treats consistently top every Portland bucket list.
While some may argue that these donuts don’t taste as amazing as they look, it hasn’t seemed to stop the droves of people who line up every day to get into the flamboyantly painted and decorated shop in downtown Portland.
If you haven’t sampled Voodoo Doughnuts before, you simply must stop in during your trip to Portland and try them at least once in your lifetime.
Feel free to come back to this article after you’ve eaten one of their Instagram-worthy desserts to let us know your thoughts!
27. Doe Donuts
Doe Donuts is another popular donut shop in Portland that is worth putting on your Portland bucket list.
This donut store differs from others because their donuts are all vegan and made from scratch daily using quality ingredients.
They offer year-round and seasonal flavors so you’re bound to find something that tickles your fancy here.
28. Departure
Departure is situated on top of five-star The Nines Hotel in downtown Portland. This top-rated restaurant offers innovative modern Asian cuisine.
From street food style starters to noodle specialties and sushi, Departure embraces the bounty of the Pacific Northwest to deliver the fiery flavors of the Far East. They also boast the largest sake list in Portland.
One of the reasons this restaurant makes this Portland bucket list is because of the spectacular skyline views that can be seen from this roof-top restaurant.
29. Salt & Straw
Salt & Straw is an outrageously popular ice cream shop in Portland and for good reason.
At Salt & Straw anything is possible when it comes to creating ice cream flavors. Don’t believe me? At the time of writing this article some of the unique flavors on offer right now include:
smoked mac and cheese
cinnamon & honey fried chicken
grilled peach white chocolate custard
sour cherry pie with chunks of almond pie crust
watermelon and rosé sorbet with housemade rosé-raspberry jam
Different right? Definitely do not miss visiting this place!
30. Tea Tasting at Smith Teamaker
If you enjoy sipping tea, you simply must stop in at Smith Teamaker. Make sure you order a tea tasting which is basically just like ordering a flight of beer but obviously with tea instead.
You can choose four varieties from the menu including black and herbal teas. They also serve lattes and iced concoctions alongside handmade pastries.
31. Cartlandia
Portland is famous for its large number of mouthwatering food trucks found throughout the city, and a trip to Portland would not be complete without a visit to at least one!
There are over 500 food trucks in Portland to choose from. In this city, food trucks are organized into “pods” which are permanent collections of food trucks. Usually there is seating for guests and other amenities like movie screens, games, and outdoor firepits.
Some of the best places to find food pods in Portland include Hawthorne Asylum, Rose City Food Pod and one of the longest established of all, Cartlandia in the southeast district.
32. Lardo
Lardo is a sandwich shop in southeast Portland and while the burgers here are superb, it is their fries you need to come and try.
Known as the ‘dirty bastard’, Lardo’s hand-cut fries are cooked in bacon fat then tossed with fried herbs and Parmesan. Mmmm delicious!
Pok Pok is on every foodie’s Portland bucket list for their famous chicken wings. Seriously, people come from all over just to eat at this Portland restaurant. Find one of their locations here.
34. Wasabi Sushi PDX
Who doesn’t like sushi? One of the best places to grab sushi in Portland is Wasabi Sushi PDX!
They make Instagram-worthy sushi donuts and sushi burgers. But most interesting of all are their sushi b-rittos — sushi rolls wrapped in spicy cheetos!
You can also order favorites like poke bowls and delicious ramen noodles too.
35. The People’s Pig
Killer barbecue and delicious cocktails make The People’s Pig one of our favorite places in Portland to grab lunch.
SHOPPING IN PORTLAND
36. Portland Saturday Market
Portland Saturday Market is a beloved open-air market that has been in operation since 1974! At these markets you’ll find over one hundred local vendors selling handmade arts and crafts like jewelry, paintings, pottery, photographs and clothing.
Besides arts and crafts, the Saturday Market also hosts a number of food trucks offering everything from Indian to Mexican, Mediterranean and more.
If you’re looking for Pacific Northwest inspired artistic pieces, be sure not to miss visiting this longtime favorite Portland attraction.
The markets are located adjacent to the Willamette River in downtown Portland.
37. House of Vintage
Portlanders are people who prefer unique, one-of-a-kind clothing pieces as opposed to trendy fast fashion. Locals here absolutely love shopping for vintage clothing!
And there is certainly no shortage of small businesses selling second-hand items in this city making it one of the best locations in the U.S. for thrift store shopping!
Portland’s southeast district (particularly Hawthorne Street) is the best place to go vintage store shopping. One of the best stores to hunt for vintage treasures in the southeast district is House Of Vintage.
This massive store houses many different dealers with their own inventory selling everything from clothes to shoes, accessories, furniture, and collectibles.
38. Buffalo Exchange
One of the most popular places to go thrift store shopping in Portland is at Buffalo Exchange. They actually have two store locations; one in downtown Portland on Burnside Street and another in the Hawthorne District.
At Buffalo Exchange you’ll find a wide variety of vintage pieces, secondhand clothes and shoes from big brand names at hugely discounted prices, accessories, jewelry, and even sporting equipment.
They even except exchanges so if you’re looking to get rid of some old items, you can swap them out for store credit or accept cash payment.
39. Powell’s Books
One of Portland’s most famous landmarks is the Powell’s City of Books. This place is literally a multi-level maze that you could easily get lost inside.
It is the largest new and used bookstore in the world therefore deserves to be on every Portland bucket list.
Covering an entire city block, the store encompasses 68,000 square feet and contains over one million books!
Grab a coffee from the attached coffee shop and spend some time roaming through the book shelves.
NIGHTLIFE IN PORTLAND
40. Watch a Movie at a Brew Cinema
It’s no secret Portlanders are fond of beer so naturally cinemas throughout the city offer adult beverages during screenings.
If you’re looking for a low-key activity during your trip to Portland consider a night out at a Brew Pub.
You can take your pick between Cinemagic, McMenamins, Academy Theater and Laurelhurst Theater.
41. See The Rocky Horror Picture Show
Over at the Clinton Street Theater, they have been showing the Rocky Horror Picture Show going on forty years now.
For a unique way to spend your night out in Portland, join the interactive crowd for a screening of one of the longest running films in history.
Doors open 11:30pm every Saturday night and the show starts at midnight.
42. Doug Fir Lounge
The Doug Fir Lounge is a cozy restaurant and live music venue that regularly hosts national and international touring performers.
Since its opening in 2004, this establishment has become one of the finest music venues in the city known for its indie music scene.
The venue itself is very cool and was designed by an internationally renowned architect. Its interior is reminiscent of an urban ski lodge filled with textured woodwork and glass, with outside walls clad in logs.
If you enjoy live music, be sure to check out Doug Fir’s upcoming shows here.
You can find the Doug Fir Lounge on East Burnside Road inside the Jupiter NEXT Hotel. The restaurant and bar is open seven days a week from 7am to 1am.
43. Crystal Ballroom
The Crystal Ballroom enjoys national recognition for a reason. No local venue, and indeed few in the nation, can challenge this elegant ballroom’s more than 100 years as a premier place to hear live music, dance and have memorable experiences.
Today, the Crystal Ballroom which is owned by McMenamins, is still thriving and the best place to see live music whether it’s country, indie, hip hop, or metal.
If you’re looking for a night out inside a historical venue be sure to check the Ballroom’s events calendar to see if anyone you like is performing.
44. Hawthorne Theater
Over the course of its nearly one hundred year history, the Hawthorne Masonic Building, which currently holds the Hawthorne Theatre, has donned many different hats, each no less interesting than the last.
From its humble beginnings in the early 1920s as the Eastside’s central meeting place for Masons, to its more recent foray into live music venue, the Hawthorne Masonic Building has become a Portland institution in and of itself.
The present day Hawthorne Theatre is one of the few places left in an ever-changing Portland to see all-ages shows. They host everything from metal shows to dance nights, comedians to art shows, and everything in between.
The contrast between contemporary musical acts playing in a building steeped in history is part of what makes this venue so unique.
If you’re looking for a fun night out, consider seeing an up and coming act inside one of Portland’s most historic establishments. See their calendar of events here.
45. Helium Comedy Club
Helium Comedy Club is an entertainment venue that hosts world class talent inside an intimate theater on a weekly basis.
Guests can enjoy live comedy during two hour shows that include an opening act and a feature artist in addition to the headlining act.
There is no need to dine out before arriving because the venue serves appetizers, entrees, desserts, as well as craft beer and cocktails.
See their calendar of events here.
46. Dante’s
Dante’s is an iconic rock den in downtown Portland that hosts nightly entertainment from bands to cabaret, burlesque shows, and karaoke.
This establishment has a dive bar like feel although the venue itself is quite large. Inside, the walls are painted in a devilish black and red, with tables placed in front of the stage. A cozy firepit is situated at the back of the venue for those cold winter nights.
Dante’s has a colorful history of debauchery reputed to have changed hands between bordellos and liquor distributors before becoming a punk bar to what it is now. They always have something happening so pop in and see if its something you like.
47. Moda Center
Whether you’re into music or sports you should check out the events calendar for the Moda Center to see if your favorite entertainer or sports team will be performing or playing on your travel dates.
The Moda Center is home of the Portland Trailblazers so you may be able to catch a game during basketball season.
Big artists like The Who, Florence & The Machine, and Post Malone are always headlining at this venue and catching your favorite musical act would certainly make your trip to Portland a more memorable one.
DAY TRIPS FROM PORTLAND
49. Chase Waterfalls in the Columbia River Gorge
Take a day trip to Columbia River Gorge and see Oregon’s tallest waterfall Multnomah Falls. This magnificent cascade is 620 feet high and is beautiful to see no matter what time of year it is.
Besides Multnomah Falls, there are many other stunning waterfalls in the Columbia River Gorge that you can visit while on your day trip.
The Columbia River Gorge is only a short 30 minute drive from Portland.
You can rent a car and drive yourself out there or join this popular Portland City Sightseeing Tour which includes a day trip to the Columbia River Gorge.
50. Visit a Winery
The Willamette Valley is home to over 250 wineries! This region has become one of the nation’s leading producers of cool climate varietals like Pinot Noir.
Portland is the perfect jumping off point for exploring quiet back country roads through Oregon’s wine country because more than half of the state’s wineries are located only 45 minutes away.
If you would prefer to join a tour than drive yourself out there you can join this wine tasting tour through the Willamette Valley.
WHERE TO STAY IN PORTLAND
The Nines: If you’re looking for a five star experience choose to stay at The Nines. This luxury hotel in downtown Portland features two restaurants, an onsite bar, and rooftop terrace.
All rooms have satin drapes, an electric fireplace and original artwork created by students at Pacific Northwest College of Art.
Kimpton Riverplace Hotel: This refined hotel is situated on Portland’s riverfront and offers water views from most guest suites and cottages.
Guests of the Kimpton will enjoy complimentary tea and coffee each morning and a nightly hosted wine hour every evening in the lobby.
The Porter By Hilton: For an affordable yet still luxurious hotel, look into staying at The Porter, a modern and stylish hotel located in downtown Portland.
Rooms here feature luxurious robes and slippers, premium bath amenities, in-room premium Italian coffee service by Caffé D'arte, and a deluxe Waldorf Astoria bed.
Search for more hotels in Portland below.
Read Next
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Stunning Waterfalls Easy To Reach From Portland
Guide To Visiting Multnomah Falls
Best Things To Do in The Columbia River Gorge
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