From strolling through Chinese and Japanese gardens to taking part in a naked bike ride without getting arrested for public indecency, there are really cool as well as weird things to do in Portland, Oregon. The city has been voted one of the most popular in the U.S and as soon as you visit, it is easy to see why. The people are friendly; they are environmentally conscious (most residents ride their bikes through the city as opposed to taking a cab), plus there are plenty of fun activities.
And then there are your typical city attractions such as excellent dining, a great bar scene and thrilling historical monuments that will keep you busy throughout your stay. If you haven’t been yet, here are some of the best reasons why you should add Portland, Oregon to your bucket list.
Portland Bucket List: Fun Things to See, Do & Eat
WHAT TO SEE + DO
1. Attend the Naked Bike Ride
For all intents and purposes, the Naked Bike Ride has a good course behind it; it shows and garners support for human powered transportation thus minimizing our carbon footprint. That being said, this clothing-optional event is a spectacle the likes of which you probably haven’t seen…ever.
Have you ever seen a streaker run past you? Now imagine hundreds…thousands of naked people leisurely riding on bikes as if there was absolutely nothing wrong with that! If there was ever any activity you wanted on your bucket list to remind you of when you were young and reckless, this would be it.
2. Catch An Event At The Oregon Convention Center
It’s renowned to host complex and large-scale events thanks to its massive capacity. The Oregon Convention Center is one of the places you don’t want to miss out on while in Portland since it’s always buzzing with activities. It’s versatile and embraces people from all walks of life. It’s the ideal avenue to relax after a tiring day or simply have fun with family and friends.
3. Do an Escape Room
Portland’s Escape Rooms are known to offer live games where participants are locked in themed rooms for an hour or so and left to solve puzzles. They offer an immersive, fun, and entertaining way of engaging your brain as you compete with other participants.
4. Enjoy at Portland’s Shakespeare in the Park
Shakespeare in the Park is one of the oldest theater groups in this city. They are renowned to feature actors who have the power to transform lives with their plays. The entire content usually features heartbreaking, hilarious, and thrilling plays with powerful illusions. This is something that you can’t miss since the plays are so fresh and the audience is guaranteed interaction.
5. Enjoy The Thrill Of Racing At Portland International Raceway
For an episode of an adrenaline rush, Portland has the International Raceway that hosts different racing cars including the NASCAR K & N Pro-Series West, IndyCar Series, in addition to SCCA autocross among others. Besides that, there are also bicycle races on tracks and on the surrounding grounds. So, if you are ready for intense action, you have options in your hands.
6. Explore Pittock Mansion
Pittock Mansion is a sandstone beauty that was home to two of Oregon’s most iconic pioneers (Henry and Georgiana Pittock) and it is breathtaking in its own right. Built in 1914, this 22 room mansion features a combination of Victorian design and a heavy touch of French-Renaissance.
The guided tours of the mansion will give you clear insight on how the high life was enjoyed in Portland a few decades back. There are 46 acres of lush ground around the property and mind-bogglingly beautiful views of Portland, Mount St. Helens as well as Mount Hood. It is definitely worth a visit, if for nothing else but the beautiful selfies opportunities you will find. FYI: The Portland City Tour will make a stop there, PLUS Pearl District, Pittock Mansion, Alberta Arts District!
7. Explore Portland by Bicycle
With the availability of bike rentals and diverse bike routes, there is no better way to explore the districts and small locales in this city. This will give you a great opportunity to cycle as you take in the expansive views with different backgrounds.
8. Explore the Districts (Alberta, Pearl & Mississippi)
The Districts of Alberta, Pearl, and Mississippi are known for their street fairs, rivers, art scene, and desirable neighborhoods. So, if you have some time to spare and are wondering what you can take, you can go for a weekend getaway.
9. Explore the Shanghai Tunnels
During the period between 1850 and 1941 Portland was known as the “Forbidden City of the West.” This is because it was one of the most dangerous ports in the U.S, if not the world. Within this period, a series of tunnels, known as the ‘Shanghai Tunnels‘ was developed under the city streets.
These tunnels linked a wide web of hotels and basement bars to each other and to the docks at the Willamette River. They were also used to ferry goods, people, supplies as well as a host of other illicit activities to and from the ships that visited the docks at Portland. For a time, able bodied men were drugged and smuggled through these tunnels to work on forced labor basis as crew men on ships that needed the workforce.
This elaborate web of tunnels is surrounded by fantastic legends of horrific tales that will send a chill down your spine. You can explore this with the Portland Underground Walking Tour.
10. Feel the Peace at the Grotto
With the chaos of life that surrounds us every day, sometimes it’s just right to take a downtime and rest. If you are in Portland, Grotto is a great avenue where you can experience serenity. The national sanctuary has a peace garden, meditation chapel, rose garden, and even shrines. This is where you can get your soul nourished and rejuvenated in a natural way.
11. Get A Glimpse Of Life On A Submarine
Have you ever imagined how life is while you are in a submarine? Well, this Oregon city gives you the best opportunity to view life from a different angle. There are daily submarine tours that feature peer periscope views. You can even climb a bunk and get a touch of the torpedo.
12. Get Lost in Powell’s Books
I was reluctant to include this goal here because it seems to be on every “Things to Do in Portland” list and it is “just a book store”. But, then I went to Powell’s Books flagship location that is home to more than one million books. It is way more than just a book store.
The cookbook section, complete with a vintage selection, would be enough to keep me coming back to Powell’s. Consider adding it to your Couple’s Bucket List, as it would be a great way for you and your spouse to pass a Portland rainy day.
13. Go to a Brewpub Movie Theater
What’s better than a night at the movies with buttery popcorn? A night at the movies with buttery popcorn and BEER. McMenamins Bagdad Theater is a relic of Hollywood’s golden age and a place to enjoy a slice of pizza while drinking a cold, hand-crafted ale. Don’t worry if you are a wine lover like me, they have that too.
14. Go to Oregon Historical Museum
This is a historical center that’s rich in exhibitions from different phases of civilization. It’s an interactive museum with thought-provoking collections featuring artifacts and rare documents among others.
15. Go to Portland Center Stage
If you love to make new friends, the Portland Center Stage is a community center where shows, classes, staged readings, and community events are usually held. This is also the biggest theater company in this city and it’s known to produce professional theatrical content for the surrounding community.
Besides that, its Romanesque revival architecture style is a sight to behold. So, it’s the best place to satiate your curiosity and also explore its architectural design.
16. Have Fun in ‘Portland’s Living Room’/Pioneer Courthouse Square
The Pioneer Courthouse Square is where you let everything loose and simply have fun. Described as Portland’s living room, this is a vibrant gathering space that’s found in the downtown area. The urban center hosts more than 300 events annually.
Regardless of what brings you to downtown Portland, this informal gathering space has everything that you need in order to wind up ranging from food varieties, informal gatherings, and festivals among others.
17. Hike the Columbia River Gorge
Hiking gets interesting, challenging, and of course, fun as you navigate the Columbia River Gorge. This is a beautiful outdoor space with spectacular scenery thanks to its unique geographical formation. The wide range of elevation makes it suitable for hiking enthusiasts who are keen to navigate the diverse terrain.
18. Hike to The Witches Castle at Forest Park
Didn’t I tell you that Portland had some strange, yet interesting things going on? This is one of them. An easy half-mile hike from the Upper Macleay Parking lot near the Portland Audubon Society, or a slightly longer three-quarter mile jaunt starting from the Lower Macleay Parking lot at NW 30th and Upshur will lead you up to the Witches Castle at Forest Park.
Despite its name, the Witches Castle has nothing to do with witches. Although the ruins have a long history of tragedy dating back to the 1800’s, it was dubbed the Witches Castle by High Scholars who started holding kegger parties there in the 1980’s. It still a fun spot to tour and learn about the tragic history that surrounds the place.
19. Make a Quick Stop at Starks Vacuum Museum
In downtown Portland, there is a store called ‘Stark’s Vacuum Cleaner Sales & Service‘ that does a lot more than just sell you vacuum cleaner. Tucked away in a corner of the store is an interesting collection of ancient vacuum cleaners that will highlight the sharp contrast between modern day technology and that of yesteryears.
If you are a history buff (or just looking for some quick amusement), then you will absolutely love the more than 300 different types of vacuum cleaners lined up on the walls. There is even one that required two people to operate!
20. Partake in a River Float
Spring and summer periods are incomplete in Portland if you don’t partake in a river float. This is almost like a ritual for the residents as well as visitors who love the livery that the river tubing activities and kayaking expeditions that the river floats offer.
Some of the best places to partake in a river float include Sandy River, Clackamas River, East Fork Lewis River, and Deschutes River.
21. Pay tribute at Oregon Holocaust Memorial
You can pay homage to those who lost their precious lives during the Holocaust period by visiting this memorial park. This Oregon Jewish Museum is also the best place for you to share your loved one’s memory or even celebrate a special occasion.
22. Play a Round of Glow in the Dark Mini Golf
The Glowing Greens is a black light miniature golf adventure good for the entire family. The glow in the dark neon is sure to add a new twist to a regular game of mini golf. Plus, it’s a bucket list bonus if you get a hole in one!
23. Portland Free Walking Tour
A free walking tour provides a fun way to explore Portland and get to know its little secrets. Due to the wide range of walking tours, you can opt to join a group or create your own self-guided walking tour using a map. The goal is to ensure that you get to know the tiny unknown corners, the least traveled streets, and bond with nature as you walk across different terrains.
24. Pose Under the Keep Portland Weird Sign
The “Keep Portland Weird” slogan is meant to embrace the uniqueness of the city and support local businesses. You will see the saying on bumper stickers throughout the town, but no sticker is quite as impressive as the huge painted wall located just South of the Burnside bridge.
Bucket List bonus: Voodoo Doughnuts is right across the street!
25. Pose with the Paul Bunyan Statue
It’s quite fun to pose beside those huge boots. The metal and concrete sculpture of the famous mythical logger sits in Portland’s Kenton neighborhood. The gigantic novelty architecture seems to be an attention grabber that deserves to feature in your camera roll.
26. Ride the Aerial Tram
This is a unique and enjoyable transport system that offers amazing high views of the city and the area beyond. The tram usually operates on load and go, with cabins departing every 5 minutes. For $5.15, you can enjoy a round trip as the cabins buzz high on the iconic silver tram.
27. See Live Music at Revolution Hall
This is a world-class avenue that’s located within the vicinity of the former Washington High School. This avenue is where different sound systems come to life. The 830-seater avenue normally features top-notch performers with different genres of music. And so, you can’t miss out a sound that beats to the rhythm of your soul!
28. See the Belmont Goats
This is definitely one of the top things to do in Portland Oregon. The Belmont goats provide the public with a quirky and carefree way to bond with animals. They are normally interested in human attention, from fur brushing to scratching.
29. See The Cherry Blossom Bloom At Tom McCall Waterfront Park
To perfectly see the cherry blooms, then head over to the Steel Bridge. There are 100 Akebono-cherries that line the Tom McCall Waterfront Park and when they blossom, the whole area comes to life. This spot is usually bust during the spring season, so make sure that you arrive early to beat the traffic.
30. See the Jetliner in the Woods
There are private planes that are so luxurious they even make for better homes than your typical million dollar mansions…and then there is the Jetliner in the woods. Way out there in the woods of Oregon’s wine country, is a 727 jetliner that has been transformed into a home by the owner, Bruce Campbell. An attraction in itself, this massive air craft makes for good story telling as you begin to wonder how he got it up there and why he would want to.
31. See the Oldest Drag Queen at Darcelle XV Showplace
Darcelle XV is the oldest female impersonator on the West Coast. He’s an absolute legend when it comes to Portland’s entertainment space. Together with his company, they are known to entertain the audience with comical skits and plays that are full of Las Vegas-style glitz and glamor.
32. See the Smallest Park in the World
At the intersection of two streets in Southwest Portland, located in the center divide, you will find Mill Ends Park. At a whopping 452 square inches it is recognized by the Guinness Book of World Records as being the smallest park in the world.
The spot was actually meant for a light pole, but when that failed to happen it was turned into this minuscule piece of prime real estate. The landscape sporadically changes, but on this day it was a single, teeny tree surrounded by a trio of miniature green bushes.
33. See the Works at Portland Art Museum
This is one of the best places where you will experience the power of art in Portland. The internationally renowned art museum offers an exciting experience with major exhibitions thank its rich Northwest and Native American collections.
34. Seek out Street Art Around the City
One thing that’s a guarantee when you are out in Portland Oregon is that you will come across a wide range of art collections. This city’s streets consist of a booming art scene and with the availability of walking and biking lanes, you can explore all the hidden spaces.
35. Sit Ringside at a Roller Derby Bout
A roller derby bout at Rose City Rollers is filled with hard hits, fast feet and sometimes accented with alterations between the female players. This rowdy indoor sport will get your heart pumping while you root for your favorite team member.
36. Smell the Roses at a Rose Test Garden
Portland’s International Rose Test Garden’s is the oldest public garden of its kind with a primary purpose of testing rose varieties. Before visiting I thought I wasn’t a rose girl, but these aren’t your typical supermarket flowers. They come in all shapes, colors, sizes and have unique names like Hot Tamale, Walking on Sunshine and Grand Amore. RELATED Post: A Love Story Through an International Rose Garden
PS: you could sign up for the half-day city tour that takes you to the garden plus Pittock Mansion!
37. Soak in the Pool at Kennedy School
The McMenamins Kennedy School soaking pool is ideal for optimal relaxation. It provides a great way to enjoy skin-soothing goodness that’s enhanced by its saltwater. This pool is open to guests daily, so get ready with your swimsuit.
38. Stroll Though the Japanese Garden
Portland’s 5.5 acre Japanese Garden is influenced by Shinto, Buddhist, and Taoist philosophies. It is comprised of five garden styles, each one more beautiful than the last. Strolling through this environment will transport you to the gardens in Japan.
Make a day of it: The Japanese Garden is next to the International Rose Test Garden, so visiting both in one day is possible.
39. Stroll through Lan Su Chinese Garden
Dubbed by many as ‘the most authentic Chinese garden outside of China, the Lan Su Garden is serenity personified. This walled garden will instantly transport you out of the U.S to China as soon as you walk through the gates.
Lan Su Garden can be loosely translated to mean the “Garden of the Awakening Orchids.” That is exactly what you will experience as you explore Chinese culture, see their way of thinking and learn a bit about their history.
For something super unique, take the Downtown Ghost Tour that starts at Lan Su Garden.
40.Take a Road Trip to Multnomah Falls
Technically, this is not in the Portland city limits, but it is a bucket list worthy thing to do that is on the Oregon side of the Columbia River Gorge, only a forty minute drive East.
Multnomah Falls is split into two sections for a total of 611 feet and every inch is stunning. It is quite a sight from the ground floor, but you can also take a hike to walk across the bridge and on to the top.
These highly rated tours will take you there:
41. Take Pictures in the Photo Booth at Ace Hotel
At first, this might not sound like anything spectacular. After all, we have all been to a photo booth or two in our lives before, so what’s so special about this one? Well, the photo booth at the Ace Hotel in Portland is ancient. We are talking photographic technology from a hundred or so years ago. It uses the same process that was used way back when silver film was the rage.
You have to wait just a few minutes for the images to develop and it is quite an experience, so leave your iPhone in your room and take selfies in the photo booth at Ace Hotel.17.
42. Take Your Kids to The Children’s Museum
Portland has a lot to offer to adults as well as children. The Children’s Museum features a wide array of fun and interactive exhibits for the young ones. This is not only a place for some outdoor fun but also for a venue that inspires discovery and imagination.
43. Visit Crystal Springs Rhododendron Garden
This is an internationally recognized garden with a scenic spring-fed lake that surrounds it. The Botanical Garden is ideal for recreation as well as events. Have fun here during the day exploring different plant species including the vibrant rhododendrons in their full bloom.
44. Visit Oregon Museum of Science and Industry
This is one of Oregon’s and the nation’s top science centers. It’s significant and certainly deserves your attention as it features three auditoriums including a planetarium, a large-screen theatre, and exhibition halls.
45. Visit Washington Park
This is Portland’s crown jewel. The 410-acre Washington Park features amazing natural trails, a zoo, gardens, and memorials. This is also a kid-centric avenue and so it’s the perfect avenue for you and your family.
46. Visit Willamette Valley Wineries
Renowned to be home to over 700 wineries and one of the leading wine producers in Oregon, Willamette Valley Wineries is the best place to take a wine tour. If you have time, make sure that you take a tour to Soter Vineyards, Elk Cove Vineyards, the Ponzi Vineyards, and the Stoller Family Estate.
47. Walk in the Towering Redwood Grove Hoyt Arboretum
Take a tour of this living museum that was founded in 1928. Designed to conserve the endangered species in Oregon and educate the community, Hoyt Arboretum is a 190-acre arboretum that’s perfect for outdoor activities including hiking trails.
WHAT + WHERE TO EAT
48. Do a Spirit Tasting at a Distillery
Amongst industrial warehouses and businesses in Portland lies a handful of distilleries which produce an array of unique liquors. This frequently visited area is known as Distillery Row and once you need a break from the downtown pubs, you must venture to do a spirit tasting at a Portland Distillery.
Related: Do a Liquor Tasting at a Portland Distillery
49. Do a Tea Tasting at Smith Teamaker
Doing a tea tasting at Smith Teamaker is similar doing one at a local distillery, you select four varieties from the menu to compare and contrast. The flight can be all black teas, like the Lord Bergamot or all herbal infusions, like the Big Hibiscus. If you are unsure of what to choose, ask the knowledgeable staff to guide you with your selections.
Related Article: Wear a Fez at a Portland Tea Tasting.
50. Drink a Cup of Stumptown Coffee
This coffee is all the rage in Portland and I did due diligence by hunting for others, but Stumptown always came out on top. They source the best coffees from all over the world and you can taste it in every cup. Go one step further than simply drinking a cup of Stumptown by visiting The Annex location to get a coffee education and do a free tasting.
51. Drink a Flaming Spanish Coffee
A Flaming Spanish Coffee at Huber’s consists of Bacardi 151 rum, Kahlua, Bols Triple Sec, coffee, fresh whipped cream and a touch of nutmeg on top. But, what makes this drink a special thing to do in Portland is the execution that involves a fire-filled show, prepared table-side and with lots flair.
52. Drink Liquor in Detention
McMenamins Kennedy School is an old elementary school turned into an entertainment haven. You can sleep in one of their guest rooms, eat in the Boiler Room and watch a movie in the comfy theater. Plus, if you have ever been late to class or offended a teacher you are able to pay your penance in the Detention Bar where they will serve you beer, wine, single malts or bourbons. That sounds like my kind of detention.
53. Drink Oregon Wine
The 5-Hour Willamette Valley Wine Tour with Tastings will give you a great sampling of local wines or opt for the Wine and Waterfalls Day Tour.
54.Eat a Bug Sundae at the Freakybuttrue Peculiarium
Who wouldn’t want to visit a place with a name like the Freakybuttrue Peculiarium? It is filled with creepy oddities and experiences, like the opportunity to have your photo taken getting an alien autopsy or viewing a dollhouse where one of the rooms had a bloody massacre.
Not only is it bizarre (and free), but you can also order a Bug Eaters Delight sundae before leaving. It is topped with real bug larva and if you dare to eat it your photo will make it onto the Insectarian Club Hall of Fame. Look for my picture there!
55. Eat a Voodoo Doughnut
I will admit that the base of Voodoo Doughnut’s taste just like the rest to me, but what makes this the hot spot in Portland is the unique flavors that that have. The Marshall Mathers is covered in M&Ms to signify the rapper Eminem, the Loop Donut is covered in Fruit Loops and the Dirty Snowballs have marshmallow topping dipped in coconut and topped with peanut butter.
Everyone talks about the Maple Bacon donut, but my favorite is the Old Dirty Bastard that is covered in crumbled Oreo cookies and peanut butter. If you head over to the Original Location on 3rd Ave., the ‘Keep the Portland Weird’ sign is right across the street.
If you are the ultimate donut lover, then hop on the Underground Donut Tour that will have you sampling four of the best shops in town.
Related Article: Eat the Old Dirty Bastard at Voodoo Doughnut
56. Eat Dirty Fries
What makes dirty fries at Lardo dirty? Pork scraps, marinated peppers, fried herbs and parmesan. These fries can be the perfect side for their popular Pork Meatball Banh Mi or are large enough for a meal on its own.
57. Eat Pigeon at Le Pigeon
There are not too many restaurants around the world that offer pigeon on their menu. So, when you find one that does you must take the bucket list opportunity to eat one. Le Pigeon in Portland is that restaurant.
Their menu changes so confirm ahead of time what form of pigeon they are featuring on the menu. On the evening I had a delightful dinner there they were making pigeon with liver toast, grapes and white anchovies.
Bucket List bonus: Le Pigeon also sporadically features a variety of offal on the menu. So, this is your opportunity to eat things like sweetbreads, heart and cheeks.
Related: Have an Adventurous Meal of Pigeon, Heart & Cheeks
58. Eat the Biscuits at Pine State Biscuits
59. Food Truck Hop
The food truck scene in Portland continues to boom. You can visit a cluster of them that take up a square block in the city or a solo one in the middle of a retail street or, my favorite, a small corner that contains 5-10 with picnic tables in the middle. There are so many options it will be hard to choose, but for a tasty towering sandwich, hit up Pastrami Zombie for one of their savory ones served on sour rye with coleslaw, Swiss, and your house Russian. Or head or over to indulge in the Poutine fries at Potato Champion.
It’s probably just easier to book a tour > Portland Food Cart Walking Tour
60. Get a Taste of India at Bollywood Theater
If you are a fan of sumptuous and mouth watering curries and other spicy, flavorful dishes, then the Bollywood Theater is the best place for you to have a taste of India. Its premium street food is unmatched thanks to the blend of different organic spices.
61. Get Ice Cream at Salt & Straw
Salt & Straw has what you need to cool that summer heat while you are outdoors. The chef-driven parlor features delicious small batches of ice creams handmade using various local ingredients. If you are an ice cream lover, this shop has everything that you need since its menu complements what you’d find in cookbooks.
62. Get Tacos at ¿Por Qué No?
From the customer reviews, Por Que No is where you can get your favorite guacamole, sour cream, super taco, and even a Por Que salad! You can choose takeout or sit-in depending on your preferences.
63. Immerse Yourself in the Craft Beer Culture (AKA: Drink Beer)
FYI: The Portland’s Eastside Craft Brewery Walking Tour will take you to multiple breweries!
64. Pick Berries at Kruger’s Farm
If you are looking for a nice, quiet and homey farm to just relax and get fresh produce, then you might want to head out to Kruger’s Farm. A little outside of Portland city center on your way to Highway 101, you will find a 150-acre slice of organic paradise. At Kruger’s Farm you can pick a wide variety of berries, sample local farm produce and indulge in some sweet honey.
65. Shop at the Saturday Market
If you are having a boring weekend in, Portland’s Saturday Market is a great avenue for you to sample different pieces of crafts and arts. Recognized as one of the biggest open-air markets in the country, this avenue provides small local businesses with an ideal way of showcasing their crafts and edibles, especially from the Pacific Northwest region.
66. Sip Coffee at a Roasters Café
Portland has an established and vibrant coffee and so you can never go wrong with your selection regardless of the cup you choose. Whether you want hot Guatemalan espresso, or Spanish Coffee, or the Panamanian Geisha, there is everything here to satiate your taste buds
. . .
From fun activities to quirky attractions to breathtaking nature, there is no shortage of cool things to do in Portland, Oregon. In fact, I advise you to make a list of your favorite must-do things before you visit. Otherwise you may get sidetracked and miss out on a few of the most exciting bucket list activities in Oregon.
TIP: Many of these places can be reached with the Big Pink Hop-On Hop-Off Trolly that has 14 stops.
Essential Tips for Visiting Portland
Getting There: PDX is a major hub and most airlines will fly into it. You can easily check for the best fare deals at Skyscanner. You can also use choose ‘cheapest month’ as the departure to find the lowest priced dates to fly to your destination.
Where to Stay in Portland: It’s almost always best to stay in a popular district or at least near public transportation. The Porter Portland (luxury) and The Duniway Portland (moderate) are good choices in downtown Portland. For a truly unique bucket list experience stay at Tiny Digs (budget), a budget-friendly hotel of tiny houses. Or search some great deals on hotels of your choice at Booking.com. If you’re looking for more of a home atmosphere (or are traveling with a group of people), head over to Airbnb that has houses, apartments and even just a room for rent in every price range.
Getting Around: If you want to do a lot of exploring then renting a car would be best (that’s what I usually do) and RentalCars.com has some great deals. If you are not renting a car, there are plenty of options. Both Lyft and Uber are available all over the city, plus most of the major attractions can be accessed with the Hop-On Hop-Off Bus. They also have a great light rail and bus system, learn more about them here.
Top Tours: You can find some of the top tours at Get Your Guide. Here are some that I recommend:
- Full-Day Wine & Waterfalls Tour
- Underground Portland 2-Hour Walking Tour
- Best of Portland 2-Hour Walking Tour
This post may contain affiliate links. If you make a purchase through my links, I earn a commission that helps to keep this blog running—at no extra cost to you. You can read my full disclosure here.
Related
Visit the 611 Foot Multnomah Waterfall in Oregon
Tell a Love Story Through an International Rose Garden
Do a Liquor Tasting at a Portland Distillery
Eat the Old Dirty Bastard at Portland’s Voodoo Doughnuts
Eat a Bug Sundae at Portland’s Freakybuttrue Peculiarium
More Resources
Portland Tours with Get Your Guide
Streetwise Porland Map
Portland is seriously amazing! So many things to do.
Definitely on of my favorite cities in the world!!
Hi Annette,
LOL on 1.
Have you seen Portlandia? Awesome show, funny as heck, and 1, as well as a few items on this list are consistent with the show’s take on the city.
Portland seems so off the wall, funny, intriguing and just a change up from any city on earth. We’ve seen some pretty wild spots from growing up 30 minutes from NYC, to frequently hitting Bangkok, to Phnom Penh, etc, etc….and Portland seems like it’d be right up there for a spot to see.
The food scene looks awesome.
I’d have at those dirty fries in a minute because here in Fiji the fare is not up to snuff compared to Thailand and other places we’ve hit over the past 40 months. Dying to get at those dirty fries….oh well, back home in NJ for Christmas so we’ll have whatever we want, food-wise.
Thanks much Annette way cool read.
I’ll tweet this one to my travel blogger buddies in a bit.
Ryan
So funny, but as I was reading this comment I was watching Portlandia reruns because I’d never seen it!
The food scene in Portland is ridiculously good and a large reason it’s one of my favorite cities in the world. The laid back vibe and quirkiness is also I huge factor.
I’ve never been to Figi, but Thailand has incredible food too. Hope you get fries soon!
I can’t wait to hit up Portland. Thanks for the list!
It’s a fantastic city to explore!
sooo much to do! dirty fries is one I really want to try
Have an extra plate for me when you do!
So many great ideas. Don’t think I’ll be going for the insect sundae, though!
I understand. But, still visit the Freakybuttrue Peculiarium because it’s not just about the bugs 🙂
MMMMMM. Doughnuts, coffee, and books. 🙂 I love bookstores and have a goal of visiting bookstores all over the world.
That’s absolutely great glow in the dark miniature golf- such a fun place
Have you seen Portlandia? Awesome show, funny as heck, and 1, as well as a few items on this list are consistent with the show’s take on the city.
The worlds smallest park is hilarious! I actually think Id have to see that on my upcoming Portland trip!
It is the cutest little thing! It’s worth a quick visit. Have fun in Portland 🙂
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My sons live in Porltland and with two of my gradsons! At one time they were working at The Bagdad and The Kennedy School! One worked at Powell’s too! Now one has a design company and the other works for him. Check out Murmur Creative! I live in Santa Cruz, CA…but I am in Maui right now! Found your site through Pinterest!
Hello Mary, It sounds like they have worked at all the hot spots in town! The design company looks incredible. You must be proud. Hope you are having fun in Maui. I also wrote a Bucket List of Things to do in Maui if you want to check it out: https://bucketlistjourney.net/bucket-list-things-to-do-in-maui-hawaii/
WOW! I was honestly really happy to find this very well put together post! I have traveled all over the country and Oregon in general is one of my favorite places…thank goodness I live here :)~ For those that haven’t been through Portland, WHAT ARE YOU THINKING?? Thank you for posting this, I truly appreciated it. FYI – I, like you, LOVE sharing this beautiful state, and everything there is to enjoy about Oregon. I have created a really awesome Resource Guide that took me quite a bit of effort and thought to put together. I am sharing it with anyone that wants to either get “Discover” or simply “Broaden” their Oregon Horizons!! I would love it if you could continue to share this with YOUR followers 😉 I am always looking to expand my own blog, and if you would like to share more of your postings with MY followers, please don’t hesitate to contact me.
You certainly live in a beautiful state!
Nice list! This was a big help in planning our trip!
Thanks! Hope you have a great time and have some Pok Pok wings for me!
Super dope list of things to do. I’m visiting Portland soon and will be doing many of the things you suggested.
Have a great time in Portland! And have some wings at Pok Pok for me 🙂
Ha! Those wings make my mouth water. Great list!
Do you have a list (Part Deux, perhaps) for a Portland local that has done all of the things on this list, but wants to continue to explore the city? For example, one could be going to the Ping Pong bar, or other things that are more local like that. Let me know what you think!
I don’t have one, but love that idea!!!
I’ve lived in Portland all my life and I’m still using your list to play “tourist” today. You touched on many of the gems. Thanks for loving my city.
That means a lot coming from someone from Portland! I love your city 🙂
As someone actually from Portland, a lot of these things are way more hype than anything else, and many of them are common things that can be found all over. Portland is not like an episode of Portlandia where everything is beautiful and perfect and so fun and quirky… There is a massive homeless camping problem, with the associated crime with theft, assault, and break-ins. There is gang activity still prevalent and common. You don’t need to travel to Portland to look at roses, eat a doughnut, eat fries, eat hot wings, or drink tea. Just really obnoxious all of the tourism and television hype of Portland. It’s now becoming exceedingly overcrowded and they are tearing out all these “novelties” because so many of you tourists decide to move here: thus they tear out mom and pop shops, bowling alleys, quirky vegan shops, etc. just to make way for high rise apartment buildings. Most of these things are not unique to Portland, and in fact the cool things about Portland that actually are unique are ruined by tourism.
Sounds like it’s time for you to move! ?
[…] Portland(Things to do Portland) […]
[…] Portland(Things to do Portland) […]
Such unique things to do! Naked bike ride – whaaaaat?
It’s true! Probably would be one of the craziest events to see.
Portland is a amazing city. This is one of my favourite cities in the world. Superb dope list of things to do. I’m visiting Portland soon and will be doing many of the things.
I get around to the Portland area about once a year, so I really appreciate the unique list! McMenamins Kennedy School is a definite must next time.
[…] Portland(Things to do Portland) […]
Reminds me of a college assignment that you didn’t have time to finish so you do a few questions, and hope to get a passing grade. I’m a fan of the suggestions, but not of how poorly this article was published.
I can see where you would get that idea if this were the only article you read on the blog. But, the actual concept of my blog is for each “bucket list” post to my actual bucket list for a destination. That’s why some items are marked completed and some aren’t. Typically, my informational paragraphs and recommendations are written after they have been checked off my list. Happy to hear you liked the suggestions 🙂
HEY ANNE YOUR LIST WAS GREAT IN FACT THIS IS THE FIRST COMMENT THAT I MADE ON ANY WEB SITE EVER !! SO IT PISSES ME OFF WHEN I READ SHITTY COMMENTS FROM JERKS LIKE BRIAN G…….( WHAT A A * * HOLE ) ANYWAY THANK YOU IT WAS VERY HELPFUL
Thank you for your comment and I’m glad you like the post )
The Belmont goats are no more.
Oh no! Thanks for updating me on this. Do you know what happened to them?
They are in Lents town center next to the Boy’s and Girl’s club. Look for them online, they have a website.
They are still open according to their Facebook page.
[…] Portland(Things to do Portland) […]
[…] Portland(Things to do Portland) […]
[…] Portland(Things to do Portland) […]
Having lived in Portland, Oregon for 15 years, I always enjoy reading about what visitors enjoy (usually the same old, but hey, it’s a small town), and especially how things change. The Mill Ends Park now has an official miniature park sign, for example, the Starks Vacuum Museum is remodeled and reorganized… Donuts at Voodoo still suck, though!
I love that Mill Ends Park now has a sign and the Starks Vacuum Museum definitely needed a remodel 🙂
What are your favorite places that didn’t make the list?
All the breweries!
I somehow, through sheer luck ended up in Portland and it’s been home away from home for over a decade.
You hit the spots……all great faucets of Rip City.
I am here looking for stuff to do with out of towners and surprisingly, some of these had escaped my radar. Great job!
I also like the idea of a list of things that the locals do. Dive bars, Weekly bike rides, drum circles, river spots, swimming holes, pick up soccer? Monday fundays?
Overall, a great list.
Listing the local sports are a great idea! Please share if you have some.
Super helpful and fun as I plan my Portland trip. Thank you!!
Have a fun time!
From watching and being a massive fan of ‘Grimm’ I have loved seeing the sites and areas around Portland. It really looks like a great place to visit and am seriously thinking about visiting when I next travel all the way from Australia to the US. What’s it like for a single international traveler to get around? Also, is there anything about seeing some of the landmarks from ‘Grimm’ as I would like to see some if I visit. Thanks.
This is a great list but I think you’re missing one activity: skydiving! I did it recently as a “bucket list” thing at Pacific Northwest Skydiving (23 miles outside of Portland in Mulino) and I highly recommend it if you haven’t tried it yet!! The views are amazing
Nice post The largest city in the state of Oregon, Portland offers tourists a lot of attractions to enjoy. You will be amazed at the number of fun things to do in Portland for adults and kids alike! The city has attractions to satiate all types of travelers. For instance, on one hand, there are museums that history enthusiasts will enjoy visiting. On the other hand, there are spectacular Japanese and Chinese gardens which nature lovers will be thrilled to explore. Nature-loving travelers will also be glad to know that Portland is one the greenest cities across the globe – more people cycle than drive here!
LOVE YOUR LIST!
gonna have a trip to Portland and will try this list. thanks so much for sharing! :))
As a native portlander— I was reading to get ideas for a date and these ideas are all on point. Even some new to me! Great stuff.
That means a lot coming from a native!
Thank you for sharing this bucket list, as I am planning to visit Portland in June. This will surely come handy.
The “witches castle” is nothing more than a former bathroom built in the 1930s and damaged in the Columbus Day Storm in 1961. It has bee unused since then. It does not date to the 1800s.
[…] Oregon is one of top cities in the United States for social and cultural amenities. You can check out a witch’s castle, see the roller derby or even ride in a naked bike race to save the […]
I feel like I am super late to mention this but, you have the Redwood Grove at Hoyt Arboretum listed twice. Numbers 13 and 21. All in all, this is an excellent list. Thank you.
OH My! Your the first one to tell me that. Thank You 🙂