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


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.

Catch An Event At The Oregon Convention Center

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.

Enjoy The Thrill Of Racing At Portland International Raceway

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.

Explore Portland by bicycle

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.

Get A Glimpse Of Life On A Submarine

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.

Signages at Pioneer Courthouse Square

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.

Hike the Columbia River Gorge

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!

Annette at The Starks Vacuum Museum


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.

tombs at Oregon Holocaust Memorial

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.

A view in an Aerial Tram in Portland

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.

Belmont Goats in Portland

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.

See The Cherry Blossom Bloom At Tom McCall Waterfront Park

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.

See the Jetliner in the Woods

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.

See the Works at Portland Art Museum RF 3

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.

Visit Willamette Valley Wineries

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.


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

Spirit Tasting at a 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.

Drink a Cup of Stumptown Coffee

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.

Drink a Flaming Spanish Coffee

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.

An old room where you can drink

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.

Drink Oregon Wine RF

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

Eat a Voodoo Doughnut - Portland Bucket List

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.

Eat Dirty Fries at Lardo - Portland Bucket List

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

A cooked pigeon at Le Pigeon

58. Eat the Biscuits at Pine State Biscuits

A good plate of 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!

A beer toast

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 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 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:

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.


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