Whether you’re a first time visitor (welcome!) or a long-time local – this list of free, cheap and weird things to do in Portland is sure to make you feel like a life-long Portlander during your visit.
As a Portland local, I’ve had my fair share of fun before I had a steady paycheck in hand.
I’m living proof that you can have a pretty great time in Portland even on a budget.
So today I’m going to share my personal list of my favorite inexpensive and weird things to do in Portland, Oregon. I hope you enjoy!
Free & Weird Things to Do in Portland
#1. Go on a self-guided Simpsons Tour
Few people know that the creator of The Simpsons, Matt Groening, grew up in Portland, Oregon.
As such, you may notice that a lot of the streets in NW Portland seem familiar. The reason? A handful of Simpsons characters are named after Portland streets!
So if you’re looking for unique things to do in Portland, why not go on a self-guided tour and search for all the streets that the Simpsons characters are named after?
Further Reading: The Simpsons & the City of Portland
#2. Take a photo with the FAMOUS White Stag
Ah, I’m sure you’ve seen photos of this iconic sign a hundred times by now, but it’s pretty cool regardless. Over the years the sign has gone through several iterations until 2010, when the City of Portland took ownership of the sign.
You might be asking yourself what the stag has to do with Portland. Well, this sign was once owned by a sportswear company called White Stag (the stag was its mascot). The script has been replaced since then but the stag remains.
Heads up: If you’re visiting Portland during the holiday season you’ll notice a red nose on the stag. The red nose has been a Portland tradition since 1959. It’s lit the day before Thanksgiving and stays on throughout the holiday season. It’s the little things.
Best time to visit: Sunrise and sunset for a spectacular sky.
#3. Visit the beloved Portland Rose Garden
Portland is often referred to as the City of Roses because the local climate creates the perfect conditions for growing roses and nowhere is this more evident than at the exceptional Portland Rose Garden within Washington Park, which is usually in bloom from May to October.
Portland’s beloved rose garden is both the largest rose garden in America and the oldest. Home to an impressive 650+ varieties of roses and more than 10,000+ bushes, it’s easily one of the best free things to do in Portland.
The history of the rose garden is equally as fascinating. Originally started in 1915 by Jesse Currey, (an Oregon Journal editor and rose hobbyist), the rose garden was created in an effort to preserve roses susceptible to eradication during World War I.
You don’t have to be a rose-enthusiast to appreciate this beautiful garden. It’s no wonder why this is one of the most visited places in Portland.
Location: 400 SW Kingston Ave, Portland, OR 97205
Further Reading: Visiting the Portland Rose Garden (Local’s Guide)
#4. Take a photo with the Keep Portland Weird sign
The Keep Portland Weird sign has become synonymous with the city’s lifestyle and even feels like a call to action for some folks. You’ll see the slogan on bumper stickers, t-shirts, posters, you name it.
Everyone that comes to Portland heads to this mural for a reason, it’s an iconic thing to do in Portland! So you won’t want to miss it during your visit.
Apparently the motto was originally borrowed from Austin, Texas (how one “borrows” a motto is beyond be, but I digress). It was brought to Portland in 2003 by Music Millennium owner terry Currier with the intention of supporting local businesses.
Where is the Keep Portland Weird sign? 22 SW 3rd Ave, Portland, OR 97204
Further Reading: The 20 BEST Murals in Portland
#5. Find the Witch’s Castle
You might be asking yourself what can be so haunting about an abandoned structure in the middle of a forest?
Two stories converge at the center of this place, the story of an angry father accused of murder and the story of a love-stricken daughter paralleling Romeo and Juliet.
And this age-old tale of murder and haunt makes a visit to the Witch’s Castle all the more interesting.
Ask any Portlander and they will tell you that hiking to the Witch’s Castle feels like a rite of passage because it feels as much a part of the city as the the Keep Portland Weird motto, which is why you simply can’t miss it during your visit. It’s also a great short hike.
Location: Lower Macleay Trail, Portland, OR 97210
Further Reading: Visiting the Witch’s Castle in Portland, Oregon
#6. Catch sunset at Pittock Mansion
The overlook at Pittock Mansion is unparalleled and offers the best views of downtown Portland. Visit during sunset for a breathtaking view and you’ll see why this area is so beloved for locals and visitors alike!
Further Reading: If helpful, I spent a month searching for the best views in Portland.
#7. Visit Tom McCall Waterfront Park
Tom McCall Waterfront Park sits on the Willamette River and is located a stone’s throw from the busiest section of the downtown core, while still technically being located downtown.
The park swells with employees during the lunch hour and it’s a great people-watching spot to rest tired legs.
One popular attraction along the waterfront is the Oregon Maritime Museum, this is a great stop for anyone with kids.
And if you’re looking for things to do in Portland on a Saturday, swing by the Portland Saturday Market where local merchants sell unique crafts, it’s a great place to pick up souvenirs!
Try to time your visit to the waterfront with the spring season because this is the best spot in Portland for cherry blossoms. The 100 Akebono cherry trees that line the waterfront were gifted by the Japanese Grain Importers Association in 1990.
Location: 8 SW Naito Pkwy. Portland, Oregon 97204
#8. Visit Powell’s Books
The bookworm in me invites the bookworm in you to visit Powell’s Books, the ultimate Portland experience.
Located in the trendy Pearl District and spanning a full city block, Powell’s Books is the largest independent bookstore in the entire world.
The local bookstore houses approximately one million books and spans 4 floors. Pop into the Gold Room to see the rarest and most expensive books at this incredible book shop.
Fun fact: The most expensive book at Powell’s is an 1814 copy of the Lewis & Clark Journal which includes Captain Lewis’ map safely tucked between the pages. The price? $350,000.
Location: 1005 W. Burnside, Portland, OR
#9. Stroll down NW 23rd Avenue
Northwest 23rd Ave is often referred to as Trendy-Third. It’s a walk-able and charming tree-lined street full of small shops and unique restaurants and cafes, it reminds me of a European city. If you’re looking for specific things to do, make sure to read: Local’s Guide to NW Portland.
Start your morning at Ken’s Bakery on NW 21st Avenue (my favorite bakery in Portland) and then take a leisurely stroll towards 23rd Avenue and walk the length of it. Make sure to swing by The Meadow (for chocolate, salts, souvenirs) and Salt & Straw Ice Cream (because I’m telling you it lives up to the hype).
#10. Take a hike at Washington Park
With more than 279 parks within city limits, it’s fair to say that Portlanders LOVE green spaces and nature. None shine brighter than Washington Park, it’s a true Portland Gem. The park gets 3.5 million visitors annually, which is quite impressive considering Portland’s population is 650,000.
Even though I’ve lived in Portland my entire adult life, I only recently discovered the trails at Washington Park, specifically at Hoyt Arboretum. Try your hand at the Redwood Loop trail — it’s peppered with massive redwoods and ends at the Redwood deck.
Hiking through Washington Park is one of the best free things to do in Portland!
Address: 4033 SW Canyon Road, Portland, Oregon
#11. Marvel at the Vaux’s Swifts (September)
Like clockwork, every September, Portland’s Chapman Elementary is swarmed with locals eager to catch a glimpse of migrating Vaux’s Swifts as they fly into the school’s chimney by the thousands to nest for the night.
This is one of the largest roosts of Vaux Swifts in the world! See video here.
Portlanders make an entire event out of this incredible sight because it’s such a great free thing to do in Portland. Bring a picnic blanket or chairs and enjoy an evening of wander surrounded by friends.
Further Reading: How to see the famous swifts in Portland
#12. Explore the Portland Farmers Market
Is there anything more Portland than local produce and supporting small business?
Thankfully there’s plenty of quaint farmers markets peppered throughout the city combine the best of those two worlds.
My favorite way to start a Saturday morning is by heading straight to a farmers market.
Pick up some fresh fruits and veggies, stroll around aimlessly, or grab breakfast at the PSU Farmers Market (the Pine State Biscuit stand has a line a mile long for good reason). If nothing else, just go to explore.
This is yet another thing to do in Portland that reminds me of living a European lifestyle — picking up fresh, local and seasonal fruits and veggies to kick start the week!
Impress your family and friends by whipping up an interesting meal using a recipe from this award-winning cookbook (written by a Portland chef)and combining your meal with the perfect glass of wine, as recommended by this charming wine-pairing cookbook (written by two fabulous Portland locals).
#13. Picnic at Mt. Tabor
Here’s a cool fact, Portland is one of only four US cities with an extinct volcano within city limits. That mountain? Mt. Tabor.
And trust me when I tell you that you can get some pretty spectacular high-vantage views when you reach the top of Mt. Tabor. This is a very popular spot that swells with locals during the warm summer months.
Tons of picnics, bikers and friendly conversations await you here around sunset. Plus, the view of downtown Portland is incredible, one of the best views of Portland in the entire city.
So grab some friends and bike over to Mt. Tabor for a picnic or pick up a pizza from Apizza Scholls — it’s considered one of the best pizza places in Portland.
#14. Visit the Portland Saturday Market
Think crafty locals selling everything from birdhouses to paintings, food, jewelry and musical instruments. Visiting the Saturday Market is on most peoples to-do lists because it’s quintessential artsy Portland.
Address: 2 SW Naito Pkwy, Portland, OR 97204. The Saturday Market is open Saturdays from 10 to 5 and Sundays from 11am to 4:30pm.
#15. Search for the best murals in Portland
Portland;s street art is a real thing around here, which is no surprise because it’s such an artsy city, you’re sure to find some colorful stunners.
So much so that my coworkers and I debate the best murals the city has to offer.
To prove my point, I spent an entire Saturday morning driving around in search of the best murals in Portland. Here’s what I found.
#16. Visit Pioneer Courthouse Square
Referred to as Portland’s living room, I often find myself eating lunch here because I enjoy the people watching opportunities so much.
What’s more, if you’re visiting during the Christmas season, make sure to catch the MASSIVE tree in the square – it’s incredible!
P.S. Swing by the Portlandia Statue while you’re in the area. It’s the second largest copper statue in America, right behind the statue of Liberty. This a quick stop, but worth the visit if you’re downtown.
#17. Hike Forest Park
Spanning more than 5,200 acres and offering 70+ blissful miles of trails, Portland’s beloved Forest Park is one of the largest urban forests in the country and it is ripe for exploration.
If you’re looking for active and free things to do in Portland, take a hike in Forest Park.
Forest Park swallows you up and makes you forget you’re anywhere near a city because of the towering old-trees, making it a great stop for anyone that gets overwhelmed by cities.
I especially like small portions of the Wildwood Trail (which connects Washington Park and Forest Park), the Ridge Trail and Lower MacLeay to Stone House (“Witch’s Castle”).
Further Reading: 17+ Epic Hikes Near Portland
#18. Walk the Tilikum Bridge
Unofficially called “Bridge of the People,” The bridge is exclusive to pedestrians, cyclists and mass transit. It was built in 2015 and has a really cool future-esque design.
What makes this a weird thing to do in Portland? A local launched a kickstarter campaign to raise $5,000 in hopes of changing the name of this bridge after a Star Trek character (excuse me, Captain) — Jean Luc Picard Wunder Crossing.
#19. Visit the smallest park in the world
In 1971, Guinness World Records confirmed what most Portlanders already knew — Mill Ends Park is the smallest park in the world.
Clocking in at a mere two square feet, Mill Ends Park is officially recognized as the smallest park in the world. It wouldn’t Portland if it wasn’t weird, right?
Here’s a fun fact – someone once stole the sole tree from the park and felt guilty enough to return it a week later.
Regardless, this little park is a beloved Portland treasure and visiting it is one of the quirkiest things to do in Portland.
And sure, this is a quick pop over best coupled with other more interesting things to do in Portland but I’d be remiss to leave this off the list! This is a photo opportunity with a world-record, who can pass that up!
Location: 56 SW Taylor St, Portland, OR 97204
#20. Picnic at the St. Johns Bridge
Located a few minutes from the heart of downtown, the St. Johns Bridge is quite a spectacle to behold. Wander around the park and admire the underbelly of the bridge or, better yet, have a picnic.
It’s like the Seine in Paris, but different. 😉
Also, if you’re looking for free things to do in Portland during summer, I suggest checking out the epic Jazz Festival at Cathedral Park.
The popular festival is open to all ages and brings together a community of jazz lovers in an easy-going setting. Bring a picnic blanket or camping chairs and allow yourself to enjoy the pure bliss of music and nothing else.
Address: 8600 NW Bridge Ave, Portland, OR 97203
#21. Bike around the bike friendliest city in America
With more than 350+ miles of bike lanes, Portland is considered the most bike-friendly city in the country.
I can tell you from first hand experience that biking around Portland is enjoyable, safe and a great way to explore the town (this is coming from someone that scares easily!).
In fact, biking is so popular in Portland that on average 5.3% of residents commute to work by bike, far exceeding the national average of .5%.
Hop on the local BIKETOWN bikes and take a lovely ride along the Willamette River to see exactly why Portland is called Bridge City. And whatever you do, don’t miss an opportunity to bike across the Tilikum Crossing bridge!
Cheap Things to Do in Portland
#22. Eat from a food cart
Chances are good that you’ve heard Portland called a foodie city and trust me when I tell you it lives up to the hype. My favorite thing about Portland’s food scene is that it lacks pretension, turns out you can have a great meal without a white table cloth, what a novel idea.
Nowhere is this more evident than at the various food cart pods throughout the city.
Food trucks aren’t just for tourists. Most of my coworkers eat from food trucks during lunch so you’ll be acting more like a local than a tourist with this activity.
Here’s a list of my favorite Portland food cart pods:
- Hawthorne Asylum
- Prost Marketplace
- Fifth Avenue Pods
- Third Avenue Pods
#23. Go for a beer tasting you won’t soon forget
Of all the things Portland is known for, perhaps the most notable is Portland’s beer scene. In fact, Portland is often rated as the best beer city in America.
Our area of expertise? Craft beers and plenty of them.
It’s almost impossible to be disappointed at most Portland breweries but there are some clear standouts you can’t afford to miss.
Breakside Brewing: Breakside opened with a bang in NW Portland and has become so well-loved it’s hard to remember what we did before they came to town.
10 Barrel Brewing (from Bend, Oregon): Their sours are worth writing home about and the seasonal salad is dream-worthy, especially if salmon is involved.
Deschutes Brewery: The interior alone is worth the visit, so charming and rustic. This brewery is very popular and gets very busy very quickly because it’s the brewery everyone wants to visit. It’s not uncommon for folks to wait in line for 2+ hours before being seated. Come early or have snacks to tide you over, the experience is worth it.
#24. Ride the Portland Aerial Tram
In 2007 the City of Portland celebrated the opening of the Portland Aerial Tram to great fanfare from excited locals and hospital employees.
Originally built as a vital connection between the Oregon Health & Science University’s (OHSU) main campus on Marquam Hill and the south waterfront, the Tram is a creative solution to a problem that was difficult to solve for a while.
On a typical day, up to 20,000 people visit OHSU (the largest employer in Portland) so it was not uncommon for the hilly 2-lane road leading to the main campus to get severely congested, posing challenges for ambulances and never-ending headaches for the surrounding neighborhood.
Upon reviewing various options to help alleviate the demand on road infrastructure, the City and key stakeholders agreed to take on the momentous task of constructing a tram — joining a (very) short list of American cities with aerial trams.
The Tram was custom-designed in Switzerland and is held to strict Swiss aerial tramway standards.
I consider this a fun cheap thing to do in Portland because the views are breathtaking, especially at sunset.
You’ll get sweeping views of the south waterfront with Mt. Hood (the third most climbed mountain in the world) looming in the background.
#25. Grab brews at the Kennedy School
This is an actual school that was converted into a millennial’s playground.
Old classrooms were reconstructed into hotel rooms, the detention room is now a bar and the Boiler Room a restaurant. Oh, what’s more, the gymnasium was converted to a cozy movie theater that plays re-runs.
Address: 5736 NE 33rd Ave, Portland, OR 97211
#26. Drive out to Multnomah Falls
We can’t talk about the best cheap things to do in Portland without mentioning a trip to the breathtaking Multnomah Falls.
Located in the heart of the Columbia River Gorge, which is America’s largest National Scenic Area, it won’t take long to realize why this waterfall is so beloved.
Dropping a staggering 620 feet, Multnomah Falls is the tallest waterfall in Oregon. Visitors are able to hike up to an overlook bridge for a better vantage point of the towering falls.
Being able to get so close really shows you how powerful and impressive this force of nature is.
#27. Drink ALL the Coffee!
Portland consistently ranks as one of the top 3 best coffee cities in America (our neighbors Seattle and San Francisco are always in the mix, too).
And I can tell you from firsthand experience that Portlanders are downright spoiled with good coffee options.
It’s hard to accept a mediocre cup of joe when you live in a place like Portland which is why I highly recommend drinking as much coffee as you can while you’re visiting the city — and whatever you do, DON’T go to Starbucks (their coffee is subpar at best compared to Portland cafes).
In fact, one of my favorite things to do in Portland with out of town guests is to start every morning at a different cafe and have them rank them.
So far, these are the top five favorite coffee shops: Coava, Heart Coffee, Stumptown, Good Coffee and Barista.
#28. Visit the Portland Japanese Garden
Originally opened in 1967, the Portland Japanese Garden is regarded as one of the most authentic Japanese gardens in America.
And when you visit for yourself you’ll quickly see why. The garden is perfectly manicured with little a breathtaking pond, handful of waterfalls and moss laden paths ripe for exploration.
Touring the garden offers a perfect zen-escape for anyone feeling overwhelmed with the plethora of things to do in Portland!
Make sure to check out the cozy Umami Cafe for matcha or order any of the tea on the menu, you won’t be disappointed.
On a side note, my husband and I have visited Japan (we fell in love with the country) and can confirm that the Portland Japanese Garden is truly authentic. We felt like we were transported back to the tranquility and culture we so loved in Japan.
I can’t recommend this experience enough for first-time visitors looking for things to do in Portland, especially if you’re visiting during the fall months when the garden comes alive with exceptional fall color.
Location: 611 SW Kingston Ave, Portland, OR 97205
Image courtesy of the Portland Japanese Garden
#29. Tour Pittock Mansion
Touring Pittock Mansion is one of the coolest things to do in Portland for history buffs.
The stunning French-Renaissance mansion sits atop the West Hills and spans 16,000 square feet, boasts 46 elaborate rooms and is open to the public. It house was so well built that the original elevator is operational to this day.
The tours are really cool because you can see the original furniture from the time period and learn more about the lives of the family that built it.
The Christmas season is especially remarkable because the mansion is decorated in the most elaborate manner with tons of Christmas trees.
Admission is $13 per adult.
Address: 3229 NW Pittock Drive, Portland, OR 97210
#30. Go tea tasting at Smith Tea
We made a date out of this even by visiting for a quiet evening. I love drinking tea, especially good quality tea where I can see the full leaves in the tea bag. We got a tasting flight and were not disappointed. Tasting flights average $10.
#31. Visit Stark’s Vacuum Museum
There’s an iconic and beloved vacuum store in Portland by the name of Stark’s Vacuum. The best part? A vacuum museum fully displaying 300 vacuums throughout the years, tucked into the back corner of the store.
#32. Check out the Portland Historical Museum
The Portland Historical Museum is known for surprising visitors by surpassing expectations. They host artifacts such as items used by Lewis & Clark and share a plethora of stories about immigrants that settled in Oregon.
Plus, you can see the coin that gave Portland its name!
Address: 1200 SW Park Ave. Portland, Oregon
#33. Visit the Muji store downtown
Muji made its grand debut in Portland in 2018, their first store in the Pacific Northwest. Muji is a Japanese lifestyle brand that promotes minimalism and simple design. They sell clothing, stationary, home products and limited food.
MUJI stands for a shortened Japanese phrase Mujirushi Ryohin, which means “no brand quality goods.
Muji is a big name in Japan (we visited the store during our trip to Japan) and recently introduced itself to the US market. There’s currently only 19 Muji stores in America and Portland is lucky enough to have one of the store.
What’s more, since Portland has no sales tax, your purchases will be tax free. Win-win!
Weird Things to do in Portland (Helpful Information)
Best time to visit Portland
By and large, Portland tends to have mild weather year round. The one season I would avoid is winter because the colder temperatures make exploring less enjoyable (although there’s plenty of cozy coffee shops to take cover in!).
To that end, the best time to visit Portland is between May and October. The weather is comfortable (even during summer because there’s practically no humidity) and chance of rainfall is minimal.
If you can, try to time your visit with the vibrant spring season so that you can experience the cherry blossoms in full bloom or the breathtaking fall season when the city is ablaze with deep shades of orange, red and yellow.
Personally, my favorite seasons in Portland are fall (September/October) and spring (April/May). For what it’s worth!
Where to stay in Portland
I suggest staying in the downtown core area because it’s well connected to other areas by public transportation. My two top centrally-located hotel recommendations are:
- The Nines Hotel: Swanky special occasion hotel a stone’s throw from Pioneer Square. Whenever celebrities or athletes come to town, this is where they stay.
- Hotel Woodlark: New to the scene but makes quite an appearance. The lobby of this cute boutique hotel is home to Good Coffee, making it easy to start your day right.
Getting around Portland
- Biking is the number one way to get around Portland. In fact, Portland is rated the most bike-able city in America year after year. So grab a BIKETOWN bike to explore town.
- Driving in the city is fairly easy (especially if you’re comfortable driving in cities) and parking is reasonable at $2/hour in the downtown metered area.
- For longer stays, the City of Portland has 5 parking garages that charge the same rates as on-street parking ($2/hour or $13-$16 all day).
- Public Transportation is easy to use and fairly inexpensive ($2.50 for two hours/$5 all day). In addition to the bus, Portland offers the MAX and Portland Streetcar.
- Uber/Lyft/Taxi are operational in Portland and (based on personal experience) reasonably priced.
If driving in Portland, it’s important to know that pedestrians ALWAYS have the right of way — even if sidewalks are unmarked.
Where to eat in Portland
- Ken’s Bakery (for their chocolate croissant) and BAKESHOP (for everything, but especially their almond croissant). Both bakeries are owned by James Beard Foundation award winners — a big deal in the culinary world.
- Tasty n Alder (my favorite): I would go out of my way to eat at Tasty & Alder. It’s really good and very popular so lines start forming quickly. Don’t leave without trying the steak and eggs — seriously.
- Pine State Biscuits: Super famous biscuit joint in Portland, try the Reggie.
- Besaws: A classic establishment that recently relocated to a hipper setting. Try their dreamcakes and thank me later.
- Maurice (my other favorite): Scandinavian/French cuisine in the cutest (and tiniest) restaurant you will ever see! Get their smorrebrod and please take me with you!
- Screen Door: Best fried chicken in Portland, no argument about it and the long lines prove it. Have their chicken and waffles for brunch, it’s a huge portion better split between two.
- Pine Street Market: A bustling food hall with gourmet vendors and communal seating.
- Luc Lac: Try their signature Luc Lac plate, and the Vietnamese coffee – both delicious.
- Por Que No: Best tacos and guacamole in Portland.
- Lardo: The king of the sandwich! Although, I consider these burgers. Try the Nashville Hot Chicken Sandwich.
- Apizza Scholls: Arguably best pizza in Portland, think chewy, thin crust with the perfect ratio of toppings to dough.
- Pok Pok: The most famous restaurant in Portland, I would assume. I’ve been here a handful of times and enjoyed it, I recommend it for first time visitors.
- Paley’s Place: Pacific Northwest bistro fare/french cuisine served in a beautiful victorian home. We go to Paley’s for special occasions like our wedding anniversary.
- Jaqueline: Delicious seafood curated into beautiful and creative dishes. Get the tasting menu here, it runs $60 per person for 8 courses. In the world of tasting menus, it’s not a bad deal. I came here twice in one month after discovering it.
- Ava Genes: Fresh, farm to table Italian-inspired cuisine. The chef, Joshua McFadden authored a James Beard Award winning cookbook titled Six Seasons: A New Way with Vegetables. A book I cannot recommend enough, especially the mushroom recipes.
- Le Pigeon: French-inspired cuisine serving delightful dishes at communal tables. Reservations required and often book out weeks, sometimes months, in advance.
- Coquine: Casual cafe by day and farm to table American cuisine by night. Make sure to cap your meal with their famous chocolate chip cookie.
- 20 HONEST Pros & Cons of Living in Portland
- Local’s Guide to the Portland Rose Garden
- Guide to the Portland Farmers Market (PSU)
- Visiting Powell’s Books
Map of weird things to do in Portland
Portland has SO much to offer both visitors and locals alike, yet somehow maintains a homey “small town” feel. I think that’s a big reason why folks are flocking to the city in droves. But hey — hard to blame ’em!
And there you have it my friends, these are the best FREE, cheap and weird things to do in Portland. Hope you enjoy!
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Until next time,
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