Three days in Portland: a city that put a bookshop and a forest at its centre
Two nights downtown: the square, a block-sized bookshop and a Chinese garden, a day in the west hills among roses and Japanese maples, and a last morning on an extinct volcano.
- Length
- 3 days, 2 nights
- Where you stay
- Portland (Oregon)
- Places
- 9 across 3 days

Portland is the least imposing large city on the west coast and it is entirely comfortable with that. Six hundred and fifty thousand people, low buildings, blocks that are half the size of a normal American block, and a five thousand acre forest starting a mile and a half from the middle of downtown.
What it does have, disproportionately, is things done properly by people who care too much: coffee roasted to a fault, a Japanese garden that Japanese visitors call the most authentic outside Japan, a bookshop occupying an entire city block, and a food cart scene that turned a car park into a legitimate reason to visit a city.
Three days covers the downtown, the park on the hill and one east side neighbourhood, and leaves you with the two things people really come here for: eating well for very little money, and the Columbia Gorge an hour up the river.
Highlights
- A Japanese garden on a hillside with Mount Hood framed between the trees
- Ten thousand rose bushes on a terrace above the city, free to walk into
- A bookshop with a whole city block and a colour-coded map to find your way out
- A walled scholar's garden built by artisans from Suzhou, in the middle of Chinatown
- An extinct volcano inside the city limits, with a reservoir and a running track on it
Where to stay

Portland, two nights
The city sits where the Willamette meets the Columbia, with the west hills on one side and a flat grid of neighbourhoods on the other, and the river splits it into a compact downtown and a much larger east side of low wooden houses and shopping streets.
Stay downtown or in the converted warehouse blocks immediately north of it, which puts you on the streetcar and within walking distance of everything on the first day. The east side is cheaper and is where the food and the bars actually are, and it is ten minutes back over the bridge.
Day by day
Day 1 in Portland (Oregon)
The square, a bookshop the size of a block, and a Ming garden
The whole of the first day fits inside twelve of Portland's very short blocks.
Pioneer Courthouse Square is the middle of the city, a brick amphitheatre built on a demolished car park after a public campaign, with the bricks carrying the names of the people who paid for them. There is a weather machine that performs at noon, which is exactly the level of civic whimsy this place operates at.
Powell's is four blocks northwest and takes a colour-coded map to navigate: an entire city block, new and second-hand shelved together, several floors, and a rare book room upstairs. Budget an hour and expect to lose two.
In the afternoon, walk up into Chinatown for the Lan Su garden. It was built in 2000 by artisans from Suzhou, Portland's sister city, using materials shipped from China, and it is a full Ming dynasty scholar's garden compressed into one city block: a pond, covered walkways, a teahouse and a great deal of very deliberate rock. Have tea in it.
Then down to the river. The waterfront park replaced a six-lane expressway in 1974, which was the first time an American city had torn out a motorway to put a park back, and it is where everybody goes in the evening.
- 13:00
Pioneer Courthouse Square
ArchitectureFree, always open, and the amphitheatre steps are the best place to sit and work out where you are. The visitor centre underneath sells transit passes.

- 13:45
Powell's City of Books
OtherTake a map from the entrance. The Pearl Room upstairs holds the rare and signed stock and is worth going up for even if you buy nothing. Open late, seven days.

- 15:30
Lan Su Chinese Garden
NatureOne city block, walled, with a teahouse on the upper level looking over the pond. Ninety minutes including tea. Small entry fee, and it is worth going late in the afternoon when the light drops behind the walls.

- 17:30
Tom McCall Waterfront Park
LeisureA mile of lawn along the Willamette with the bridges upstream and downstream. Free. Best in the last hour of light, and the Saturday market sets up at its northern end at weekends.

With more time: The doughnut shop with the pink boxes and the permanent queue is two minutes from the bookshop. It is a good deal more famous than it is good, and the bakery three doors down usually has no queue at all.
Day 2 in Portland (Oregon)
Roses, Japanese maples and a mansion on the hill
The whole day goes up into the west hills, ten minutes from downtown on the MAX, where four things worth the trip sit within a mile of each other.
Start with the roses. The International Rose Test Gardens sit on a terrace above the city with about ten thousand bushes in six hundred varieties, laid out as a working test garden where new cultivars are trialled. It is free, it has been here since 1917, and on a clear June morning it is the reason this is called the Rose City.
Uphill from it is the Japanese garden, which is the finest thing in Portland and one of the best outside Japan. Eight distinct gardens on a wooded hillside: a strolling pond garden, a flat garden, a sand and stone garden and a tea garden, with a view over the city from the terrace that puts Mount Hood exactly where the designer wanted it. Go slowly and stay for tea.
The arboretum is next door if the legs are willing: twelve miles of trail through a thousand species of tree, free, and the western end runs straight into the five thousand acres of city forest beyond it.
Finish at Pittock Mansion, a French Renaissance pile built in 1914 by the man who owned the newspaper, sitting a thousand feet above the city. The house is a museum and the lawn outside it is free, and the view east from that lawn at sunset takes in the whole city with Mount Hood behind it.
- 09:30
International Rose Test Gardens
NatureFree, open dawn to dusk. Peak bloom is late May into June and again in September. The amphitheatre below the terraces is a good place to sit and look at the skyline.

- 11:00
Portland Japanese Garden
NatureTimed tickets, booked online, and the early slots are the quiet ones. Two hours. There is a teahouse serving properly whisked matcha and a cafe with a view over the trees.

- 13:30
Lunch in the park
EatThe cafe at the Japanese garden is good and small. Otherwise take the MAX one stop down to the Nob Hill blocks on 23rd Avenue, which has a street's worth of options.
- 15:00
Hoyt Arboretum
LeisureFree, open always, and twelve miles of trail. The redwood and magnolia trails are the ones to walk if you only have an hour. Paths are paved near the visitor centre and rough further out.

- 16:45
Pittock Mansion
HistoricThe house is ticketed and closed on some weekdays in winter; the lawn and the view are free and open. Go for the last two hours of daylight, which is when the mountain shows.

With more time: The zoo is on the same MAX stop up the hill and is a good half day with children, with the deepest underground light rail station in the country beneath it. The lift takes 260 feet and the walls of the shaft are cut through sixteen million years of rock.
Day 3 in Portland (Oregon)
The east side, a volcano in a park, and a pub in a picture palace
The last morning crosses the river to the half of Portland where people live.
Mount Tabor is an extinct volcanic cinder cone inside the city limits, which very few American cities can claim, with reservoirs cut into its flanks and a road to the top that is closed to cars on Wednesdays. The climb takes twenty minutes and the view west from the summit takes in downtown with the west hills behind it.
Come down the western side into the Hawthorne district for lunch, which is a mile of second-hand shops, record stores and food carts and is the most concentrated version of the Portland cliché you will find.
The cinema pub on that street is the thing to end on. It is a 700-seat picture palace from 1927 that shows second-run films with a beer and a pizza brought to your seat, for less than an ordinary cinema ticket costs elsewhere. If nothing is on that you want, the bar downstairs is open regardless.
Then the airport, which is thirty-five minutes away on the MAX with one change, or twenty-five in a taxi.
- 09:30
Mount Tabor Park
LeisureFree and open. Park at the bottom and walk up; the summit is a twenty minute climb on a path through fir trees. Sunset from the western slope is the local ritual.

- 12:00
Lunch from a cart
EatThe pods on the east side have covered seating and a beer counter, and nothing costs more than about twelve dollars. Order from two carts and share.
- 13:30
Bagdad Theater and Pub
CultureA 1927 cinema showing second-run films with beer and pizza brought to the seat. Tickets are a few dollars. Check the listings; the bar and the pub food are worth it either way.

With more time: The Grotto, up on a basalt cliff on the northeast side and roughly on the way to the airport, is a Catholic sanctuary of shrines and gardens with a lift up the rock face to an upper level that is silent and almost empty.
Before you go
Getting in
Portland International is twenty minutes northeast of downtown on the MAX red line, which runs into the middle of the city for the price of an ordinary fare. It is consistently voted the best airport in the country, largely for its carpet and its bookshops, which tells you a good deal about the city.
Trains from Seattle take three and a half hours down the Cascades corridor and from Los Angeles a very long day; both arrive at the 1896 station north of downtown with the neon sign on the clock tower.
Getting around
MAX light rail, streetcars and buses all take a tapped contactless card and cap your daily spend automatically. Downtown blocks are 200 feet, half the length of most American cities, so distances that look long on a map take no time at all.
This is the most cycle-friendly large city in the country and hire bikes are everywhere. There is no sales tax in Oregon, which makes the bookshop and everything else quietly cheaper than you expect.
The food carts
Several hundred carts operate in clusters, called pods, on surface lots around the city. They are permanently sited rather than mobile, they are inspected like restaurants, and they are where a lot of the best cooking here happens for eight or ten dollars.
The downtown pods serve the office lunch crowd on weekdays. The east side pods, particularly around Hawthorne and Alberta, run into the evening and most of them have a roof and somewhere to buy a pint.
When to come
June to September, without much argument: dry, warm, light until nine, and the roses are at their peak in late May and June. The rest of the year is grey and drizzling rather than genuinely wet, and locals do not use umbrellas.
The rose festival in early June turns the waterfront into a fairground for a fortnight and fills the hotels.
Portland is not a spectacular city and it does not try to be. It is a place with a very high floor: the coffee is good everywhere, the bread is good everywhere, the park at the top of the hill is free and beautifully kept.
Three days is enough to notice that, and about the point at which people start looking at house prices.
Make it your trip
Every stop, day and place here lands in your account as an editable trip. Move the days around, swap a city, add your own bookings and costs, and share it with whoever is coming.
Common questions
- Is three days enough for Portland?
- For the city, yes. The reason to stay longer is everything within two hours: the Columbia River Gorge and its waterfalls, Mount Hood, the Willamette wine valley and the Oregon coast. Portland is a good base for a week that is mostly spent driving out of it.
- What is the best day trip?
- The Columbia Gorge, forty minutes east, driving the old scenic highway past a string of waterfalls including one that drops six hundred feet in two tiers. A full day adds Mount Hood and comes back through the fruit orchards, which is one of the best drives in the northwest.
- Do I need a car?
- Not in the city. MAX and the buses cover everything here, including the airport and the hill gardens. Hire one for the Gorge or the coast, which is where a car genuinely changes what you can do.
- Does it really rain all the time?
- It rains often and lightly between October and May, and the annual total is lower than New York's. The complaint locals actually have is the grey, which sits for weeks. July through September is dry and reliably beautiful.
- Is there really no sales tax?
- None. The price on the label is the price you pay, which makes Oregon a popular place for people from Washington State to do their shopping, and makes the bookshop more dangerous than it already was.
- Is downtown safe?
- Yes, with the same caveat as most west coast cities: there is visible street homelessness in parts of downtown, which is distressing rather than dangerous. The areas in this article are ordinary and busy. Do not leave anything in a parked car.