Portland 3-Day Itinerary

The perfect long weekend in Portland: 3 days and 2 nights for about $1,298 for two, flights from New York included.

Three days of must-see attractions, local favorites, and insider tips, with what the weekend costs from where you fly.

Flying from

What 3 days, 2 nights costs

The fare from where you fly, two nights at the typical hotel night and three days of spend. Change it to fit your trip.

Travellers2

Nights2

Travel style

Changes daily spend only; the hotel night stays the same.

Fare · New York to Portland × 2
Economy round trip, usually about $365 each
$730
Hotel night · $119 × 2 nights
What a night here usually costs, from hotel prices we check every week. 2 travellers share a room.
$238
Daily spend · $55 × 2 travellers × 3 days
Restaurants, transport and paid sights, per person per day. The hotel isn't in it.
$330

Trip cost: flights + hotel + daily spend$1,298

3 days, 2 nights, 2 travellers, mid-range, flying from New York. Usual prices we track ourselves, not a price you can book.

How we know

Fare: the middle price of the economy round trips we found from New York on our latest check (half were cheaper, half dearer), for departures in the coming weeks.
Hotel night: the middle nightly price of the Portland hotels we check three times a week (see our hotel price index).
Daily spend: food, local transport and sights per person, from our city guide, by travel style. The hotel isn't in it.
Total: fare × travellers + hotel night × nights × rooms + daily spend × travellers × days. Prices move, so treat it as a guide, not a quote.

Each day's highlights in order. Want more days or a different pace? The planner at the end reshapes it around you.

1
Day 1Powell's Books
1. Pearl District galleries
2. Voodoo Doughnut
3. craft brewery crawl
2
Day 2Multnomah Falls
1. Columbia River Gorge hike
2. food cart pod dinner
3
Day 3Portland Japanese Garden
1. Washington Park rose gardens
2. Mississippi Ave neighborhood

Verified spots in Portland that the classic route skips.

Hidden GemsThe Freakybuttrue Peculiarium and Museum
A wonderfully odd roadside attraction in Northwest Portland packed with alien dioramas, bigfoot exhibits, and a bizarre soft-serve window that delights adventurous visitors.
Hidden GemsMill Ends Park
Recognized by the Guinness World Records as the world's smallest park, this charming two-foot-wide circle of greenery sits in the median of SW Naito Parkway.
Hidden GemsZupan's Markets - Burnside
Portland's upscale neighborhood grocer is a local institution where you can graze a spectacular prepared-foods bar and discover outstanding Oregon wines and artisan cheeses.
Hidden GemsPastaworks at Providore Fine Foods
This beloved SE Hawthorne food shop is a local institution stocking handmade fresh pasta, artisan charcuterie, and an expertly curated selection of imported Italian provisions.
Hidden GemsLan Su Chinese Garden
Tucked into Old Town, this walled Ming-dynasty-style garden with a teahouse feels like a secret portal to Suzhou, far removed from the surrounding city bustle.
Hidden GemsCathedral Park
Sitting beneath the soaring Gothic arches of the St. Johns Bridge, this underrated riverside park offers one of Portland's most dramatic and photogenic perspectives.

Each place was checked on Google Maps: real address, right city, still open.

Want a custom Portland itinerary?

Set your dates and pace; get a day-by-day Portland plan with real prices — free, no account needed.

Pick a length — five days, seven days, two weeks — and we'll shape a plan that matches your travel style and budget.