Stop comparing options and building your own itinerary. We have already done it, every pick includes the full plan, insider tips, reservation advice, maps, backups, and the exact order to do it in.
Every one runs start to finish, the spots, the timing, the order to do them in, plus reservations, maps, budgets, and a backup for each.
Downtown puts you within a walk of Powell's, the waterfront, the food carts, and the MAX and streetcar, and a straight ride from the airport.
A grand, art-filled hotel in the heart of downtown, topped by the Departure rooftop bar and restaurant with skyline views. It's a stylish, perfectly central base with a great perch built in.
Downtown is central and convenient but can feel uneven block to block, so pick a hotel in the lively retail-and-Pearl-adjacent core. For sheer convenience, it's the easy call.
Add the lack of sales tax, and a car-free, central Portland trip is both the easiest and the cheapest way to do the city.
Planning a guide like this yourself can take 4–6 hours. Here, it's already done, yours to download in seconds.
We've done every one of these guides ourselves.
Some are where we celebrate birthdays. Some are where we take friends visiting Portland. Some have just become our favorite “we don't even need to think about it” go-tos.
These are the guides we recommend to the people we care about most.
Now go enjoy it,
The Five On ItPick one, make the reservation, and go - the hard part is already done.
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