Woodlark Hotel – it’s near everything in the “old city” area of Portland. Easy for walking, biking, and strollers.
I would also recommend an AirBnB in either the Richmond neighborhood or Ladd’s Addition. Ladd’s Addition is just a really unique area.
Food carts – just walk around, you’ll find one to your liking. I liked a boa buns place called Boa Boa on 3rd and Washington.
Voo doo/ blue star – they are doughnuts, good ones, neither will make you see god. If you’re ambivalent about donuts (like me) I would do neither and save your sugar overload for the ice cream.
Fifty Licks – ice cream.
Salt and Straw – more ice cream, I liked Fifty Licks better
Wiz Bang Bar – the soft serve off-shoot of Salt and Straw
Tasty & Alder/Tasty & Daughters – sister restaurants with very different menus, both fantastic food and cocktails
Luc Lac Vietnamese
Von Ebert (fried food)
The Big Legrowlski
Powell’s Books – great for new or used, excellent condition
Pittock Mansion – pretty interesting tour of the property, belonged to a Portland mover and shaker. You can hike up the mansion, if you’re up for a walk. Beautiful scenery along the way. I took a route that went past the Japanese Garden and arboretum.