01

Day 01

Washington Park, Pittock Mansion & the Pearl

Gardens in the hills, a mansion with a view and an evening in the Pearl.

1. Morning

   International Rose Test Garden

   Take the MAX to Washington Park and walk to the Rose Test Garden while the light is soft and the terraces are quiet.

2. Late Morning

   Portland Japanese Garden

   Cross the road to the Japanese Garden, with timed tickets booked in advance, and wander its ponds and moss gardens.

3. Lunch

   Northwest 23rd Avenue

   Head down to Northwest 23rd Avenue for lunch at a cafe, then browse its boutiques.

4. Afternoon

   Pittock Mansion

   Visit the mansion and its lawn for the view over the city and Mount Hood.

5. Late Afternoon

   Powell's City of Books

   Get lost in the color-coded rooms of Powell's on West Burnside.

6. Evening

   Pearl District

   Have dinner in the Pearl District, at Andina or another neighborhood favorite.

02

Day 02

Downtown, Old Town & the Waterfront

Portland's living room, a Chinese garden, the river and a famous dinner.

1. Morning

   Pioneer Courthouse Square

   Start in Portland's living room, then walk the South Park Blocks to the Portland Art Museum.

2. Late Morning

   Portland Art Museum

   Explore the collections and the new glass Rothko Pavilion, reopened in November 2025.

3. Lunch

   Food cart pod

   Grab lunch at a downtown food cart pod.

4. Afternoon

   Lan Su Chinese Garden

   Stroll the walled garden and stop for tea in the teahouse.

5. Late Afternoon

   Tom McCall Waterfront Park

   Walk the riverfront loop across the Steel Bridge and back along the Eastbank Esplanade, passing the Keep Portland Weird sign.

6. Evening

   Le Pigeon

   Book dinner at Le Pigeon, or walk next door to Canard for a more casual meal.