8 days in Portland Itinerary

8 days in Portland Itinerary

Created using Inspirock Portland trip planner

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— 7 nights


Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Relax by the water at Haystack Rock and Cannon Beach. Give yourself a bit of retail therapy at Powell's City of Books and Northwest (Nob Hill). Explore the numerous day-trip ideas around Portland: Sokol Blosser Winery (in Dundee), Multnomah Falls (in Troutdale) and Starvation Creek State Park (in Cascade Locks). Dedicate the 9th (Sun) to wine at some of the top wineries in the area. Next up on the itinerary: explore the activities along Columbia River Gorge National Scenic Area, appreciate the history behind Astoria Column, contemplate the long history of Pittock Mansion, and hit the slopes at Timberline Lodge and Ski Area.

For traveler tips, where to stay, other places to visit, and other tourist information, you can read our Portland trip planner .

June in Portland sees daily highs of 77°F and lows of 56°F at night. Finish your sightseeing early on the 13th (Thu) to allow enough time to travel back home.

Things to do in Portland

Parks Nature Tours

Side Trips

Cannon Beach, Astoria, Columbia River Gorge National Scenic Area, Timberline Lodge and Ski Area, Columbia River Highway
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach