9 days in Portland & San Jose Itinerary

9 days in Portland & San Jose Itinerary

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Route & dates

9 days in Portland & San Jose Itinerary

Start: San Francisco
Fly:  4​h
1
Portland
— 5 nights
Fly:  3​h 45​min
2
San Jose
— 3 nights
Drive:  1​h
End: San Francisco

5
nights
Portland

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.
Get in touch with nature at Oneonta Gorge and Washington Park. Head to Portland Saturday Market and Live Laugh Love Artfor some retail therapy. Change things up with a short trip to Horsetail Falls- Columbia River Gorge in Hood River (about 40 minutes away). Dedicate the 8th (Mon) to wine at some of the top wineries in the area. There's lots more to do: stroll through Oregon Zoo, steep yourself in history at Pittock Mansion, test your team's savvy at popular escape rooms, and hike along Eagle Creek Trail Park.

To find maps, other places to visit, traveler tips, and other tourist information, you can read our Portland visit planner .

San Francisco to Portland is an approximately 4-hour flight. You can also do a combination of train and flight; or drive. When traveling from San Francisco in July, plan for somewhat warmer days and about the same nights in Portland: temperatures range from 83°F by day to 59°F at night. Finish your sightseeing early on the 11th (Thu) to allow enough time to travel to San Jose.

Things to do in Portland

Parks Tours Trails

Side Trips

Oneonta Gorge, Live Laugh Love Art, Horsetail Falls- Columbia River Gorge
Highlights from your plan
Forest Park ©
Forest Park
Oneonta Gorge ©
Oneonta Gorge

3
nights
San Jose

San Jose ©
The metropolitan center of Silicon Valley, San Jose considers itself a global city.
Give yourself a bit of retail therapy at Santana Row and San Jose Flea Market. You'll get in some beach time at Capitola Beach and Asilomar State Beach. Explore the numerous day-trip ideas around San Jose: Big Basin Redwoods State Park (in Boulder Creek), Scenic Road Walkway (in Carmel) and Dolphin & Whale Watching (in Moss Landing).

For where to stay, traveler tips, other places to visit, and more tourist information, use the San Jose day trip planning website .

Traveling by flight from Portland to San Jose takes 4 hours. Alternatively, you can do a combination of flight and train; or drive. In July, daytime highs in San Jose are 81°F, while nighttime lows are 59°F. Cap off your sightseeing on the 14th (Sun) early enough to go by car back home.

Things to do in San Jose

Outdoors Parks Beaches

Side Trips

Asilomar State Beach, Scenic Road Walkway, Dolphin & Whale Watching, Big Basin Redwoods State Park, Capitola Beach
Highlights from your plan
Santana Row ©
Santana Row
Big Basin Redwoods State Park ©
Big Basin Redwoods State Park
Asilomar State Beach ©
Asilomar State Beach

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