16 days in Portland & San Francisco Itinerary

16 days in Portland & San Francisco Itinerary

Created using Inspirock United States Trip Planner

Make it your trip
1
Portland
— 6 nights
Fly
2
San Francisco
— 9 nights
Fly

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Portland

— 6 nights

City of Roses

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.
Your itinerary includes some good beach time at Haystack Rock and Cannon Beach. Escape the urban bustle at Portland Timbers and Columbia River Gorge National Scenic Area. You'll find plenty of places to visit near Portland: Evergreen Aviation & Space Museum (in McMinnville), Ecola State Park (in Cannon Beach) and Multnomah Falls (in Bridal Veil). There's lots more to do: look for gifts at Powell's City of Books, get your game on at Ground Kontrol Classic Arcade, take in nature's colorful creations at Lan Su Chinese Garden, and walk around Laurelhurst Park.

To see maps, traveler tips, where to stay, and other tourist information, you can read our Portland day trip site.

The Route module can give you travel options from your home to Portland. In September, daily temperatures in Portland can reach 76°F, while at night they dip to 55°F. Wrap up your sightseeing on the 20th (Wed) to allow time to fly to San Francisco.

Things to do in Portland

Parks · Nature · Outdoors · Beaches

Side Trips

Find places to stay Sep 14 — 20:

San Francisco

— 9 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Head to Ferry Building Marketplace and Ghirardelli Squarefor some retail therapy. Your itinerary includes some good beach time at Fitzgerald J V Marine Reserve and Rodeo Beach. Venture out of the city with trips to Safari West (in Santa Rosa) and Pride Mountain Vineyards (in St. Helena). And it doesn't end there: take a stroll through Union Square, visit Chinatown, take some stellar pictures from Twin Peaks, and head off the coast to Alcatraz Island.

Ask Inspirock to suggest an itinerary and make planning a trip to San Francisco fast, fun, and easy.

You can fly from Portland to San Francisco in 3.5 hours. Other options are to drive; or take a bus. In September, daily temperatures in San Francisco can reach 76°F, while at night they dip to 58°F. On the 29th (Fri), you'll have the morning to explore before heading back home.

Things to do in San Francisco

Parks · Outdoors · Beaches · Neighborhoods

Side Trips

Find places to stay Sep 20 — 29: