8 days in Bend & Portland Itinerary

8 days in Bend & Portland Itinerary

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Route & dates

8 days in Bend & Portland Itinerary

Start: Bend
— 4 nights
Drive:  3​h 30​min
— 3 nights
Drive:  3​h 30​min
End: Bend


Bend ©
An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Visiting Smith Rock State Park and Pilot Butte State Scenic Viewpoint will get you outdoors. Explore Bend's surroundings by going to Tokatee Golf Club (in McKenzie Bridge) and Quail Run Golf Course (in La Pine). There's still lots to do: explore the world behind art at High Desert Museum, play a few rounds at Aspen Lakes Golf Course, sample the tasty concoctions at Atlas Cider Co, and admire the sheer force of Tumalo Falls.

To find maps, photos, and more tourist information, use the Bend trip itinerary tool .

The Route module shows you travel options from your home to Bend. April in Bend sees daily highs of 58°F and lows of 33°F at night. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Portland.

Things to do in Bend

Outdoors Golf Parks

Side Trips

Redmond, Quail Run Golf Course, Tokatee Golf Club, Aspen Lakes Golf Course, Sunriver Resort
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Pilot Butte State Scenic Viewpoint ©


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.
Kick off your visit on the 27th (Sat): admire the sheer force of Multnomah Falls and then look for all kinds of wild species at Columbia River Gorge National Scenic Area. On the 28th (Sun), you'll have a packed day of sightseeing: learn about winemaking at Natalies Estate Winery, then indulge your taste buds at Sokol Blosser Winery, then learn about winemaking at Willamette Valley Vineyards, and finally look for gifts at Powell's City of Books.

To find traveler tips, reviews, ratings, and other tourist information, read Portland tour itinerary tool .

Traveling by car from Bend to Portland takes 3.5 hours. Alternatively, you can fly; or take a bus. Traveling from Bend in April, plan for a bit warmer nights in Portland, with lows around 45°F. Wrap up your sightseeing by early afternoon on the 29th (Mon) to allow time for the car ride back home.

Things to do in Portland

Parks Nature Wildlife

Side Trips

Sokol Blosser Winery, Natalies Estate Winery, Columbia River Gorge National Scenic Area, Multnomah Falls, Willamette Valley Vineyards
Highlights from your plan
Multnomah Falls ©
Multnomah Falls
Oregon Zoo ©
Oregon Zoo