11 days in Ashland & Portland Itinerary

11 days in Ashland & Portland Itinerary

Created using Inspirock Oregon Trip Planner

Make it your trip
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Ashland
— 2 nights
Fly
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Portland
— 8 nights

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Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. Southern Oregon University has been added to your itinerary. Start off your visit on the 1st (Tue): stop by Rogue Creamery, relax and float downstream with a rafting and tubing tour, then explore the world behind art at Schneider Museum of Art, and finally listen to music at Southern Oregon University. Get ready for a full day of sightseeing on the next day: walk around Lithia Park and then catch a live performance at Oregon Shakespeare Festival.

To find more things to do, ratings, where to stay, and more tourist information, you can read our Ashland trip maker tool.

Portland to Ashland is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Portland in August, you will find days in Ashland are somewhat warmer (93°F), and nights are about the same (60°F). Finish up your sightseeing early on the 3rd (Thu) so you can travel to Portland.

Things to do in Ashland

Nightlife · Tours · Outdoors · Adventure

Side Trip

Portland

— 8 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 day by day itinerary now includes Everybody's Bike Rentals & Tours, Cycle Portland - Bike Tours, Rentals, Repairs, Latimer Quilt & Textile Center, and other attractions you added. Museum-lovers will get to explore Evergreen Aviation & Space Museum and Oregon Museum of Science and Industry. Do your shopping at Powell's City of Books and Portland Saturday Market. Venture out of the city with trips to Astoria Column (in Astoria), Cannon Beach (Haystack Rock & Cannon Beach) and Multnomah Falls (in Bridal Veil). There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, indulge your taste buds at Food & Drink, putt your heart out at Oaks Amusement Park, and gain insight at Portland State University.

To see reviews, traveler tips, more things to do, and tourist information, use the Portland trip planning app.

Traveling by flight from Ashland to Portland takes 5 hours. Alternatively, you can drive; or take a bus. While traveling from Ashland, expect little chillier days and about the same nights in Portland, ranging from highs of 85°F to lows of 60°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to travel back home.

Things to do in Portland

Outdoors · Tours · Parks · Wineries

Side Trips