14 days in Oregon Itinerary

Go for a jaunt from Portland to Bridal Veil to see Multnomah Falls about 36 minutes away. Dedicate the 2nd (Wed) to wine at some of the top wineries in the area. There's still lots to do: admire the natural beauty at International Rose Test Garden, stop by Powell's City of Books, learn the secrets of beer at a beer tour and tasting, and stroll around Forest Park.

To find traveler tips, reviews, and tourist information, use the Portland trip builder.

Montreal, Canada to Portland is an approximately 10-hour flight. You can also drive; or do a combination of train and car. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. Traveling from Montreal in July, plan for little chillier nights in Portland, with lows around 17°C. Finish up your sightseeing early on the 2nd (Wed) so you can catch the flight to Yachats.

Start off your visit on the 3rd (Thu): Head underground at Sea Lion Caves, stroll through Cape Perpetua Visitor Center - Siuslaw National Forest, and then take a leisurely stroll along Yachats coastline.

For reviews, maps, traveler tips, and more tourist information, read Yachats online trip itinerary maker.

Traveling by flight from Portland to Yachats takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Portland in August, you will find days in Yachats are much colder (20°C), and nights are a bit cooler (12°C). Wrap up your sightseeing on the 3rd (Thu) early enough to drive to Hood River.

Start off your visit on the 4th (Fri): take a memorable drive along Hood River County Fruit Loop, contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then hike along Historic Columbia River Highway State Trail.

For ratings, where to stay, photos, and more tourist information, you can read our Hood River trip planner.

You can drive from Yachats to Hood River in 4 hours. Alternatively, you can take a bus; or do a combination of bus and train. Prepare for a bit warmer weather when traveling from Yachats in August: high temperatures in Hood River hover around 32°C and lows are around 18°C. Wrap up your sightseeing on the 4th (Fri) to allow time to fly to Bend.

Explore the numerous day-trip ideas around Bend: Sisters (City of Sisters, McKenzie Pass-Santiam Pass loop, &more) and Smith Rock State Park (in Redmond). There's lots more to do: relax and float downstream with a rafting and tubing tour, contemplate the waterfront views at Deschutes River, explore the wealth of natural beauty at Deschutes National Forest, and see the interesting displays at High Desert Museum.

For maps, traveler tips, and other tourist information, read our Bend vacation planning website.

You can fly from Hood River to Bend in 2.5 hours. Other options are to drive; or take a bus. Traveling from Hood River in August, expect slightly colder with lows of 13°C in Bend. Finish your sightseeing early on the 7th (Mon) so you can drive to Crater Lake National Park.

Kick off your visit on the 8th (Tue): explore the striking landscape of Crater Lake National Park.

To see traveler tips, other places to visit, and more tourist information, you can read our Crater Lake National Park journey website.

Traveling by car from Bend to Crater Lake National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Bend in August, things will get a bit warmer in Crater Lake National Park: highs are around 39°C and lows about 18°C. Cap off your sightseeing on the 8th (Tue) early enough to go by car to Ashland.

On the 9th (Wed), relax and float downstream with a rafting and tubing tour and then walk around Lithia Park.

To find more things to do, ratings, other places to visit, and other tourist information, use the Ashland online tour itinerary planner.

Getting from Crater Lake National Park to Ashland by car takes about 2 hours. Other options: do a combination of taxi and bus. In August in Ashland, expect temperatures between 39°C during the day and 18°C at night. Wrap up your sightseeing on the 9th (Wed) early enough to fly to Cannon Beach.

Kick off your visit on the 10th (Thu): take in the exciting artwork at DragonFire Gallery, then take in the dramatic natural features at Haystack Rock, and then stroll through Cannon Beach. On your second day here, admire the majestic nature at Ecola State Park, then immerse yourself in nature at Oswald West State Park, and then tour the pleasant surroundings at Cedar Wetlands Preserve.

For traveler tips, reviews, other places to visit, and tourist information, refer to the Cannon Beach attractions planner.

Traveling by flight from Ashland to Cannon Beach takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Ashland in August, plan for much colder days and a bit cooler nights in Cannon Beach: temperatures range from 25°C by day to 15°C at night. Finish your sightseeing early on the 12th (Sat) so you can fly back home.