15 days in Oregon Itinerary

On the 10th (Mon), walk around Lithia Park. Here are some ideas for day two: catch a live performance at Oregon Shakespeare Festival and then relax and float downstream with a rafting and tubing tour.

To find traveler tips, where to stay, other places to visit, and other tourist information, you can read our Ashland trip itinerary maker tool.

Puerto Vallarta, Mexico to Ashland is an approximately 10.5-hour combination of flight and car. You'll gain 2 hours traveling from Puerto Vallarta to Ashland due to the time zone difference. Traveling from Puerto Vallarta in June, expect cooler with lows of 15°C in Ashland. Wrap up your sightseeing on the 11th (Tue) early enough to drive to Crater Lake National Park.

Kick off your visit on the 12th (Wed): explore the striking landscape of Crater Lake National Park.

To find traveler tips, more things to do, where to stay, and other tourist information, you can read our Crater Lake National Park trip itinerary planner.

You can drive from Ashland to Crater Lake National Park in 2 hours. Alternatively, you can do a combination of bus and taxi. In June in Crater Lake National Park, expect temperatures between 35°C during the day and 15°C at night. Wrap up your sightseeing on the 12th (Wed) early enough to drive to Bend.

On the 13th (Thu), indulge in some personalized pampering at some of the best spas, then take a memorable drive along McKenzie Pass-Santiam Pass loop, then visit City of Sisters, and finally admire the majestic nature at Smith Rock State Park. Get ready for a full day of sightseeing on the next day: examine the collection at High Desert Museum, brush up on your knowledge of spirits at Oregon Spirit Distillers, and then let the river carry you with a rafting and tubing tour.

For where to stay, other places to visit, photos, and more tourist information, use the Bend visit planner.

You can drive from Crater Lake National Park to Bend in 2.5 hours. Another option is to do a combination of taxi and bus. Traveling from Crater Lake National Park in June, things will get little chillier in Bend: highs are around 28°C and lows about 8°C. Wrap up your sightseeing on the 14th (Fri) early enough to fly to Hood River.

Start off your visit on the 15th (Sat): admire the engineering at Bonneville Lock & Dam, then examine the collection at Columbia Gorge Discovery Center & Museum, and then brush up on your military savvy at Fort Dalles Museum and Anderson Homestead. On the 16th (Sun), you'll have a packed day of sightseeing: examine the collection at Western Antique Aeroplane & Automobile Museum, then look for all kinds of wild species at Columbia River Gorge National Scenic Area, and then trek along Historic Columbia River Highway State Trail.

To find maps, traveler tips, and more tourist information, refer to the Hood River trip itinerary planning website.

Getting from Bend to Hood River by flight takes about 2.5 hours. Other options: drive; or take a bus. Traveling from Bend in June, expect a bit warmer with lows of 15°C in Hood River. Finish up your sightseeing early on the 16th (Sun) so you can go by car to Astoria.

Start off your visit on the 17th (Mon): immerse yourself in nature at Oswald West State Park, then explore the striking landscape at Haystack Rock, and then tour the pleasant surroundings at Cannon Beach. On the 18th (Tue), you'll have a packed day of sightseeing: look for gifts at Beach Books, admire the majestic nature at Ecola State Park, then steep yourself in history at Lewis & Clark Salt Works, then immerse yourself in nature at Fort Stevens State Park, and finally pause for some photo ops at Astoria Column.

For reviews, traveler tips, ratings, and more tourist information, read our Astoria trip itinerary planner.

Drive from Hood River to Astoria in 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Hood River in June, expect nights in Astoria to be about the same, around 13°C, while days are slightly colder, around 22°C. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Newport.

Start off your visit on the 19th (Wed): take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, then take in the waterfront at Yachats coastline, and then visit a coastal fixture at Heceta Head Lighthouse. On the 20th (Thu), you'll have a packed day of sightseeing: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, then take in the views from Yaquina Bay Bridge, and then get up close and personal with brilliant marine life at Oregon Coast Aquarium.

To plan Newport vacation without wasting time, ask Inspirock to design an itinerary.

You can drive from Astoria to Newport in 3.5 hours. Alternatively, you can take a bus. When traveling from Astoria in June, plan for slightly colder days and about the same nights in Newport: temperatures range from 19°C by day to 10°C at night. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Portland.

Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: take in nature's colorful creations at International Rose Test Garden, look for gifts at Powell's City of Books, examine the collection at Oregon Museum of Science and Industry, and meet the residents at Oregon Zoo: Together for Wildlife.

For other places to visit, ratings, where to stay, and more tourist information, read our Portland trip planner.

Drive from Newport to Portland in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and train. Traveling from Newport in June, expect Portland to be somewhat warmer, temps between 29°C and 15°C. On the 24th (Mon), wrap the sightseeing up by early afternoon so you can fly back home.