8 days in Oregon Itinerary

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.

You'll find plenty of places to visit near Portland: Starvation Creek State Park (in Cascade Locks) and Multnomah Falls (in Bridal Veil). The adventure continues: take in nature's colorful creations at International Rose Test Garden, get to know the resident critters at Oregon Zoo, admire the landmark architecture of Pittock Mansion, and stroll around Hoyt Arboretum.

For other places to visit, photos, where to stay, and tourist information, go to the Portland vacation planner.

New York City to Portland is an approximately 8-hour flight. You can also drive; or take a train. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Traveling from New York City in July, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 59°F. Wrap up your sightseeing on the 16th (Sun) early enough to fly to 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.

On the 17th (Mon), contemplate the waterfront views at Deschutes River, explore the striking landscape of Deschutes National Forest, and then relax and float downstream with a rafting and tubing tour.

To see ratings, other places to visit, photos, and more tourist information, use the Bend trip maker site.

Traveling by flight from Portland to Bend takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Portland in July, plan for slightly colder nights in Bend, with lows around 52°F. Finish up your sightseeing early on the 17th (Mon) so you can go by car to Crater Lake National Park.

Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.

Kick off your visit on the 18th (Tue): explore the wealth of natural beauty at Crater Lake National Park.

To see traveler tips, maps, reviews, and more tourist information, you can read our Crater Lake National Park day trip planning tool.

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 July, things will get a bit warmer in Crater Lake National Park: highs are around 94°F and lows about 61°F. Cap off your sightseeing on the 18th (Tue) early enough to go by car to Ashland.

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 19th (Wed): relax and float downstream with a rafting and tubing tour and then stroll around Lithia Park.

To see maps, ratings, photos, and other tourist information, read Ashland online trip maker.

You can drive from Crater Lake National Park to Ashland in 2 hours. Alternatively, you can do a combination of taxi and bus. In July, plan for daily highs up to 94°F, and evening lows to 61°F. Cap off your sightseeing on the 19th (Wed) early enough to catch the flight to Cannon Beach.

Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 20th (Thu): admire the majestic nature at Tolovana Beach State Recreation Site, then take in the dramatic natural features at Haystack Rock, and then kick back and relax at Cannon Beach.

To see reviews, traveler tips, more things to do, and other tourist information, use the Cannon Beach trip itinerary app.

You can fly from Ashland to Cannon Beach in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Ashland in July, expect nights in Cannon Beach to be slightly colder, around 55°F, while days are cooler, around 69°F. On the 21st (Fri), you'll travel back home.