20 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: Evergreen Aviation & Space Museum (in McMinnville), Multnomah Falls (in Bridal Veil) and Domaine Divio (in Newberg). Dedicate the 4th (Tue) to wine at some of the top wineries in the area. The adventure continues: admire the natural beauty at International Rose Test Garden, sample some tasty brews at a beer tour and tasting, stop by Powell's City of Books, and admire the landmark architecture of Pittock Mansion.

For more things to do, ratings, and tourist information, you can read our Portland driving holiday planner.

Manchester, UK to Portland is an approximately 15.5-hour flight. You'll gain 8 hours traveling from Manchester to Portland due to the time zone difference. Traveling from Manchester in July, things will get somewhat warmer in Portland: highs are around 33°C and lows about 17°C. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Hood River.

The city of Hood River is the seat of Hood River County, Oregon, United States. You'll find plenty of places to visit near Hood River: Bonneville Lock & Dam (in Cascade Locks) and Government Camp (Timberline Lodge and Ski Area & Little Zigzag Falls). Next up on the itinerary: contemplate the waterfront views at Columbia River Gorge National Scenic Area, examine the collection at Columbia Gorge Discovery Center & Museum, trek along Historic Columbia River Highway State Trail, and take a memorable drive along Hood River County Fruit Loop.

For traveler tips, more things to do, other places to visit, and tourist information, use the Hood River trip maker website.

You can drive from Portland to Hood River in 1.5 hours. Alternatively, you can take a bus; or take a train. In July in Hood River, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 8th (Sat) 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.

Venture out of the city with trips to Dee Wright Observatory (in Blue River), Smith Rock State Park (in Redmond) and Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop). Next up on the itinerary: let the river carry you with a rafting and tubing tour, trek along Pilot Butte State Scenic Viewpoint, take a peaceful walk through Deschutes National Forest, and examine the collection at High Desert Museum.

To find ratings, reviews, and tourist information, go to the Bend road trip site.

Traveling by flight from Hood River to Bend takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Hood River in July, plan for a bit warmer days and a bit cooler nights in Bend: temperatures range from 34°C by day to 13°C at night. Finish your sightseeing early on the 11th (Tue) to allow enough time to drive to Crater Lake National Park.

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

On the 12th (Wed), explore the striking landscape of Crater Lake National Park.

To find ratings, photos, where to stay, and more tourist information, use the Crater Lake National Park driving holiday tool.

You can drive from Bend to Crater Lake National Park in 2.5 hours. Another option is to do a combination of bus and taxi. Traveling from Bend in July, things will get somewhat warmer in Crater Lake National Park: highs are around 40°C and lows about 19°C. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Ashland.

Ashland is a city in Jackson County, in the State of Oregon. Start off your visit on the 13th (Thu): catch a live performance at Oregon Shakespeare Festival and then relax and float downstream with a rafting and tubing tour. Get ready for a full day of sightseeing on the next day: walk around Lithia Park, explore the activities along Rogue River, then take in the exciting artwork at The Glass Forge, and finally examine the collection at Bear Hotel Artworks Museum.

To find more things to do, maps, reviews, and more tourist information, you can read our Ashland driving holiday planner.

You can drive from Crater Lake National Park to Ashland in 2 hours. Another option is to do a combination of taxi and bus. In July, plan for daily highs up to 40°C, and evening lows to 19°C. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Newport.

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.

You'll find plenty of places to visit near Newport: Florence (Sea Lion Caves & Heceta Head Lighthouse) and Yachats (Cape Perpetua Visitor Center - Siuslaw National Forest & Yachats coastline). There's lots more to do: get up close and personal with brilliant marine life at Oregon Coast Aquarium, enjoy the sea views from Yaquina Head Lighthouse, cruise along Oregon Coast Hwy, and take in the waterfront at Newport's Historic Bayfront.

To find ratings, reviews, more things to do, and tourist information, read Newport travel route planning tool.

Traveling by car from Ashland to Newport takes 5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. While traveling from Ashland, expect cooler days and slightly colder nights in Newport, ranging from highs of 20°C to lows of 11°C. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Cannon Beach.

Cannon Beach is a city in Clatsop County, Oregon, United States. On the 18th (Tue), examine the collection at International Police Museum, then admire the majestic nature at Oswald West State Park, then enjoy the sand and surf at Cannon Beach, and finally take in the dramatic natural features at Haystack Rock. Keep things going the next day: admire the majestic nature at Hug Point State Park, admire the majestic nature at Ecola State Park, and then take in the exciting artwork at DragonFire Gallery.

For traveler tips, more things to do, photos, and more tourist information, you can read our Cannon Beach trip maker app.

Traveling by car from Newport to Cannon Beach takes 3 hours. Alternatively, you can take a bus. When traveling from Newport in July, plan for somewhat warmer days in Cannon Beach, with highs around 24°C, while nights are about the same with lows around 15°C. Finish up your sightseeing early on the 19th (Wed) so you can catch the flight back home.