7-Day Oregon Itinerary

Theme: A mix of stunning natural landscapes, rugged coastline, charming towns, and outdoor adventures across Oregon.

Best Time to Visit: Summer (June-September) for warm weather or Fall (September-October) for fewer crowds and colorful foliage.

Day 1: Arrive in Portland & Explore

Fly into Portland International Airport (PDX).

Top Things to Do in Portland:

Visit the International Rose Test Garden.

Try Famous Voodoo Doughnut or Blue Star Donuts.

Explore Local Breweries – Portland is Known as "Beervana"!

Walk Across the Iconic St. Johns Bridge.

Dinner at Pine Street Market – A Great Food Hall with Local Options.

Overnight in Portland.

Day 2: Columbia River Gorge – Waterfalls & Scenic Drives

Drive from Portland to Columbia River Gorge (45 minutes).

Top Things to Do in Columbia River Gorge:

Visit Multnomah Falls – Oregon's Most Famous Waterfall.

Hike to Wahclella Falls or Latourell Falls.

Drive the Historic Columbia River Highway for Stunning Views.

Stop at a Winery in Hood River.

Overnight in Hood River.

Day 3: Mount Hood & Trillium Lake

Drive from Hood River to Mount Hood (1 hour).

Top Things to Do Around Mount Hood:

Hike the Trillium Lake Trail – Beautiful Views of Mount Hood.

Take the Timberline Lodge Ski Lift for Scenic Views.

Skiing & Snowboarding (Seasonal – Year-Round at Timberline!).

Overnight Near Mount Hood.

Day 4: Crater Lake National Park – Deepest Lake in the U.S.

Drive from Mount Hood to Crater Lake National Park (4.5 hours).

Top Things to Do in Crater Lake:

Drive the Rim Drive – 33 Miles of Amazing Views!

Take a Boat Tour to Wizard Island (Seasonal).

Hike Garfield Peak for an Epic Overlook.

Overnight Near Crater Lake (Klamath Falls or Diamond Lake).

Day 5: Oregon Coast – Bandon & Samuel H. Boardman Scenic Corridor

Drive from Crater Lake to Bandon (3.5 hours).

Top Things to Do on the Southern Oregon Coast:

Visit Bandon Beach – Famous for Its Rock Formations.

Explore the Samuel H. Boardman Scenic Corridor.

Catch Sunset at Face Rock State Scenic Viewpoint.

Overnight in Bandon or Gold Beach.

Day 6: Oregon Coast – Cannon Beach & Haystack Rock

Drive from Bandon to Cannon Beach (5 hours).

Top Things to Do in Cannon Beach:

See Haystack Rock – One of Oregon's Most Iconic Landmarks.

Walk Ecola State Park's Scenic Trails.

Dinner at The Wayfarer for Fresh Seafood.

Overnight in Cannon Beach.

Day 7: Return to Portland & Depart

Drive from Cannon Beach to Portland (1.5 hours).

Optional Stops Along the Way:

Stop in Tillamook for a Cheese Factory Tour & Ice Cream.

Visit Cape Kiwanda for Stunning Coastal Views.

Fly out of Portland (PDX).

Total Drive Time:

Approx. 20-25 hours of driving across Oregon.