Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 102 travelers

Oregon Road-Trip Itinerary from California

Thursday, August 31: Santa Monica, California

Start your trip by immersing yourself in the vibrant atmosphere of Santa Monica Pier. In the morning, take a leisurely stroll along the iconic pier, enjoying the ocean breeze and stunning views. In the afternoon, visit Pacific Park, the amusement park located on the pier, and ride the Ferris wheel for panoramic vistas. As the evening sets in, explore the bustling Third Street Promenade, known for its shopping, dining, and street performers.

  • Santa Monica Pier: Cost estimate and time spent may vary.
  • Pacific Park: Cost estimate and time spent may vary.
  • Third Street Promenade: Cost estimate and time spent may vary.
Friday, September 1: Crater Lake National Park

Embark on a scenic drive to Crater Lake National Park. Marvel at the deep blue waters of the crater formed by a collapsed volcano. Spend the morning hiking along the Rim Trail, capturing breathtaking views of the surrounding landscapes. In the afternoon, take a boat tour to Wizard Island and explore the volcanic formations. As the evening approaches, enjoy a sunset picnic by the lake.

  • Crater Lake National Park: Cost estimate and time spent may vary.
  • Rim Trail: Cost estimate and time spent may vary.
  • Wizard Island boat tour: Cost estimate and time spent may vary.
Saturday, September 2: Bend, Oregon

Head to Bend, a charming city surrounded by stunning natural beauty. Start your morning with a visit to Smith Rock State Park, known for its towering cliffs and hiking trails. In the afternoon, explore the lively downtown area and indulge in some local craft beers at one of the many breweries. As the evening sets in, take a stroll along the Deschutes River and enjoy the picturesque sunset.

  • Smith Rock State Park: Cost estimate and time spent may vary.
  • Downtown Bend: Cost estimate and time spent may vary.
  • Deschutes River: Cost estimate and time spent may vary.
Sunday, September 3: Columbia River Gorge

Discover the scenic wonders of the Columbia River Gorge. Start your day with a visit to Multnomah Falls, a breathtaking waterfall surrounded by lush greenery. In the afternoon, explore the Historic Columbia River Highway and stop by Vista House for panoramic views. As the evening approaches, enjoy a leisurely drive along the Gorge, making stops at various viewpoints and hiking trails.

  • Multnomah Falls: Cost estimate and time spent may vary.
  • Historic Columbia River Highway: Cost estimate and time spent may vary.
  • Vista House: Cost estimate and time spent may vary.
Monday, September 4: Portland, Oregon

Visit the lively city of Portland, known for its vibrant culture and delicious food scene. Start your morning with a stroll through the Portland Japanese Garden, known for its tranquil beauty. In the afternoon, explore the trendy neighborhoods like Pearl District and Alberta Arts District, where you can find unique boutiques and art galleries. As the evening sets in, indulge in the famous food carts and explore the lively nightlife.

  • Portland Japanese Garden: Cost estimate and time spent may vary.
  • Pearl District: Cost estimate and time spent may vary.
  • Alberta Arts District: Cost estimate and time spent may vary.
Tuesday, September 5: Cannon Beach

Head to the picturesque coastal town of Cannon Beach. Start your morning by visiting Haystack Rock, a famous landmark with tide pools and a variety of seabirds. In the afternoon, explore the charming downtown area filled with art galleries and unique shops. As the evening approaches, take a leisurely walk along the shoreline and witness a stunning sunset over the Pacific Ocean.

  • Haystack Rock: Cost estimate and time spent may vary.
  • Downtown Cannon Beach: Cost estimate and time spent may vary.
  • Cannon Beach shoreline: Cost estimate and time spent may vary.
Wednesday, September 6: Mount Hood

End your road trip with a visit to the majestic Mount Hood. Start your morning by exploring Timberline Lodge, a historic mountain retreat with panoramic views. In the afternoon, take a scenic hike in the Mount Hood National Forest and immerse yourself in the beauty of nature. As the evening sets in, relax at one of the cozy mountain lodges and enjoy the tranquility of the surroundings.

  • Timberline Lodge: Cost estimate and time spent may vary.
  • Mount Hood National Forest: Cost estimate and time spent may vary.
  • Mountain lodges: Cost estimate and time spent may vary.

Hidden Gems and Local Favorites

While exploring Oregon, don't miss out on the charming town of Ashland, known for its renowned Oregon Shakespeare Festival and beautiful Lithia Park. For outdoor enthusiasts, the Painted Hills in the John Day Fossil Beds National Monument offer unique geological formations. Local foodies should try the famous Voodoo Doughnut in Portland for their quirky and delicious doughnut creations.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version