According to forum posts, one recommended Oregon road trip itinerary involves flying into Portland, exploring the Columbia River Gorge, then traveling down the coast from Astoria to California. Another route includes starting from Portland, heading to Newport, Roseburg, and on to Mount Shasta.

Some travelers have expressed a strong interest in including Crater Lake in their itinerary. An effective loop from Portland includes traveling down the coast to the Redwoods, east to Crater Lake, and north via Bend or the Willamette Valley back to Portland. This allows for diverse scenery and multiple stops for short hikes and local dining.

For those looking for less common routes, a loop through central and northeastern Oregon is suggested, which could include Pendleton, Joseph, and Baker City. This route offers historical insights and scenic beauty, with opportunities to explore Oregon's Switzerland, the Wallowa Mountains.

According to forum posts, some must-see places on the Oregon Coast include Cannon Beach, known for its scenic views and Haystack Rock. Travelers have also recommended visiting Cape Perpetua for its stunning shorelines and natural beauty.

Some users have highlighted specific activities such as hiking the Hobbit Trail for picturesque views and exploring the Samuel H. Boardman area. Heceta Head Lighthouse is also frequently mentioned as a worthwhile visit for its historic significance and panoramic views.

For dramatic rocky shorelines, Shore Acres State Park south of Coos Bay is highly recommended by travelers. This park, along with nearby Cape Arago State Park, offers excellent opportunities for photography and nature walks.

While some travelers suggest skipping Cannon Beach due to its popularity, others argue it's a premier destination not to be missed, emphasizing the unique appeal of its large, iconic rock formations and vibrant community.

According to forum posts, travelers looking for high-quality wine experiences in Willamette Valley often recommend smaller, boutique wineries. Notable mentions include Brick House and Trisaetum in the Ribbon Ridge area near Newberg. Eyrie, located in McMinnville, is also highlighted for its pioneering of Pinot Noir and Pinot Gris in Oregon.

Some travelers have discussed wineries that offer good food and scenic views, despite most not having full-service restaurants due to zoning restrictions. Recommended for a wine country lunch is the Dundee Bistro, paired with wine tasting at nearby wineries like Four Graces, Winderlea, Furioso, and White Rose. Domaine Drouhin and Archery Summit are also suggested for quality wine tasting experiences.

For those interested in larger producers, Domaine Serene, Stoller, and Archery Summit are often recommended. These wineries are appreciated for both their wine quality and the aesthetic appeal of their facilities.

According to forum posts, popular hiking trails at Crater Lake include the Cleetwood Cove Trail, which allows access to the lake for swimming and fishing, and the Watchman Peak Trail, known for its sunset views. The Sun Notch Trail is also recommended for its shorter distance and scenic vistas.

Travelers have called out the Rim Drive as a must-do for its numerous overlooks offering panoramic views of the lake and surrounding landscapes. Key viewpoints like Cloudcap Overlook and Pinnacles Overlook are highlighted as not to be missed.

For those looking for more than just hikes and drives, some users suggest visiting Wizard Island when boat tours are available, offering a unique perspective of the lake from within. Additionally, the Sinnott Memorial Overlook is noted for its informative displays and breathtaking views directly over the lake.

According to forum posts, Smith Rock State Park is a highly recommended attraction near Bend, known for its stunning rock formations and challenging hiking trails, including the Misery Ridge hike. Travelers have also highlighted the High Desert Museum as a must-visit for its engaging exhibits on the natural and cultural history of the region.

Some travelers said the Cascade Lakes Scenic Byway offers breathtaking views and access to numerous outdoor activities, including hiking and biking. The Lava River Cave is another notable point of interest, offering a unique underground exploration experience, though reservations may be required.

For those interested in geological features, the Newberry Volcano National Monument and Lava Lands Visitor Center are frequently mentioned as worthwhile destinations. These sites provide insights into the volcanic activity that has shaped the landscape of Central Oregon.

According to forum posts, the Columbia River Gorge is renowned for its stunning scenic views and numerous waterfalls. Travelers have highlighted spots like Vista House for panoramic views and waterfalls such as Multnomah Falls, which offer short hikes and breathtaking scenery.

Forum contributors have noted that the area is rich in activities ranging from hiking and kiteboarding to exploring historical sites and museums. The Hood River area is particularly recommended for its wineries and the fruit loop, providing a combination of natural beauty and local culture.

Some travelers mentioned the importance of visiting historic sites like the Bonneville Dam and the Columbia Gorge Discovery Center. These sites offer insights into the local history and environmental significance of the gorge.

For those interested in more relaxed activities, posts suggest taking a boat ride at Cascade Locks or enjoying a meal with a view at Multnomah Falls Restaurant, enhancing the experience of visiting the gorge.

According to forum posts, travelers recommended monitoring weather conditions closely, especially when planning to traverse mountain passes, which might require chains due to snow. Websites like www.tripcheck.com were suggested for real-time updates on road conditions. Some users advised considering alternative routes like Highway 101 for a more scenic, albeit longer, journey compared to I-5 if mountain passes are closed due to the weather.

Travelers have called out the importance of vehicle preparation for long drives. This includes checking the inflation pressure of spare tires, ensuring all vehicle fluids are topped up, and carrying essential items like water, food, and blankets. Learning how to install traction devices or chains prior to the trip was also emphasized to avoid difficulties under potentially harsh weather conditions on the road.

For many users, understanding the terrain and traffic patterns was crucial. Posts indicated that driving through the Pacific Northwest might involve navigating one- and two-lane roads that are often twisty and lack frequent passing lanes. This can significantly affect travel time, suggesting a potential 20-25% addition to estimated driving times found online.

Some travelers have recommended the Portland Marriott Downtown Waterfront for its central location, and The Nines downtown, which is praised for its contemporary ambiance. The Heathman and Hotel Deluxe are also mentioned for their central locations and classic hotel feel.

For unique lodging, the Kennedy School McMenamins, located slightly away from the downtown area, offers a distinctive experience. It's a renovated school with a restaurant on-site, providing a quirky yet comfortable stay.

For those needing close access to the airport, options like the Radisson and Country Inn and Suites offer comfortable accommodations with restaurants and are noted for being quiet despite their proximity to the airport.

Travelers looking for more budget-friendly options mentioned staying near the airport or in areas like the Lloyd District where hotels tend to be less expensive. The Best Western Plus in Hood River is highlighted as a good value stay, especially for those exploring the Columbia River Gorge.