Portland Oregon’s 2 Best Hiking And Trekking Tours

Discover Portland's best hiking tours, from waterfalls in Silver Falls State Park to Columbia River Gorge's stunning vistas. Find your perfect outdoor adventure.

Portland, Oregon, is a haven for outdoor lovers. Its location in the Pacific Northwest means access to lush forests, dramatic waterfalls, and scenic mountain vistas all within a short drive. What makes Portland particularly special for hiking and trekking is its proximity to iconic natural landmarks like Silver Falls State Park and the Columbia River Gorge. These locations are not just beautiful—they offer a variety of trails for different skill levels and interests, with guides who bring local stories and ecological insights to life. Whether you’re craving a full-day adventure or a half-day escape, Portland has options that let you explore its incredible landscapes firsthand.

If you’re planning a trip, it’s worth considering guided tours that include transportation, expert commentary, and a chance to see the best sights without the hassle of planning every detail. From detailed waterfall hikes to panoramas of the Columbia River, these outings give you a chance to experience the natural beauty of the Pacific Northwest in a way that’s engaging and hassle-free. For more options that combine nature and local culture, check out Portland: Silver Falls Hike and the Columbia River Gorge Half-Day Small-Group Hiking Tour.

1. Portland: Silver Falls Hike

Portland: Silver Falls Hike

At number one, this full-day Silver Falls Hike offers a deep dive into the natural beauty of the Willamette Valley. The tour lasts around 8 hours, with an approximately 3-hour hike through Silver Falls State Park, known for its stunning waterfalls. The highlight is walking behind the 177-foot South Falls, feeling the spray of mist and hearing the roar of cascading water. Your guide, well-versed in both natural and cultural history, will share stories about the area’s geology and indigenous roots, enriching your experience.

This tour is ideal for those who want an immersive day in nature, with a good amount of walking that’s suitable for most fitness levels. The $232 price includes transportation, park entrance, and expert guiding. What makes this tour stand out is the combination of scenic waterfalls, knowledgeable guides, and the chance to learn about the area’s ecology and history while surrounded by lush forest. It’s perfect for photography lovers or anyone wanting a full day exploring one of Oregon’s most picturesque state parks.

Bottom line: If waterfalls and a comprehensive experience with expert storytelling appeal to you, this full-day adventure offers excellent value for the memorable scenery and guided insights.

2. Columbia River Gorge Half-Day Small-Group Hiking Tour

Columbia River Gorge Half-Day Small-Group Hiking Tour

Second on our list is the Columbia River Gorge Half-Day Small-Group Hiking Tour. For just $69 per person, this 4-hour tour delivers a concentrated dose of Oregon’s most dramatic river canyon scenery. The tour covers walking to fairytale waterfalls and offers stops to photograph extraordinary vistas. Your guide, Marcus, is praised for his knowledge of waterfalls, plants, geology, and local history, making each stop both educational and awe-inspiring.

A major highlight is the drive along the historic Columbia River Highway, which offers spectacular views and access to some of the most iconic sights in the gorge. The tour also includes a glimpse of a famous monolith—the fifth-largest freestanding monolith in the world—adding a little geological grandeur to the outing. The small group size ensures personalized attention and ample time to explore without feeling rushed.

This tour appeals to those on a tighter schedule or travelers who prefer a more intimate experience. The value here is undeniable: a guided half-day adventure that combines waterfalls, scenic drives, and fascinating geology at an affordable price. With rave reviews like “Marcus’s guiding made the waterfalls and sites truly memorable,” it’s a top choice for a concise, high-quality outdoor outing.

Bottom line: For a half-day tour that mixes waterfalls, history, and scenic drives, this option offers great value and expert guidance suitable for all ages.

How to Choose

When deciding between these two fantastic hiking tours in Portland, consider your time, budget, and interests. If you’re seeking a full-day, in-depth exploration and want to learn about Silver Falls’ many waterfalls and lush forest, the Silver Falls Hike is your best bet. It’s perfect for those who love long walks, nature photography, and storytelling about Oregon’s natural history.

If your schedule is tighter but you still want a well-rounded experience of the Columbia River Gorge’s waterfalls and vistas, the Columbia River Gorge Half-Day Tour offers an excellent half-day option that captures the essence of this dramatic canyon without a full-day commitment. It’s especially suited for travelers who want expert insights without spending hours on the trail.

Both tours include transportation from Portland, so you don’t have to worry about logistics. Booking early is wise, especially in peak seasons (spring and summer), to secure your preferred time slots.

Portland’s outdoor options are versatile and memorable. Whether you prefer a full day immersed among waterfalls or a quick half-day dash through scenic vistas, these tours showcase Oregon’s best outdoor treasures. For those with extra time or a penchant for waterfalls, the Silver Falls adventure hits the sweet spot. For a scenic, quick adventure highlighting the Columbia River Gorge’s grandeur, the half-day tour is ideal. No matter which you choose, early reservations ensure you won’t miss out on these spectacular landscapes.