Scenic Mountain Views Guided Hike near Portland, OR
A beginner-welcome guided day hike with sweeping panoramic views and round-trip transportation from Portland.
Location:
Portland, OR | Fly-In/Out Location: Portland International Airport (PDX)
2026 Dates:
Join the waitlist for 2027 dates.
Cost:
$114 per person
Overview
Join this guided day hike that delivers some of the most spectacular, high-reward views in the region. Led by a highly seasoned hiking guide, this experience is designed specifically to welcome beginners who want to experience the beauty of the Pacific Northwest mountains at a relaxed, comfortable pace. All the logistics are handled—including providing round-trip transportation from Portland and trekking poles to help you along the trail. Discovery the beauty of the Sleeping Beauty Trail, a moderate but highly achievable 3-mile route with 1,500 feet of elevation gain. Because we believe in taking our time to soak in the beauty of the forest and the mountains, there is zero pressure on this hike. Depending on visibility, you may have the opportunity to see breathtaking, panoramic views of Mt. Adams, Mt. Rainier, Mt. St. Helens, and more! All you need to bring are your comfortable hiking shoes, snacks, water, and an adventurous spirit—Mother Nature and your guide will provide the rest!
Highlights
On a clear day, enjoy jaw-dropping, 360-degree views of major Cascade peaks, including Mt. Adams, Mt. Rainier, and Mt. St. Helens.
Perfect for hiking newcomers! This is an encouraging, supportive group hike.
Round-trip transportation is fully included and provided directly from Portland, Oregon.
Keep your balance and protect your knees with standard trekking poles provided by your guide at no extra charge.
Total Mileage:
Approx. 3 miles
Transportation Included?
Yes! Round-trip transportation is provided from Portland, Oregon.
Tendency for Break
Frequent! Prepare to stop as needed to catch your breath, adjust gear, and take photos.
Duration:
Half-day
Strenuous Level:
Moderate climb but beginner-welcome. Ready for active uphill movement but at a relaxed, accommodating pace.
Pace:
Beginner-Focused / Slow and steady
Max Group Size:
6 Hikers
Minimum Age:
13+
Experienced Needed?
None! This hike is specifically designed to be BEGINNER-welcome
This experience is perfect for:
Perfect for anyone wanting to experience spectacular, high-reward panoramic views of major Cascade peaks—including Mt. Adams, Mt. Rainier, Mt. St. Helens, and more (depending on visibility).
What's Included:
Navigated by a seasoned trail guide.
Trekking poles.
Convenient transit from Portland to the trailhead and back.
What's Not Included:
Please bring your own hiking snacks and water.
Rain jacket & backpack.
Optional gratuity for your hiking guide.
Cancellation Policy:
Cancellations made 7+ days in advance: Eligible for a one-time fee transfer to a new activity or date.
Cancellations made 48 hours or less including late arrivals or no-shows: Not eligible for a refund.
Late Policy: Guides will wait up to 15 minutes past the scheduled departure time. If you are running late, please call us immediately. Late arrivals or no-shows cannot be refunded.
By booking this guided activity, you agree to these cancellation terms.
Meet your guide
Trish Schales
Guide/Owner for Trails Diverged
My primary goals as a guide are to help people build confidence, feel comfortable as a beginner, leave no trace, and recreate safely. I know how it feels to be intimidated by a new activity, and I will always work to be sure you feel safe physically and emotionally so that you can enjoy our trip and learn something new.
During our time together, I will call upon of 6,000 miles of backcountry experience & Search and Rescue experience to help you enjoy the outdoors safely. I strive to provide a personalized experience that shows a different side of the world to my clients, and to help them gain a better and deeper understanding of the sites and destinations we visit.
My passion is helping people that don't have the income to "try out" backpacking and wilderness exploration. My goal is to make access affordable and safe, while building confidence and life-long memories.
I have Wilderness First Responder training and practice the Leave No Trace principles so that we can recreate responsibly and conserve our special places for generations to come. I also teach Wilderness survival classes and backcountry navigation - I take care of the planning and medical gear so you can relax and enjoy the view. I have been a dedicated Professional Guide since 2020, and I was awarded the prestigious REI Guide of the Year Award in 2024.
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