Portland Forest Park Guided Hiking Tour

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles of pristine trails, making it one of the largest urban parks in the U.S. - and, in my humble opinion, our best!
In this guided tour with a local expert, you'll hike beneath a grand canopy of majestic Douglas Fir, stunning Bigleaf Maple, whispering Western Hemlock, mighty Oregon White Oak and more. Hikers will enjoy jaw-dropping views of the Cascade mountain range, featuring Mount Hood - Oregon's highest peak at 12,500 feet.

Other attractions on our tour include Portland's storied Witch’s Castle and the historic Pittock Mansion. We’ll stop outside the mansion for a small picnic of local goodies, restroom breaks, and Insta-worthy photo ops before trekking back down to the starting point.

Meeting Point

Lower Macleay Park

2960 NW Upshur St, Portland, OR 97210, USA

We'll meet at the picnic tables near the restrooms. If you're driving, there are limited parking spots inside the park. Additional parking is available on the nearby residential streets.

What's included:

• Mini demonstrations of popular hiking gear like trekking poles and water filters.
• Guided hiking tour in Forest Park.
• Personalized outdoor recreation, dining & nightlife recommendations for your Portland stay.
• Tasty snack of locally-produced foods.
• Water refills at the starting and half-way points. Please bring your own reusable bottle.

What to expect:

Duration: between 3 hours and 3 hours, 30 minutes

Forest Park

NW 29 & Upshur to Newberry Road, , Portland, 97210, Oregon

From the Lower Macleay Trailhead, we'll enter the verdant wonderland of Forest Park. The park features over 70 miles of well-maintained trails for hikers, mountain bikers, and horseback riders. You won't believe you're still in the city limits!

1 hour

Wildwood Trail

4033 SW Canyon Rd, (trailhead: World Forestry Center), Portland, 97221-2760, Oregon

Much of our Forest Park hike will be along Portland's famous 30-mile Wildwood Trail (don't worry, we're only walking a few of 'em). The Wildwood Trail is the longest soft-surface hiking trail within a city in the U.S. - and it's all ours to enjoy!

1 hour

Witch's Castle

Lower Macleay Trail, Portland, OR 97210, USA

We'll stop at the Witch's Castle, a.k.a. Stone House, and learn the storied and tragic history of this stunning landmark with roots dating back to the Oregon Trail.

15 minutes

Pittock Mansion

3229 NW Pittock Drive, Portland, 97210-5099, Oregon

Nestled atop Portland's scenic West Hills, the Pittock Mansion is a beacon of historical grandeur and architectural elegance. We'll stop at the mansion's meticulous grounds for a picnic of local goodies, restroom breaks, and Insta-worthy photo ops. The view of Mount Hood (Oregon's highest peak at 12,500 feet) behind the cityscape is breathtaking!

30 minutes