Portland | Oregon

Hiking the Pacific Crest Trail in Oregon

57hours Icon season


June to October

57hours Icon nearest-city

Nearest city

Portland, OR, is half an hour away from the trailhead

57hours Icon duration


4 days

57hours Icon skill-level

Skill level

Beginner to intermediate

Discover the thrill of long-distance hiking on this section of PCT

Hike a portion of the PCT and get ready for some longer hiking adventures on this four-day trip! With a little stamina, endurance and conditioning, hiking the PCT in Oregon is not that difficult. Hiking through Oregon is quite comfortable, with lots of shady forest, sparkling lakes and stunning volcanic peaks. Get acquainted with your gear and trail menu, and learn the basic long-distance hiking skills, such as trip planning, finding water, and setting up camp. Explore 32 miles of this astonishing Mexico-to-Canada trail and get some experience under your belt before taking on bigger challenges!

Most Popular Itineraries

Hiking the Pacific Crest Trail in Oregon

$900 per person · 4 Days

Join your professional and friendly guide on this four-day adventure through Oregon and visit some of the most stunning natural wonders southeast of Portland. Visit the undisputed mecca of outdoor recreation, Mount Hood, offering endless opportunities for adventure. Pass the Little Crater Lake boasting incredibly clear water and take a moment to take a gander at this natural phenomenon. Learn the basics of long-distance hiking and make the most of your memorable adventure!

Hiking the Pacific Crest Trail in Oregon - Ladies Trip

$900 per person · 4 Days

Join this female-only trip and let an expert guide show you the thrill of hiking the Pacific Crest Trail. Make some new friends and learn new skills on an adventure geared specifically for women! Use the four days to visit some of the most stunning natural wonders southeast of Portland, such as Mt. Hood, the mecca of outdoor recreation, and explore the impressive area around Little Crater Lake and Breitenbush Lake. Tackle the challenges of long-distance hiking with other female participants and get ready for some longer trails in the future!


Day One: Meet your guide and start your hike

On the first day, meet your guide at their office in Troutdale, OR, and review what and how to pack, as well as how to prepare some homemade backpacking meals. Afterwards, travel to the trailhead to begin your hike near Mt. Hood and head south into the mountains. In the afternoon, you will learn about LTC, find and set up camp, and have dinner with your group.

Day Two: Continue hiking in the most beautiful scenery

After your first night spent in a camp, have breakfast with your group and continue your adventure. Hike between 8-12 miles a day, and learn how to use a map and guidebook to plan logistics, daily distance, etc. Explore the Little Crater Lake and continue to the Hatfield Wilderness. Learn about basic trail first aid, how and where to acquire drinking water, and enjoy the wonderful scenery around you. Let your guide show you some hidden natural gems and teach you about geology and history of the area.

Day Three: Moving forward in the best company

Continue your journey southward through the Warm Springs Reservation, a 640,000-acre reservation that is home to a confederation of three tribes: the Warm Springs, Wasco, and Paiute tribes. Admire the amazing scenery along the way and enjoy the company of other participants in the most perfect landscape!

Day Four: Enjoy your last day and celebrate your accomplishments

Your final day will end near Breitenbush Lake, crossing the Olallie Butte Mountain, with an optional trip to the hot springs to soak and celebrate your accomplishment! Enjoy the last day of your adventure, the views of impressive Mt. Hood in the distance, capture the moment, and make memories that will last you a lifetime!

During the four days of your trip, you will learn about:

  • Using a map and guidebook to plan logistics, daily distance, etc.
  • Finding and setting up camp
  • Acquiring and purifying water
  • Cooking meals and the use of different types of stoves
  • Basic trail first aid
  • Using a compass

Things you need to know

Covid measures in Oregon

57hours is committed to providing safe outdoor adventure experiences. We require all guides using our platform to have a COVID-19 safety plan and to make the details of that plan accessible to travelers. In most cases, group sizes will be reduced, guides will avoid overcrowded locations, and other safety measures will be met depending on the location and activity.

We also expect clients to respect local regulations and take measures to protect themselves, guides and the communities they’re travelling to. For more information on COVID-19 measures in Oregon please refer to the Government of Oregon website.

Please contact us if you have any questions or require further information. We are happy to provide you with the most up-to-date information!

What’s included?

What you get on this adventure:

  • Professional local mountain guides certified in emergency wilderness medicine, food handling and Leave No Trace Principles (and trained in local natural history)
  • Breakfast, lunch, and dinner prepared by your guide while in the field
  • Tents and group gear (stoves, fuel water purification methods, etc.)
  • Transportation to and from the trailhead
  • Permits for trip

What’s not included:

  • Sleeping bag, sleeping pad, and backpack

How fit do I need to be?

This hiking adventure is for beginner to intermediate hikers. Previous wilderness backpacking experience and very good physical condition are required, as you will have to carry an overnight backpack for 8-12 miles per day and hike through various terrain for multiple days in a row. While the tempo will be slow, it will be steady. The PCT Oregon trip is a wilderness trip, so it is recommended that you train accordingly! Keep in mind, the weather in summer can be very hot and you’ll also be packing an overnight backpack filled with water and other things you’ll need throughout the day.

What do I need to bring?

Here’s a list of the equipment you need to bring:

  • Overnight pack large enough to carry all the items listed (around a 60-75L bag)
  • Sleeping bag and pad
  • Trekking poles
  • Lightweight hiking boots or shoes
  • Outer waterproof shell jacket (hard shell) with hood
  • Hiking pant (soft shell)
  • Lightweight long underwear base layer bottom
  • Lightweight long underwear base layer top
  • Insulating layer – midweight
  • Insulated down or synthetic jacket
  • Synthetic t-shirts
  • Warm hat
  • Sunhat
  • Spare clothes for layering
  • Synthetic shorts and/or swimsuit
  • Flip flops — optional
  • Lightweight glove — optional
  • Foam ear plugs
  • Pocket knife
  • Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, etc.)
  • Water bottle or hydration bladder (2L capacity)
  • Insulated mug
  • Lightweight bowl and spork
  • Sunglasses
  • Headlamp
  • Camera — optional (but recommended)

What can I expect from hiking with a guide?

Hiring a local guide offers you the chance to experience Oregon’s beauty to the fullest. Local guides know all the hidden gems the area has to offer, will explain the history and geology during the hike, and will customize your day to the desires of your group. Because there is so much to see and do in Oregon — and it gets crowded quickly — this is one location where it really pays to have a guide by your side to make the most out of this once-in-a-lifetime experience.

Why should I book with 57hours?

With us, it’s all play and no work for you! 57hours is an open platform that connects you with trained and certified outdoor adventure professionals all over the world. Using our tech-savvy, we make it super easy to find and book adventures worth tackling, with guides worth booking, all gathered from the first-hand experiences of the locals who adventure in these amazing locations.

What about group sizes and pricing?

The tours listed above are not private. All pricing is per person. The standard group size on these private Pacific Crest Trail hikes is eleven guests and two guides.

If you’re traveling with a larger party, contact us prior to booking to make arrangements.

What is the minimum age requirement?

  • Everybody over the age of 18 is welcome to book this hiking adventure.
  • Minors may be permitted to join private tours on a case-by-case basis. If you plan to hike with anyone under the age of 18, please contact us prior to booking to make arrangements.

What about bad weather?

Tours are scheduled to fit with the seasons and ideal hiking conditions. When the weather does not cooperate, your guide will know the correct course of action to take. Whether that’s shifting to a more favorable location or postponing until conditions approve, your guide will know just what to do. In the event of predictably bad weather, you will be contacted prior to the trip to discuss suitable alternatives.

Do I need an insurance policy?

We highly recommended that you cover all your bases with both emergency medical and travel insurance. With medical insurance, if you have an accident or medical emergency on or off the mountain, you’ll avoid paying out of pocket for costly expenses. This covers everything from hospital treatments to emergency air transportation and more.

As we’ve recently seen, travel plans can be abruptly halted, so it’s a good idea to purchase travel insurance that covers cancelled flights, natural disasters and other scenarios that may interrupt your travel plans. For peace of mind, we suggest you consider both options of insurance.

If you need assistance selecting the right insurance for your group, let us know and we will be happy to help!

Cancellation policy

With 57hours, you benefit from both our own cancellation policy as well as that of the individual guiding service that delivers your adventure. All policies regarding cancellation will be clearly laid out by your guide after booking your adventure, but rest assured that our own cancellation policy will work on top of what is provided by your guide.

For this adventure, 57hours offers a Moderate Cancellation Policy, which states:
If Client cancels the Booking anytime prior to thirty (30) calendar days in advance of the trip contemplated by the booking, Client is entitled to a full refund. For cancellations fourteen (14) to twenty nine (29) calendar days in advance, Client is entitled to a refund in the amount of fifty percent (50%) of the total amount paid when Booking. For cancellations zero (0) to thirteen (13) days in advance, the Client is not entitled to any refund.

For more information on terms and conditions, please visit our Terms of Service page.

Getting there and meeting location

To get to your meeting point, most people fly into Portland International Airport. From there, you can rent a car or take a shuttle service. Troutdale is just under half an hour away! You will meet your guides at their office in Troutdale, OR, from where you’ll head to your adventure. The guide will choose the appropriate terrain dependent on conditions and the hiking ability of the group.

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