Destinations Explored

1

Bend, OR

Optional Add-ons

Crater Lake National Park, OR

Ashland, OR

Map with locations highlighted

With its 300 days of sunshine, Bend has become a beloved escape in the Pacific Northwest—so much so that many visitors ultimately end up moving here. The lush, forested slopes of the Cascade Mountain range to the west have seemingly endless options for hiking, biking, paddling, skiing, and more. In the other direction, the arid Central Oregon desert presents a landscape of an entirely different variety, defined by massive rock formations, sand dunes, and colorful geologic wonders. We'll recommend the best options for activities, dining, and drinking to make the most of your stay.

Key Highlights

Hiking through a mile-long lava tube at the Newberry National Volcanic Monument

Swimming and paddling the region's lakes and rivers

Tasting your way through Bend's craft beer boom

Best Times to Visit

Year Round

Sample Trip Itinerary

Day 1-4

Bend

3 hours and 15 minutes from Portland or 6 hours from Seattle

Accommodation in Bend

Suggested options (actual bookings will vary based on pricing and availability)

Sample craft beer at Deschutes Brewery

After outdoor recreation, Bend is best known for its breweries. There are upwards of two dozen in the city, many of which are pushing current trends in beer as well as offering high-quality pub fare. As the largest in town, Deschutes Brewery's tasting room is a great first stop for their six-beer flight.

Hike to Green Lakes for sweeping alpine views

The Green Lakes hike in The Three Sisters Wilderness has it all: tumbling waterfalls, lush forests, wildflowers, and alpine lakes ringed by mountains. The 8.4-mile out-and-back hike is moderately difficult, but well worth the climb. 

Go whitewater rafting down the Deschutes River

While whitewater rafting down the Deschutes River, you'll paddle your way through class I - III rapids, with plenty of time on flat water to appreciate the passing scenery. Half and full-day tours are available, with the option to combine rafting with craft beer tasting. 

Take a scenic chairlift ride up Mt. Bachelor

Mt. Bachelor may be best known as a ski destination, but a summer ride on the chair lift reveals volcanic lava flows, wildflowers, and a multitude of evergreen species. Once at the top—7,775 feet up—enjoy lunch or dinner at the Pine Marten lodge, a game of disc golf on the 18-hole course, or a hike.

Ready to plan?

Fill out the form below and we’ll get in touch within 24 hrs to craft your perfect trip

Bend, OR

Bend, OR

Prices start from $585 per person.

Would you like to go to any additional destinations?

How many people will be traveling in total *

How long would you like to travel for? *

What’s most important for you to experience on this trip? *

Tell us about your ideal trip

What’s your total budget per person including flights? *

How can we get in touch with you?

How Journy Works

Share Preferences

1

Share your travel preferences.

Chat with trip designer

2

Get paired with an expert trip designer within 24 hours.

Use App on your trip

3

Get your custom trip plan so you can take off stress-free.

Plan My Trip
journy-app

Travel planning for current times

Itching to hop on a plane and get back to exploring? We've got you covered.

Comprehensive vetting of restaurant/hotel sanitary measures

Including employee mask mandates and no-contact check-in.

Flexible, refundable rates

We’ll only book select hotels and rental properties with flexible cancellation policies and refundable rates.

Up-to-date guidance on COVID-related travel policies

From health certificate requirements to airport testing, we’ll stay on top of changes that may impact your travel plans so you don’t have to.

Detailed daily travel plans

With lodging, restaurants, activities, tours, and transfers all logistically optimized to help you efficiently get from point A to point B.

100% customized to you

With recommendations sourced from our network of local experts.

Testimonials

Journy helps thousands of travelers a year plan their dream trips to 75+ destinations around the world.

Testimonial Profile Image

Carol’s Family Trip to Japan

“The experience was out of this world! Anything that we requested or that we were interested in, Sarah was able to accommodate it for us.”

Testimonial Profile Image

Omar’s London & Paris Family Vacation with Kids

“We really enjoyed the mix of cultural, food and shopping experiences. Most of all, it was great to hit the ground with a plan for each day, but also improvise depending on how our kids were feeling.”

Testimonial Profile Image

Deborah & Lew’s 25th Wedding Anniversary in Italy

“Couldn’t be happier with how it turned out. I had some specific ideas about what to see—what art, what part of the countryside, etc. Elena (our trip designer) was very patient with me as we worked out just the right itinerary.”

Testimonial Profile Image

Carol’s Family Trip to Japan

“The experience was out of this world! Anything that we requested or that we were interested in, Sarah was able to accommodate it for us.”

Testimonial Profile Image

Omar’s London & Paris Family Vacation with Kids

“We really enjoyed the mix of cultural, food and shopping experiences. Most of all, it was great to hit the ground with a plan for each day, but also improvise depending on how our kids were feeling.”

Testimonial Profile Image

Deborah & Lew’s 25th Wedding Anniversary in Italy

“Couldn’t be happier with how it turned out. I had some specific ideas about what to see—what art, what part of the countryside, etc. Elena (our trip designer) was very patient with me as we worked out just the right itinerary.”

Testimonial Profile Image

Carol’s Family Trip to Japan

“The experience was out of this world! Anything that we requested or that we were interested in, Sarah was able to accommodate it for us.”

Testimonial Profile Image

Omar’s London & Paris Family Vacation with Kids

“We really enjoyed the mix of cultural, food and shopping experiences. Most of all, it was great to hit the ground with a plan for each day, but also improvise depending on how our kids were feeling.”

Testimonial Profile Image

Deborah & Lew’s 25th Wedding Anniversary in Italy

“Couldn’t be happier with how it turned out. I had some specific ideas about what to see—what art, what part of the countryside, etc. Elena (our trip designer) was very patient with me as we worked out just the right itinerary.”