Oregon's Crater Lake & Cascades Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Oregon's Crater Lake & Cascades Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Aug-Sep 2026: Jun-Sep

From $4,299 - $4,799 /person

National Park Adventure in the Pacific Northwest

Piercing blue Crater Lake. Lush river trails through old-growth forests. Smith Rock State Park. The scenic Cascade Mountains and the wild Deschutes. Oregon’s natural gems are simply dazzling.

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Highlights

  • Make your way on foot to the edge of world-famous Crater Lake—it’s an adventure all its own!
  • Hike in Oregon’s Central Cascades—including a section of the famed Pacific Crest Trail—feels like stepping into the pages of a fairy tale 
  • Get off the grid and immerse yourself in nature at magnificently poised Crater Lake Lodge, listed on US National Register of Historic Places
  • Discover the vibrant city of Bend, Oregon’s lively and picturesque hub of outdoor adventure and craft brewing
  • Explore Smith Rock State Park’s high desert wonderland of sheer cliffs, deep canyons and dramatic vertical faces 
Oregon Crater Lake & Cascades Walking & Hiking Tour map

Oregon

Start/End Bend

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Wide shot of Smith Rock State Park, guest visible in foreground.

Days 1-2

Description

Arrive in friendly Bend, Oregon’s adventure capital • Walk along the Deschutes River in a local state park, surrounded by ponderosa pines and western juniper trees as you keep an eye out for birds and wildlife • Follow a scenic boardwalk stretching across a boulder field near the river’s edge • Hike in Smith Rock State Park, a 650-acre playground of trails, cliffs, canyons and crags • Wander through vibrant downtown Bend, packed with art galleries and cafés • Cap off your day of hiking with a relaxing “beer-venture” at a classic Bend craft brewery.

Accommodations

Nights 1-2

The Oxford Hotel
Bend
Premiere Hotel

A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend. 

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Shot of a large forest with small, yellow-flowered bushes below.

Days 3-4

Description

Explore Newberry National Volcanic Monument, a collapsed caldera within Deschutes National Forest  • Rustic elegance and a cozy ambience await at Sunriver Resort, ideally situated at the foot of the Cascades • Hike a section of the Pacific Crest Trail to hidden alpine lakes in the Cascades’ dense conifer forest • Contemplate the mirror image of monolithic Pulpit Rock on the surface of Lower Rosary Lake.

Accommodations

Nights 3-4

Sunriver Resort
Sunriver
Premiere Hotel

Situated in the pristine natural setting of the Cascade Range foothills, this resort is a mecca for outdoor enthusiasts and culinary aficionados. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Leader standing above lunch table, gesturing to it.

Days 5-6

Description

Catch your first glimpse of pristine Crater Lake’s intense sapphire color and amazing clarity • Venture deep into Oregon’s natural landscape on a hike among stands of western hemlock and white-bark pines • In the shade of towering fir trees, follow a  switchback trail to the edge of Crater Lake and jump on in! • Hike to the top of Garfield Peak for one last expansive view of the lake • Or perhaps unwind at the historic Crater Lake Lodge . . . the amazing views from the lodge’s back deck are irresistible. 

Accommodations

Night 5

Crater Lake Lodge
Crater Lake National Park
*Casual Hotel

Perched on the crater’s rim, this simple yet classic national park lodge offers incredible view of its namesake.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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Straight Talk

We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.

From $4,299 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

The Oxford Hotel
Bend

Premiere Hotel

A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend. 

Nights 3-4

Sunriver Resort
Sunriver

Premiere Hotel

Situated in the pristine natural setting of the Cascade Range foothills, this resort is a mecca for outdoor enthusiasts and culinary aficionados. (pool, spa)

Night 5

Crater Lake Lodge
Crater Lake National Park

*Casual Hotel

Perched on the crater’s rim, this simple yet classic national park lodge offers incredible view of its namesake.

From $4,299 /person

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From $4,299 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $4,299 /person

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