View of Smith Rock State Park featuring towering rock spires and cliffs rising above the Crooked River, which winds through a high desert canyon dotted with juniper trees.
View Gallery

Oregon's Bend & the Cascades Family Multi-Adventure Tour

Crater Lake, Smith Rock & the Deschutes River

Let “go with the flow” be your family’s weeklong mantra in Oregon’s premier adventure playground. Ride the current of the ultimate summer vacation and find fun around every bend!

6 days, 5 nights
Deluxe Hotels
5 nights, Deluxe Hotels

Learn more about where you'll stay.

Activity Levels 1-3
Tooltip Desktop

We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Families with Kids & Teens

This trip is for:

  • Families with Kids & Teens – Best for ages 9-17 (min. age 4)
Best for ages 8+ (Ages 4+ ok) | Min. age to ride own bike: 8+

From $4,499 - $4,599/person

Itinerary Where You’ll Stay What to Know Bikes Reviews

Saved

Save

View Dates & prices

Snapshots from the Trip

Trip at a Glance

Highlights

  • Bike in and around Bend, a vibrant city with cosmopolitan appeal and a small-town vibe

  • Explore Smith Rock State Park, a high desert wonderland of sheer cliffs, deep canyons, dramatic volcanic crags and vertical faces

  • Spend the day hiking, exploring and picnicking at Crater Lake National Park, whose namesake’s impossibly blue waters must be seen to be believed

  • Recreate to your heart’s content at our resort in Sunriver—there’s something for every age here!

  • Raft the mighty Deschutes, an exciting ride full of thrills, spectacular scenery and the occasional river otter sighting
Bike
Hike/Walk
Raft
Rock Climb

Sample itinerary. Trip details may vary by departure.

Start Bend Airport & Travel Details

  • Discover the unique geology and beautiful landscapes of Central Oregon
  • Kick off your family getaway in Bend, the state’s adventure capital
  • Soak up the relaxed Bend vibe on an introductory bike ride through forest and quiet neighborhoods
  • Adults get in some more miles biking along a favorite local route while kids head to the city's bustling riverfront with the Kids Adventure Leader
  • In Smith Rock State Park, hike amid sagebrush and red-rock spires alongside the Crooked River
  • Kids join an expert in a beginner’s rock-climbing class
  • Oregon’s legendary food trucks provide irresistible options for lunch
  • Stroll downtown Bend’s charming streets packed with art galleries and cafés or hop in the river
  • Grown-ups sip craft beer from award-winning breweries
  • Settle into our eco-chic hotel in the heart of this beloved city.
The Oxford Hotel

(Deluxe Hotel, 2 nights)

Activity Options & Terrain
Exterior view of The Oxford Hotel
Indoor lobby with a wooden table and vase centerpiece
Indoor lobby view with a glass wall and rotating door leading to the outdoors
Lounge area in front of a fireplace wit blue chairs and a chess board on a table
Indoor bar and lounge with black stools and cushioned, leather chairs

Nights 1-2

The Oxford Hotel
Bend

Deluxe Hotel

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

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

  • Spin along a favorite bike path that parallels the scenic Cascade Highway, passing woodland, lava fields and alpine lakes
  • Take the chairlift up Mount Bachelor for views of  Three Sisters peaks, Broken Top and the Cascade Lakes
  • Kids set off for a horse's-eye view of the mountain landscape with expert equestrian guides
  • Enjoy lunch with dramatic views of Mount Bachelor
  • Hike with a naturalist and learn about the area’s magnificent flora and fauna
  • Raft through Class II–III rapids as the Deschutes winds through beautiful woodland
  • Welcome to Crater Lake National Park—exploring this amazing park is sure to be a highlight of the week
  • Hike along Crater Lake's rim and then follow a favorite route to Garfield Peak for unsurpassed vistas of the stunning cobalt lake
  • At our resort, the younger set splashes down waterslides
  • A final bike ride takes you and your family to the Newberry Volcanic National Monument, a unique lava landscape.
Sunriver Resort

(Deluxe Hotel, 3 nights)

Activity Options & Terrain
Exterior view of hotel building with a roundabout road and garden in front
Wide shot of green pasture, large house in foreground, mountains in background.
Outdoor pool area with reclining chairs and red umbrellas
Restaurant dining area with cushioned booths and chairs around wooden tables
Dimly lit bar with cushioned stools and alcohol on the shelves in the back

Nights 3-5

Sunriver Resort
Sunriver

Deluxe Hotel

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

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

End Bend Airport & Travel Details

This trip has an activity level range of 1-3

Activity level range
Day 1
Biking
Family
9 miles
500 ft. gain
Level 2
25 miles
1200 ft. gain
Level 3
36 miles
2000 ft. gain
Day 2
Hiking & Walking
Level 1
4 miles
300 ft. gain
Level 1
4 miles
800 ft. gain
Level 2
5 miles
600 ft. gain
Just For Kids
Rock-Climbing Class (3 hours)
min. age 4+
Day 3
Biking
Family
8 miles
600 ft. gain
Level 2
15 miles
1400 ft. gain
Level 3
38 miles
1800 ft. gain
Level 4
47 miles
3500 ft. gain
Just For Kids
Horseback Riding (1.5 hours)
min. age 7+
Day 4
Hiking & Walking
Level 1
2 miles
100 ft. gain
Level 1
4 miles
200 ft. gain
Level 2
6 miles
100 ft. gain
Rafting
on the Upper Deschutes River (1 hour)
min. age 6+
Day 5
Hiking & Walking
Level 1
3 miles
300 ft. gain
Level 2
6 miles
1300 ft. gain
Day 6
Biking
Level 1
10 miles
100 ft. gain
Level 1
16 miles
100 ft. gain
Level 2
23 miles
500 ft. gain
View Dates & Prices From $4,499/person

More Trips for You

View Dates & Prices From $4,499/person

Swipe to see more