Oregon's Bend Multi-Adventure Tour - Weekend Getaway

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

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

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

From $2,399 - $2,799 /person

3 days

2 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 - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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 Bend Multi-Adventure Tour - Weekend Getaway

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

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

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

3 days

2 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 - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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.

2024: Jun-Sep 2025: Jun-Sep

From $2,399 - $2,799 /person

Mountain Town Charms, Smith Rock & the Deschutes River

Explore iconic Oregon landscapes. Raft the Deschutes River. Hike amid the craggy peaks at Smith Rock. Cruise down country roads to a local taproom. With lively Bend as your base camp, you’ll be poised for one epic adventure. Come see why this place is a mecca for outdoor-lovers and people who like to live well. You might not decide to stay, but you’ll definitely be reluctant to leave.

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Bike
Walk/Hike
Raft

Highlights

  • Ride world-class cycling routes through Central Oregon's rugged landscapes, with sensational scenery at every turn
  • Discover high-desert hiking trails and postcard-perfect views of the Cascade Mountains from Smith Rock State Park
  • Raft thrilling Class II-III rapids on the grand Deschutes River, traversing lava fields and pine forests
  • Celebrate Bend's legendary craft brewery culture with a frosty pint after a full day of active adventures
Oregon Bend Multi-Adventure Tour - Weekend Getaway 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

Day 1

Description

Bike north out of Bend on a scenic loop ride—you’ll quickly see why it’s a local favorite • Soak up expansive views of the Cascades as you cycle past sprawling ranchland, dense pine forest and across the Deschutes River, designated a National Wild and Scenic River • Pop by one of Oregon’s legendary food trucks for lunch before exploring downtown Bend, Oregon's adventure capital • Stroll down charming streets packed with art galleries and cafés • Settle into our eco-chic hotel in the heart of this beloved city.

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.

Day 2

Description

Our adventure continues in the high-desert landscape of Central Oregon • Hike amid the unique geology of Smith Rock State Park, where cliffs and rock spires tower above the Crooked River • Revel in majestic mountain views and the rugged landscape where sport climbing was born • Thirsty? Find out what's on tap at over 20 local craft breweries, perhaps opting for a tour of iconic Deschutes • If the water beckons, skip the beer garden and hit the river for a swim • Cap off the day with some quality time in the sauna or steam room at our welcoming retreat.

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.

Day 3

Description

Set out for an exhilarating rafting trip down the Upper Deschutes River • Paddle renowned Class II–III rapids, including the Big Eddy, as you wind through peaceful woodlands and breathtaking lava fields • Toast your adventure at one of Bend's most beloved breweries • Extend your journey in this idyllic slice of the Pacific Northwest.

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.

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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From $2,399 - $2,799 /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. 

From $2,399 - $2,799 /person

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Bikes

Choose Your Perfect Bike

Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Backroads Performance Racer 2.0
Backroads Next Generation Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • Redesigned for 2024
  • Next gen titanium frame with carbon wheels
  • Responsive, efficient and comfortable
  • Drop handlebars only
Backroads Touring Bike
Backroads Touring Bike

Included in your trip price

  • Suited for a wide range of cyclists
  • Comfortable ergonomic seat
  • Long wheel base adds to the bike's control and stability
  • Upright handlebars only
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

Included in your trip price

  • One of the lightest e-bikes available
  • Provides plenty of power and more than enough battery
  • Lower top tubes for easier mounting and dismounting
  • Upright handlebars only

Min. age to ride e-bike: 16+

From $2,399 - $2,799 /person

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From $2,399 - $2,799 /person

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Dates & Prices

Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

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.

Learn more

From $2,399 - $2,799 /person

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