Oregon Multi-Adventure Tour - Active Weekend Getaway
Smith Rock State Park Hiking with Backroads
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
Oregon Multi-Adventure Tour - Active Weekend Getaway
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Oregon's Bend Multi-Adventure Tour - Weekend Getaway

Mountain Town Charms, Splendid State Parks & the Deschutes River

Couples, Friends & Solos

3 days 2 nights

Activity Level: 1-3

Premiere Hotels

From: $2,399 - $2,749 pp dbl occ

($500 - $550 for sgl occ)

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.

Oregon Bend Multi-Adventure Tour - Weekend Getaway map
Oregon Bend Multi-Adventure Tour - Weekend Getaway map


Start/End Bend 

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


  • 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


Accommodations may vary based on departure date.
3 Days Premiere Hotels
Accommodations may vary based on departure.

DAY 1 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.

DAY 2 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.

DAY 3 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.

Exterior view of The Oxford Hotel
The Oxford Hotel
| Premiere Hotel

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

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.

Activity Level: 1-3

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Route notes

Biking terrain mostly includes mellow valley rides in and out of Bend. Our hike in Smith Rock State Park follows a rocky trail, with one option that includes some steep drop-offs.

Daily Route Options

* Includes shuttle.
Day 1
Level 2 | 26 miles* | 900 ft. gain
Level 3 | 38 miles | 1900 ft. gain
Day 2
Walking & Hiking
Level 1 | 4 miles | 300 ft. gain
Level 2 | 5 miles | 600 ft. gain
Level 3 | 4 miles | 800 ft. gain
Optional Deschutes Brewery Tour (1 hour)
Day 3
the Deschutes River (half day)

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Click the arrow to see all bike options.

Backroads Performance Road Bike
Backroads Performance Road Bike
Performance Road Bike

Included in your trip price

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Backroads Touring Bike
Backroads Touring Bike
Touring Bike

Included in your trip price

A proven classic, this custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

Backroads Electric-Assist Bike
Backroads Electric-Assist Bike
Electric-Assist Bike

Included in your trip price

Keep pace or zip ahead, pedaling with an electric boost. This bike provides plenty of power to flatten the hills and more than enough battery range to cover the distance.
Min. age to ride e-bike: 16+

Also Included

  • All breakfasts, 2 lunches, 2 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Ask a trip expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our Help Center.

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