Oregon's Bend Multi-Adventure Tour - Weekend Getaway
Couples, Friends & Solos
3 days
2 nights
Activity Levels 1-3
Premiere Hotels
Oregon's Bend Multi-Adventure Tour - Weekend Getaway
Couples, Friends & Solos
3 days
2 nights
Activity Levels 1-3
Premiere Hotels
2026: Jun-Sep
Mountain Town Charms, Smith Rock & the Deschutes River
Escape to iconic Oregon landscapes on an epic getaway. Establish base camp in Bend. Raft the Deschutes and hike Smith Rock’s craggy peaks. Bike country roads to a local taproom. Adventure’s calling. Let’s go.
Highlights
- Enjoy world-class cycling through Central Oregon’s rugged landscapes, with sensational scenery at every turn
- Explore walkable, woodsy downtown Bend, with its thriving arts and culture scene, specialty stores featuring handcrafted goods and welcoming outdoor spaces
- Discover high desert hiking trails and postcard-perfect views of the Cascade Mountains at Smith Rock State Park
- Ride the Deschutes River’s Class II-III rapids surrounded by lava fields and ponderosa forest—a rip-roaring good time!
- Celebrate Bend’s legendary food and brew culture with a locally sourced lunch and a frosty pint after a day on the trail or in the saddle

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

Day 1
Bike a scenic loop from Bend—you’ll quickly see why it’s a ride loved by locals • Soak up expansive views of the Cascades as you spin 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.





Nights 1-2
A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.

Day 2
Hike in Smith Rock State Park, where a unique tableau of cliffs and rock spires tower above the Crooked River • Surrounded by majestic mountain views and a striking rugged landscape, it’s easy to imagine how sport climbing was born here • Thirsty? Find out what’s on tap at over 20 local craft breweries • Or 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.





Nights 1-2
A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.

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.





Nights 1-2
A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.
What's Included
See moreHotels
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
Premiere Hotel
A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.





Gallery













Share Your Adventure!
Tag @backroadstravel or use #MyBackroadsTrip to submit your photos.
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.

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

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
- Limited availability on Unplugged Bike Tours; learn more
Min. age to ride e-bike: 16+
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.