Oregon's Bend Multi-Adventure Tour - Weekend Getaway
Couples, Friends & Solos
3 days
2 nights
Activity Levels 1-3
Deluxe Hotels
Oregon's Bend Multi-Adventure Tour - Weekend Getaway
Couples, Friends & Solos
3 days
2 nights
Activity Levels 1-3
Deluxe Hotels
2026: Jun-Sep 2027: 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 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 head to the river for a favorite local pastime • Cap off the day with some quality time in the sauna or steam room at our welcoming retreat.
Nights 1-2
A 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 boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.
What's Included
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Dates & Prices
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