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The Chief's Cabin

The Chief's Cabin · Guest guide

Things to do from the Highway 20 corridor

You're staying between Bend and Hoodoo — high desert, pine, and volcano country. Hoodoo is the closest ski hill. Mt. Bachelor is about 30–40 minutes. This is a practical list for guests of The Chief's Cabin, not a paid roundup. Photos, logos, and website links come from each place's official site — not photos of the cabin.

Guest guide — eat, play, shop · Cabin near Hoodoo Ski Area · Hoodoo weekend guide

What’s close to the cabin

Host notes from the cabin. Hoodoo is the closest ski hill — west on Highway 20. Mt. Bachelor is about 30–40 minutes. Parks, a steakhouse, Sisters, and Sanda's catering if you want an elegant dinner at the house. Becca's full eat, play, family, and shop list is on the guest guide.

  • Hoodoo Ski Area. Closest ski hill — straight west on Highway 20 toward Santiam Pass. Family terrain, night skiing, Autobahn tubing, and Nordic trails. You may also see it written Hoo Doo or HooDoo.
  • Sisters. Next town up Highway 20. Shops, dinner, and events without going back into Bend.
  • Tumalo Feed Co. A great steakhouse in Tumalo.
  • Sanda · Bowtie Catering. Sanda Costello’s catering for events large or small — and private chef dinner samples if you want an elegant night at the cabin. Book on her site.
  • Sisters Coffee and bakery. Coffee and bakery in Sisters.
  • Downtown Bend / Old Mill. Back toward town when you want the bigger Bend night.
  • Smith Rock. North via Highway 97. Cliffs and canyon — go early in summer heat.
  • Mt. Bachelor. Farther than Hoodoo — about 30–40 minutes. A day trip if you want the bigger mountain.
  • Dee Wright Observatory. Lava-rock lookout on McKenzie Pass. The pass is often snow-closed in winter.
  • Black Butte Trail. A hike up Black Butte with a wide Central Oregon view.
  • Tumalo State Park. Picnic tables and grills are set up. Good for a packed lunch by the river.
Skier looking out over Cascade peaks at Hoodoo Ski Area. Photo from Hoodoo’s website.
Hoodoo Ski Area logo

Closest ski hill — west on Highway 20 / Santiam Pass

Hoodoo Ski Area

Website: hoodoo.com

Hoodoo (also written Hoo Doo or HooDoo) is the closest ski hill from this house — same highway as the cabin, not a fight across Bend to Bachelor parking. Family terrain, Friday–Saturday night skiing when they run it, Autobahn tubing, and Nordic trails. Confirm hours and conditions on Hoodoo’s site before you go.

Day-use lawn, picnic tables, and the Deschutes River at Tumalo State Park. Photo from Oregon State Parks.
Oregon State Parks logo

Close to the cabin

Tumalo State Park

Website: Oregon State Parks

Picnic tables and grills are set up. Bring lunch, use the grills, and stay by the Deschutes without a backcountry plan.

The Deschutes River Trail through Bend. Photo from Bend Park and Recreation District.
Bend Park and Recreation District logo

Back toward town

Deschutes River

Website: Bend Parks — river trail

Float, paddle, or walk the river trail. Summer floats through town are a Bend ritual; the rest of the year the path still works for an easy outing.

Monkey Face and the canyon at Smith Rock State Park. Photo from Oregon State Parks.
Oregon State Parks logo

North via Highway 97

Smith Rock State Park

Website: Oregon State Parks

Cliffs, river canyon, and Misery Ridge north of town in Terrebonne. Go early, carry water, and stay on trail — this is real desert heat in summer.

Aerial view of Mt. Bachelor. Photo from Mt. Bachelor’s website.
Mt. Bachelor logo

About 30–40 min — farther than Hoodoo

Mt. Bachelor

Website: mtbachelor.com

The bigger Central Oregon mountain if you want that day. Hoodoo is the closer hill from this cabin; Bachelor is about 30–40 minutes. Check conditions and parking before you go — mountain weather turns quickly.

Dee Wright Observatory on the McKenzie Pass lava fields. Photo from the U.S. Forest Service.
U.S. Forest Service logo

McKenzie Pass, seasonal

Dee Wright Observatory

Website: U.S. Forest Service

A lava-rock observatory with marked Cascade peaks. McKenzie Pass is often snow-closed late fall through spring — check the road before you drive.

Black Butte west of Sisters. Photo from Travel Oregon’s Black Butte listing.
U.S. Forest Service logo

Toward Sisters

Black Butte Trail

Website: U.S. Forest Service

A hike up Black Butte for a wide look at Central Oregon. Carry water, start early in summer heat, and check trail conditions.

The summit view from Pilot Butte State Scenic Viewpoint. Photo from Oregon State Parks.
Oregon State Parks logo

In town

Pilot Butte

Website: Oregon State Parks

A short hike or drive to the summit for a 360° look at Bend, the Sisters, and Bachelor. Sunrise and sunset are the crowded, worthwhile hours.

Alpine water and Cascade peaks along the Cascade Lakes Scenic Byway. Photo from Travel Oregon.
U.S. Forest Service logo

45–90 minutes, seasonal

Cascade Lakes

Website: Deschutes National Forest

Sparks, Elk, and neighboring lakes sit under Broken Top and the Sisters. The highway is often snow-closed late fall through spring — check before you drive.

Bend Ale Trail neighborhood artwork. Image from Bend Ale Trail.
Bend Ale Trail logo

In town

Bend breweries

Website: bendaletrail.com

Bend’s ale trail is real and walkable if you pick a neighborhood. Designate a driver, eat first, and treat it as a few stops — not a checklist to finish.

Plan the stay from the listing

When you're ready, request dates on the listing. Becca will confirm by email. Winter roads, trailhead parking, and river flows change — check conditions the morning you go.

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