Five O'clock Trail

Airstream Adventures across the USA

Val and Keith are North Carolina Airstreamers who set out Memorial Day 2026 with the Nuts For Ruts gang and followed the historic Oregon Trail from St. Louis to Oregon. Keith brought a personal connection to the journey—he is a three-times great nephew of Marcus Whitman and read from Narcissa’s diary at campfire each evening. Val chronicled the miles: pioneer museums and wagon ruts, potluck dinners with fellow travelers, early-morning coffee stops, and the small moments that made a 2,170-mile trail feel like home. Follow along as we head east in July 2026.

KOA Cascade Locks campground on the Oregon Trail

Oregon Trail

St. Louis → Oregon · 2026

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Airstream parked at Multnomah Falls in the Columbia River Gorge

Heading East

Days coming soon

Coming soon

Recent Entries

Day 38 — Timberline Lodge — The Last Day
Day 38 Jul 1, 2026
Timberline Lodge — The Last Day
Timberline Lodge, OR

Final Oregon Trail day at Timberline Lodge on Mt. Hood — Magic Mile sky ride, farewell dinner, Keith's recognition, the 2026 Nuts For Ruts gang, and Little Zigzag Falls.

Day 37 — Government Camp & Barlow Road
Day 37 Jun 30, 2026
Government Camp & Barlow Road
Government Camp, OR

Mt. Hood, OR — Oregon Trail kiosk at Government Camp, Cultural Center and Museum, Barlow Road wagon steps, ski town history, and a 1919 deed to Oregon.

Day 36 — Multnomah Falls & Mt. Hood
Day 36 Jun 29, 2026
Multnomah Falls & Mt. Hood
Multnomah Falls to Mt. Hood, OR

Columbia River Gorge, OR — Multnomah Falls parking with the Airstream, Mt. Hood back roads, Barlow Road pioneer grave, and lunch at Trillium Lake with fellow Airstreamers.

Day 35 — Columbia Gorge Sternwheeler
Day 35 Jun 28, 2026
Columbia Gorge Sternwheeler
Cascade Locks, OR

Brunch cruise on the Columbia Gorge sternwheeler past Bonneville Dam and treaty sturgeon platforms, Vista House at Crown Point, and a fish hatchery with ancient sturgeon and rainbow trout.

Day 34 — Columbia River Gorge
Day 34 Jun 27, 2026
Columbia River Gorge
Columbia River Gorge, OR

Bypassing Pendleton for the Columbia Gorge: Oregon Trail rest-stop history, I-84 and the Columbia River, Hood River breweries, and two nights at KOA Cascade Locks with Bridge of the Gods views.

Day 33 — Pendleton Underground
Day 33 Jun 26, 2026
Pendleton Underground
Pendleton, OR

A Pendleton day touring the underground saloons, bathhouse, ice cream parlor, meat market, gaming rooms, Stella Darby's brothel, wartime balloon-bomb history, and a good lunch downtown.