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Mt Hood, Sunset
Molly Johnson | 05/01/2018 | Oregon Trail

In The Shadow Of Mt. Hood Itinerary

Day 1

Philip Foster Farm, which was the last overnight stop on the Oregon Trail. Take a self-guided tour with living interpretation of the 1883-built farm house, the 1860s hay barn and the historic garden. Grab your bicycle and ride along the Cascading Rivers Scenic Bikeway, which parallels the nationally designated Wild and Scenic Clackamas River.

Whatever your pace, you won’t want to miss the views of the gorgeous waterfalls and rapids. Refuel your tank with a burger from Granny’s To-Go, which also features more than 50 milkshake flavors.

Begin your day at Round out the afternoon on the Clackamas River with a boat or stand-up paddleboard (SUP) rental from Clackamas River Outfitters at Promontory Park or visit Milo McIver State Park to play a round of disc golf. Grab some dinner from Hitchin’ Post Pizza, known for their crust, and family-friendly atmosphere. Check into the Sandy Best Western for the night or spend the evening at Wonser Woods Estate, a bed and breakfast situated on 622 wooded and stream fed acres in the foothills of Oregon’s Cascade Mountain Range.

Day 2

The next morning head up the hill to the town of Sandy. Experience pastry heaven at the Tollgate Inn with a made-from-scratch breakfast or stop off at Joe's Donuts for some one-of-a-kind donuts. Rent a mountain bike at Otto’s Ski & Mt. Bike Shop and head to the Sandy Ridge Trail System for more than 15-miles of flowing single-track trails, at all difficulty levels, along the lower slopes of Mt. Hood.

Visit the Sandy Historical Society, and also download the Mt. Hood Territory Heritage Trail app, to help guide you through the city. Learn about Sandy’s beginnings as a stop on the Barlow Road of the Oregon Trail and other significant tales. Head to AntFarm Café and Bakery, which offers healthy food options while supporting local youth through service work, tutoring, life skills and employment. After enjoying your food with a cause, stop at Jonsrud Viewpoint where you can capture one of the best views of Mt. Hood and the Sandy River Valley. Try a tasting at Bunsenbrewer, where the beer is named after famous scientists and flights are served on beaker trays. Before leaving town, stop into Sandlandia, the newest food cart pod in Oregon’s Mt. Hood Territory for a quick bite on your way out of town.

Continue your Oregon Trail journey with another itinerary

    Explore the First City  |  On the Barlow Road   |  7 Day Oregon Trail Itinerary

Molly Johnson grew up in Mt. Hood Territory and loves getting to write content inspiring others to visit her beloved home. She is currently generating content for and for the #omht Facebook, Instagram, Twitter, YouTube and Pinterest channels. 

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