Couple at back of a truck EV charging by Mt. Hood
07/28/2025 | Featured on Homepage, Summer

3 Regions, 3 Days: Summer Road Trip

Part of the charm and beauty of Oregon's Mt. Hood Territory is its remarkable versatility. You can wake up to crisp alpine air beside Mt. Hood’s glacier-encrusted peak, then wind down that evening sipping a glass of pinot noir amidst the backdrop of rolling vineyards and bleating sheep in wine country. If you’re ambitious, you could technically experience it all in one day – but why settle for a quick taste when you can savor the full flavor?

Mt. Hood Territory is about so much more than just a mountain (though it's certainly an iconic one!). Taking a road trip lets you truly immerse yourself in three vibrant Pacific Northwest regions, each with its own unique character and attractions. Begin on Mt. Hood for endless outdoor recreation, then transition to the bustling Urban communities south of Portland (like Oregon City, West Linn, Lake Oswego and Milwaukie) for charming main streets and Oregon Trail history, and finally, immerse yourself in the Willamette Valley, renowned for world-class wines, farm-to-table dining and idyllic small towns. Hot Tip: Hitting these spots midweek can mean fewer crowds, more discounts and a more peaceful, authentic experience.

Get the most out of your visit to Oregon’s Mt. Hood Territory with our free travel planner. Packed with stunning photography and insider tips, it highlights the best sights, lodging, events and attractions to help you plan an unforgettable trip.
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