Morning: Depart Portland early and drive the Mount Hood Scenic Byway, enjoying panoramic views of forests and waterfalls as you ascend.
Afternoon: Stop at the iconic Timberline Lodge for a quick lunch and a short hike to the Mount Hood Summit Trail, where the mountain's grandeur is evident.
Evening: Check into a cozy lodge in the town of Government Camp, then enjoy a relaxed dinner featuring locally sourced cuisine.
Find HotelsMorning: After breakfast, take a scenic drive through the Columbia River Gorge, stopping at the breathtaking Multnomah Falls for a brief hike.
Afternoon: Continue to Walla Walla, WA, and visit the renowned Woodward Canyon Vineyard for a tasting session of acclaimed Cabernet Sauvignons.
Evening: Dine at the acclaimed L’Ecole No 41, featuring farm-to-table dishes paired with the region’s premium wines.
Find HotelsMorning: Depart early for the scenic drive eastward, crossing into Idaho and then Utah, stopping briefly at Shoshone Falls for a photo opportunity.
Afternoon: Arrive in Park City and check into a boutique hotel; then explore the historic Main Street with its charming shops and galleries.
Evening: Enjoy a dinner at Riverhorse on Main, a celebrated restaurant offering seasonal, locally sourced dishes.
Find HotelsMorning: Take the Park City Mountain Resort gondola up to the summit for stunning Alpine vistas, followed by a gentle ski or snowboard session.
Afternoon: Visit the Utah Olympic Park to explore the museum and take a thrilling bobsled ride.
Evening: Return to the hotel to freshen up, then enjoy a relaxed farewell dinner at Firewood before heading back to Portland or onward travel.
Find HotelsIf you have an extra day, consider extending your stay in Park City to enjoy a full day of skiing or a guided backcountry trek, which adds a relaxed pace and more time to savor the mountain scenery. To shorten the trip, you can combine the Mt. Hood and Columbia River Gorge segments into a single morning drive and skip the Utah Olympic Park, focusing instead on the wine experience and a quick visit to Park City’s main street.