Head up to Mt. Hood early with your group to grab the first treats of the day at Joe's Donuts in Sandy. It's the perfect quick pit stop to get your sweet fix and be back on your way up the mountain to take a tour of Timberline Lodge & Ski Area. The grounds are steeped in history and the views are pretty spectacular but the most delightful sight of all is if you can spot Bruno, their newest St. Bernard mascot. Just down the way in Government Camp, stop into the Mt. Hood Cultural Center and Museum for a fun history lesson on snow sports in the region. Grab lunch at Mt. Hood Brewing whose menu always evolves to ensure it complements their current lineup of craft beers. Link up with one of Mt. Hood Outfitters' professional guides for a guided hike to your favorite sites around the mountain before heading to dinner at the eclectic Skyway Bar and Grill in Zigzag. Rest your head at the Mt. Hood Tiny House Village where you and your group can rent out all five tiny units if you plan ahead and delight in its picturesque tranquility.
Begin the day with breakfast at Bob's Red Mill Whole Grain Store, Restaurant & Bakery in Milwaukie then head to Oregon City to rent your choice of kayak, stand-up paddleboard (SUP) or canoe from eNRG Kayaking and experience the beauty and adventure of the historic Willamette Falls up-close. Replenish your fuel at Oregon City Brewing and Olympic Provisions Public House Kitchen for a beer and brat and remember to use your Mt. Hood Territory Tap Trail Mobile Passport for an awesome discount. Stop by Lake Oswego for a tour of the Gallery Without Walls outdoor sculpture exhibit and then continue on to Alpacas at Marquam Hill Ranch in Molalla. They have what might be one of the cutest activities offered in the area with their Alpaca Yoga. Once you've gotten a good sweat in on the farm with these adorable fur babies motivating you along, enjoy a wine tasting afterwards in the barn or head next door to Alexeli Vineyard + Winery for even more wonderful wine options.
Wake up with breakfast and a coffee at Singer Hill Cafe in Oregon City before heading down the road to the Official End of the Oregon Trail Interpretive Center to get a glimpse of pioneer life through fully immersive exhibits during this commemorative 175th Anniversary year of the Oregon Trail. Grab a bite at Our Table Cooperative just outside of Wilsonville serving 80% Oregon-sourced and 90% Certified Organic food and drink options. With their large family-style seating it's the perfect group stop with endless delicious choices. Five minutes away is World of Speed Motorsports Museum which showcases the history of racing and revels in all things fast. After you're all souped up, hustle over to The HiVe Taphouse in Oregon City and expand your taste buds with German-influenced brews.
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