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Scenic 5-Day Oregon Adventure with Waterfalls, Volcanoes, and Local Cuisine

Scenic 5-Day Oregon Adventure with Waterfalls, Volcanoes, and Local Cuisine Itinerary

Last updated: 2024 Jun 14

Waterfalls and City Sights

Morning
Start your Oregon adventure with a hearty breakfast at Noble Rot, known for its farm-to-table cuisine and panoramic city views. Afterward, embark on a scenic drive to the iconic Multnomah Falls, where you can witness the majestic two-tiered cascade and take a short hike to the Benson Bridge for a stunning vantage point.
Afternoon
For lunch, head to The Old Barn, a rustic eatery nestled in the countryside, and savor their signature farm-fresh dishes. Post lunch, continue your waterfall exploration with visits to the serene Latourell Falls and the hidden gem of Wahkeena Falls. Capture the beauty of these natural wonders and enjoy the tranquil forest surroundings.
Evening
Return to Portland and unwind with a delightful dinner at Tanner Creek Tavern, where you can indulge in Pacific Northwest cuisine paired with local wines. Afterward, take a leisurely stroll across the historic Portland Steel Bridge and admire the city lights reflecting on the Willamette River.
Bedtime
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Volcanic Landscapes and Cultural Delights

Morning
Fuel up for the day at The Oregon Public House, the nation's first nonprofit pub, offering a diverse menu and a wide selection of local beers. After breakfast, depart for the otherworldly terrain of the Newberry National Volcanic Monument. Explore the Lava Lands Visitor Center, walk the Trail of the Whispering Pines, and stand in awe at the top of Lava Butte with panoramic views of the volcanic landscape.
Afternoon
Enjoy a picnic lunch amid the natural beauty of the monument, with provisions from Prost!, a German-inspired pub with a great selection of sausages and beers. Post lunch, visit the Deschutes National Forest and take a leisurely drive through the Cascade Lakes Scenic Byway, stopping at picturesque spots for short walks and photo opportunities.
Evening
Return to Bend and dine at The Falls View Tavern, where you can enjoy a delicious meal with a view of the Deschutes River. After dinner, take a relaxing stroll through the Bend Old Mill District, known for its charming shops, galleries, and the serene Deschutes River Trail.
Bedtime
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Gorge-ous Views and Mountain Majesty

Morning
Begin your day with a sumptuous breakfast at McMenamins Blue Moon Tavern & Grill, a local favorite with a diverse menu. Post breakfast, drive along the historic Columbia River Gorge and make your first stop at the iconic Vista House. Enjoy panoramic views of the gorge and learn about its history and significance.
Afternoon
For lunch, visit The Wild Hare Saloon OC and savor their Pacific Northwest cuisine in a relaxed, rustic setting. Afterward, continue your journey to the crown jewel of the Pacific Northwest, Mt. Hood. Take the Mt. Hood Scenic Byway and make stops at the picturesque Mirror Lake and the historic Timberline Lodge, where you can enjoy the alpine atmosphere and possibly a snowball fight even in the summer.
Evening
Dine at The Verdict Bar And Grill, a cozy spot with a diverse menu, and reminisce about your day filled with natural wonders. If you're up for it, catch the sunset at one of the recommended spots with a view of Mt. Hood, or simply relax and prepare for the next day's adventures.
Bedtime
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Wine Country and Historic Estates

Morning
Enjoy a delightful breakfast at Wilf's Restaurant & Jazz Bar at Union Station, known for its elegant ambiance and live music. After breakfast, head to the picturesque Willamette Valley, Oregon's renowned wine country. Spend the morning visiting select wineries for tastings and tours, immersing yourself in the region's viticultural excellence.
Afternoon
For lunch, indulge in the culinary offerings of Nebbiolo Restaurant and Wine Bar, where you can pair your meal with local vintages. Post lunch, visit the historic Pittock Mansion in Portland, a beautifully preserved architectural landmark with panoramic views of the city and surrounding mountains.
Evening
Conclude your day with a sophisticated dinner at Higgins, a downtown Portland institution known for its farm-to-table fare and extensive wine list. After dinner, take a leisurely walk through the enchanting Portland Japanese Garden, considered one of the most authentic Japanese gardens outside of Japan.
Bedtime
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Science, History, and Culinary Exploration

Morning
Start your final day with a visit to the engaging Oregon Museum of Science and Industry (OMSI) in Portland. Explore interactive exhibits, catch an IMAX movie, and learn about the wonders of science and technology. For breakfast, enjoy the vibrant atmosphere and diverse offerings at Kells Irish Restaurant & Pub, a local landmark.
Afternoon
After OMSI, take a scenic drive to the historic Camp 18 Logging Museum near Elsie. Immerse yourself in the rich history of Oregon's logging industry and enjoy a hearty lunch at the museum's restaurant, known for its lumberjack-sized portions. Post lunch, if time allows, take a short detour to the serene Oneonta Gorge for a refreshing walk amidst lush greenery and unique rock formations.
Evening
Conclude your Oregon journey with a memorable dinner at Proof•Reader Whiskey + Craft + Kitchen, Restaurant & Bar, where you can savor innovative dishes and a wide selection of craft spirits. Raise a glass to the adventures you've had and the memories you've made in the beautiful state of Oregon.
Bedtime
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