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4-Day Road Trip from San Jose to Seattle via Ashland, Oregon State University, and Portland Itinerary
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Scenic Pacific Northwest Road Trip from San Jose to Seattle via Ashland, Oregon State University, and Portland
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Day 1: San Jose to Ashland
San Jose, CA to Ashland, OR on July 28, 2025
7:30am
Breakfast at Bill’s Cafe
Start your day with a hearty breakfast at Bill’s Cafe, famous for its classic American breakfast dishes and friendly atmosphere.
USD20, 1h
8:30am
Drive to Ashland, Oregon
Embark on a 5.5-hour scenic drive heading north via I-5, passing through picturesque California and southern Oregon landscapes.
USD15 (fuel estimate), 5h30m
2:00pm
Lunch at Standing Stone Brewing Company
Enjoy locally brewed craft beers and farm-to-table fare in Ashland’s relaxed setting; open 11am - 9pm.
USD25, 1h
3:30pm
Explore Lithia Park
Stroll through the beautiful Lithia Park, known for its shaded trails, ponds, and gardens. Perfect for a relaxing afternoon walk.
Free, 1h30m
5:00pm
Visit the Oregon Shakespeare Festival
Catch an early evening play or explore the Festival's grounds. Check the schedule and book tickets in advance, performances typically around 2-4 hours, open from noon.
USD50, 3h
8:30pm
Dinner at Larks Home Kitchen Cuisine
Enjoy dinner featuring seasonal Pacific Northwest cuisine in a cozy setting, open until 9:30pm.
USD40, 1h
Find Hotels in San Jose
Day 2: Ashland to Oregon State University
Ashland, OR to Corvallis, OR on July 29, 2025
7:30am
Breakfast at Morning Glory Cafe
Start with a fresh and organic breakfast made with local ingredients; open from 7am.
USD18, 1h
8:30am
Drive to Corvallis, Oregon
Enjoy a 3.5-hour drive north through beautiful Willamette Valley farmlands, heading to Oregon State University.
USD12 (fuel estimate), 3h30m
12:00pm
Lunch at Beppe & Gianni’s Trattoria
Savor authentic Italian dishes with an emphasis on fresh, local ingredients in downtown Corvallis; open from 11:30am.
USD30, 1h
1:30pm
Tour Oregon State University
Explore the scenic campus including the Memorial Union and the Engineering buildings. Visitor center open 9am-5pm.
Free, 2h
3:30pm
Walk through Avery Park
Relax in Corvallis’ largest urban park, featuring walking trails, a duck pond, and playgrounds; open year-round.
Free, 1h
5:00pm
Drive to Portland, Oregon
Evening 1.5-hour drive to Portland, Oregon, preparing for a full next day exploring the city.
USD8 (fuel estimate), 1h30m
7:00pm
Dinner at Porquinho
Enjoy Brazilian-inspired modern dishes in a lively Portland restaurant, open until 9:30pm.
USD35, 1h
Find Hotels in Ashland
Day 3: Explore Portland
Portland, OR on July 30, 2025
8:00am
Breakfast at Blue Star Donuts
Try gourmet donuts with unique flavors made fresh daily; opens at 7am.
USD10, 30m
9:00am
Visit Portland Japanese Garden
Known as one of the most authentic Japanese gardens outside Japan, enjoy serene landscapes and cultural exhibits; open 10am-5pm.
USD20, 1h30m
11:00am
Tour the International Rose Test Garden
Walk through stunning rose displays with views of Mount St. Helens and Mount Hood; open daylight hours.
Free, 1h
12:30pm
Lunch at Pine Street Market
Taste a variety of local food vendors offering everything from ramen to wood-fired pizza; open 11am - 9pm.
USD20, 1h
2:00pm
Explore Powell's City of Books
Visit the world’s largest independent bookstore with over a million books; open 10am - 11pm.
Free, 1h
3:30pm
Walk along the Waterfront Park
Relax with views of the Willamette River and Mount Hood, stroll the scenic parks and bridges; open all day.
Free, 1h
6:30pm
Dinner at Andina Restaurant
Savor authentic Peruvian cuisine with a modern twist in a vibrant setting; open until 9pm.
USD40, 1h
Find Hotels in Portland
Day 4: Portland to Seattle
Portland, OR to Seattle, WA on July 31, 2025
7:30am
Breakfast at Mother’s Bistro & Bar
Enjoy a homestyle breakfast with fresh ingredients in a warm atmosphere; open from 7am.
USD20, 1h
8:45am
Drive to Seattle, Washington
Take a 3-hour scenic drive north along I-5 with views of the Columbia River and forests.
USD15 (fuel estimate), 3h
12:00pm
Lunch at Pike Place Market
Explore the famous market and enjoy fresh seafood, local eats, and unique crafts; open 9am-5pm.
USD25, 1h30m
1:45pm
Visit the Space Needle
Iconic Seattle landmark offering panoramic city and water views; open 10am-8pm.
USD40, 1h
3:00pm
Explore the Museum of Pop Culture (MoPOP)
Dive into exhibits on music, sci-fi, and pop culture in a unique architectural space; open 10am-5pm.
USD30, 1h30m
5:00pm
Walk through Chihuly Garden and Glass
Marvel at colorful glass art sculptures in indoor and outdoor gardens; open 10am-7pm.
USD32, 1h
6:30pm
Dinner at The Pink Door
Indulge in upscale Italian cuisine in a romantic atmosphere near Pike Place Market; open until 10pm.
USD50, 1h30m
Find Hotels in Portland
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Itinerary created by
Plantrip Team
July 27, 2025
AI-assisted, human-reviewed
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