3 Days in Healdsburg, California
May 6, 2025Whether you desire to extend your visit or want to incorporate ideas for your group, this curated itinerary 3 days in Portland, Oregon features delightful suggestions and planner tips on how you and your attendees can get the most of your time in Portland.
Day 1: Forests and Food: Groups can explore Portland’s walkable neighborhoods, with lively food cart pods and
pockets of natural beauty around every corner. Tax-free shopping at eclectic local spots adds to the excitement.
Day 2: Beans to Books: Attendees can start the day with a pour-over and serious sneaker style at Deadstock Coffee, then get lost in the endless aisles of Powell’s City of Books—Portland’s iconic literary landmark.
Day 3: Picture This: Your event’s next social media pic? Definitely in front of one — or ten thousand — rose bushes at Portland’s legendary International Rose Test Garden (the nation’s oldest).
3 days in Portland, Oregon – Parks, Pods and Ports
8:00 a.m.
Enjoy a morning walk (or run) at Forest Park, Portland’s massive urban wilderness with over 70 miles of trails to explore. The best part? It’s just minutes from downtown.
12:00 p.m.
Refuel at Prost! Marketplace, a lively food cart pod with covered seating on walkable, hip Mississippi Avenue. After dining, explore nearby eclectic shops—Portland’s tax-free shopping makes it even better!
7:00 p.m.
Sail the Willamette River aboard the Portland Spirit, enjoying a Northwest-inspired three-course dinner while soaking in stunning views of Portland’s skyline — a perfect way to end your day!
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Planner Tip: No Sales Tax? Yes, please! With 0% sales tax on expenses like A/V and F&B, your budget goes further in Portland — so you can put more into the moments that matter.
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Explore a Unique Urban Oasis
9:00 a.m.
Wake up with Deadstock Coffee, a sneaker-themed café offering premium coffee amidst unique sneaker memorabilia. Owned by a former Nike footwear developer, it’s a must-visit for coffee enthusiasts and sneakerheads alike.
1:00 p.m.
Step into Lan Su Chinese Garden, a serene getaway in the city’s center. Covered bridges, pavilions and richly planted landscapes frame a picturesque pond in this authentically built Ming dynasty-style garden.
3:00 p.m.
Spanning an entire city block, Powell’s City of Books is the largest independent bookstore in the U.S. Its maze-like aisles house countless titles, including rare books, making it a Portland staple since 1971.
Planner Tip: Portland has a refreshingly mild climate. We flirt with freezing but never commit — that means little to no snow in winter. Our temperate rainforest climate keeps the city green and the air fresh, making it a true urban oasis.
10:00 a.m.
Start your day at Oregon Museum of Science and Industry (OMSI), one of the nation’s top science centers. Experience live lab demonstrations, watch a movie on a giant screen and even tour a submarine!
2:00 p.m.
Wander over to the Portland International Rose Test Garden — the oldest public rose garden in the country. Enjoy stellar Portland skyline views as you stroll among 10,000 rose bushes. The best rose-viewing months are May through September.
7:00 p.m.
End your day with James Beard Award finalist restaurant Eem, which blends Thai street food and curries with Southern favorites like hot chicken and smoked pork for a bold, unexpected twist.
Planner Tip: Travel Portland’s team are local experts and here to help with off-site ideas, venue and vendor recommendations, pre-event site visits and creative ways to promote your event.
Contact My Journey Begins Travel to plan your event or visit to Portland, Oregon.