3 Days in Healdsburg, California
May 6, 2025Adventures by Disney Summer Savings
May 31, 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.