5 Days Immersed in Oregon's Vibrant City Scene
Curated By
Michelle Malter
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Portland, Oregon
Food & Wine
Luxury Travel
Sightseeing
Local Food
Entertainment
Curator’s statement
Explore the heart of the city with visits to iconic landmarks like Pioneer Courthouse Square and the Pearl District. Indulge in mouthwatering delights at local eateries, from cozy cafes to trendy food carts 🍔🚶♂️. Embark on day trips to majestic natural wonders like the Columbia River Gorge and Multnomah Falls, soaking in the breathtaking scenery. With our expert planning and personalized recommendations, your Portland getaway promises excitement, discovery and memories to last a lifetime. Don't miss out. Book your adventure with me today! 🌟
The Fora Difference
Book with Michelle to access exclusive perks and experiences on your trip.
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Killer perks
Free upgrades, spa credits and more—we got you
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Personalized recs
Customized travel planning for your style
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Insider knowledge
Expert advice from people who’ve actually been there
Where to stay
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Day 1: Arrive in Portland
Arrive in Portland at the Portland International Airport (PDX) and transfer to your accommodation in the heart of the city.
In the evening, enjoy a welcome dinner at Pine Street Market. A diverse culinary experience at Portland's first food hall, offering a variety of local eateries.
Day 2: Exploring Downtown Portland
Start your morning with a hearty breakfast at the beloved downtown restaurant known as Mother's Bistro & Bar.
Afterwards, stroll through Portland's Living Room, a bustling public space hosting events, festivals and markets.
For lunch, enjoy food at Alder Street Food Cart Pod. Here you can indulge in a culinary adventure, one of Portland's most famous!
In the evening, partake in a Brewery Tour in the Pearl District (one of Portland's trendiest neighborhoods) to sample craft beers.
Day 3: Columbia River Gorge Day Trip
Fuel up for the day with a delicious brunch at Tasty n Alder.
Next, embark on a hike at Multnomah Falls, enjoying the scenic trails in the Columbia River Gorge.
For lunch, dine at a local eatery in the charming town of Hood River, known for its picturesque views and outdoor recreation.
Later, return to Portland for an evening completely free to do whatever you like.
Day 4: Creative Arts District & Pearl District
Start your day with Southern-inspired breakfast at Screen Door, a popular eatery in the city of Portland.
Afterwards, explore the Alberta Arts District by strolling through vibrant streets lined with galleries, boutiques and street art.
For lunch, check out TILT and enjoy gourmet burgers and craft cocktails in the trendy Pearl District.
In the evening, browse upscale boutiques and enjoy happy hour specials at local bars and restaurants.
Day 5: Leisure Day and Departure
Option 1: Relax and enjoy a leisurely day exploring Portland's parks, gardens or waterfront.
Option 2: Visit the Portland Saturday Market for local crafts, food and live music.
Option 3: Explore the International Rose Test Garden and Japanese Garden in Washington Park.
Later, enjoy a lunch at the iconic Deschutes Brewery Portland Public House. There you can savor pub fare and handcrafted beers.
Savor your last moments in Portland with some leisure time before checking out of your accommodation.
Finally, transfer to Portland International Airport (PDX) for your departure flight, carrying with you unforgettable memories of your Portland urban adventure.
Need to Know
For more travel tips, check out Fora Advisor Lizz Callaway's guide to Portland: Discovering Small Business Charm in Portland, Oregon. This guide is part of our ongoing series on travel to Portland, Oregon.
Travel Advisor
Michelle Malter
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