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4-Day Adventure in Portland Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Portland

Morning

Start your day with a visit to Pioneer Square, often referred to as Portland's living room. This bustling urban park is the perfect spot to get a feel for the city's vibe. Enjoy a coffee at one of the nearby cafes.

Afternoon

Head over to Portland Art Museum to immerse yourself in a diverse collection of art spanning various cultures and eras. For lunch, try one of the food carts nearby for an authentic Portland experience.

Evening

Spend your evening exploring Portland Pearl District. This vibrant neighborhood is known for its art galleries, boutiques, and lively nightlife. Enjoy dinner at one of the district's highly-rated restaurants.

Bedtime

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Pioneer Square
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4.82
Portland Art Museum
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Nature and Culture Day

Morning

Begin with a serene walk through Washington Park, home to several attractions including the famous Portland Japanese Garden. Grab breakfast at a nearby cafe before heading into the garden.

Afternoon

Visit the International Rose Test Garden located within Washington Park. Take your time strolling through rows of beautiful roses. For lunch, enjoy a picnic in the park or visit a nearby restaurant.

Evening

Conclude your day with a trip to Powell’s City of Books, one of the largest independent bookstores in the world. Afterward, have dinner at one of Portland's renowned eateries close by.

Bedtime

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4.74
Washington Park
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4.87
Portland Japanese Garden
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Historical and Scenic Adventures

Morning

Start your day with a tour of Pittock Mansion. This historic house offers stunning views of Portland and Mount Hood. Enjoy breakfast at their on-site cafe or another local spot.

Afternoon

Explore Hoyt Arboretum, which features miles of trails and thousands of plant species. Pack or grab lunch before heading out on your hike.

Evening

In the evening, take part in Portland Walking Pizza Tour. Sample some of Portland's best pizza while learning about its history and culture.

Bedtime

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Pittock Mansion
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4.88
Hoyt Arboretum
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Waterfalls and Wine Tasting

Morning

Embark on an adventure with From Portland Half Day Columbia River Gorge Waterfalls Tour. Witness breathtaking waterfalls just outside the city. Have breakfast before you leave or bring snacks along.

Afternoon

Continue exploring more waterfalls or head back into town for lunch at one of Portland's top-rated restaurants.

Evening

End your trip with an elegant experience on an Outside Portland Wine, Waterfalls, and Timberline Tour. Savor local wines while enjoying scenic views.

Bedtime

Find amazing hotels in Portland, Oregon.