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4 Days Exploring Portland Oregon Itinerary

Last updated: 2024 Jun 14

Discovering Downtown Portland

Morning

Start your day with a delightful coffee and donut tour Portland Downtown Coffee & Donut Tour. This tour will introduce you to some of the best local coffee shops and donut spots in the city.

Afternoon

After the tour, head to Pioneer Square, often referred to as Portland's living room. Enjoy lunch at Mother's Bistro & Bar, known for its comfort food. Post-lunch, visit the iconic Powell’s City of Books, one of the largest independent bookstores in the world.

Evening

In the evening, take a leisurely stroll through Portland Pearl District and enjoy dinner at Andina Restaurant, which offers delicious Peruvian cuisine.

Bedtime

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Portland Downtown Coffee & Donut Tour

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Pioneer Square

4.72

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Powell’s City of Books

4.60

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Portland Pearl District

4.72

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Nature and Gardens Galore

Morning

Begin your day with a visit to the serene Portland Japanese Garden, often considered one of the most authentic Japanese gardens outside of Japan. For breakfast, stop by The Daily Feast nearby.

Afternoon

Afterwards, explore the beautiful International Rose Test Garden located just next door. Have lunch at Elephants Delicatessen before heading to Hoyt Arboretum for a peaceful walk among diverse plant species.

Evening

Spend your evening exploring the historic Alphabet District. For dinner, dine at Papa Haydn, known for its delectable desserts.

Bedtime

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Portland Japanese Garden

4.87

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International Rose Test Garden

4.76

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Hoyt Arboretum

4.88

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Alphabet District

4.77

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Museums and Cultural Highlights

Morning

Kick off your morning with a visit to the fascinating Oregon Museum of Science and Industry (OMSI). Enjoy breakfast at their on-site cafe before diving into interactive exhibits.

Afternoon

Post-museum visit, head over to explore the cultural hub that is the Portland Art Museum. For lunch, try out some local food carts at Pioneer Courthouse Square. Then take a relaxing walk through the lush greenery of South Park Blocks.

Evening

In the evening, enjoy a guided walking tour of downtown Portland with a local guide Guided Walking Tour of Downtown Portland, Oregon. Finish your day with dinner at Le Pigeon, known for its innovative French cuisine.

Bedtime

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Oregon Museum of Science and Industry (OMSI)

4.65

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Portland Art Museum

4.82

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South Park Blocks

4.79

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Guided Walking Tour of Downtown Portland, Oregon

5.00

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Adventures Beyond Portland

Morning

Embark on an exciting waterfall tour beyond Portland in the morning with this wonderful experience: Wonderful Waterfalls Tour Beyond Portland. Start your day early with breakfast from Voodoo Doughnut before heading out.

Afternoon

Return to Portland for lunch at Screen Door Restaurant. In the afternoon take part in an adventurous flightseeing tour over Mount Hood: Portland Flightseeing Tour Mount Hood which offers breathtaking views from above.

Evening

For your final evening in Portland enjoy a delightful meal at Ox Restaurant which specializes in Argentine-inspired dishes. Cap off your trip with an unforgettable nighttime helicopter tour: From Portland City Lights Nighttime Helicopter Tour.

Bedtime

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