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Portland's Natural Wonders and Cultural Treasures Itinerary

Last updated: 2024 Jun 14

City Sights and Culinary Delights

Morning

Start your day with a delightful breakfast at the iconic Pine State Biscuits, known for their mouthwatering biscuits and gravy. Afterward, take a leisurely walk through the serene Portland Japanese Garden, a haven of tranquility in the city.

Afternoon

For lunch, savor the unique flavors of the Pacific Northwest at Pok Pok, a renowned spot for authentic Thai cuisine. Afterward, explore the vibrant Pioneer Square and the nearby Portland Art Museum, home to an impressive collection of art.

Evening

In the evening, enjoy a memorable dining experience at Le Pigeon, a celebrated restaurant known for its innovative dishes. After dinner, take a leisurely stroll along the Portland Steel Bridge and enjoy the city lights reflecting on the Willamette River.

Bedtime

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4.87
Portland Japanese Garden
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4.72
Pioneer Square
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Waterfalls and Wine

Morning

Indulge in a delicious breakfast at Sweedeedee, a cozy spot known for its pastries and hearty dishes. Afterward, embark on a scenic drive to the majestic Multnomah Falls in the Columbia River Gorge.

Afternoon

For lunch, enjoy a picnic at the picturesque Latourell Falls. Afterward, continue your journey to the Columbia River Gorge for a wine tasting experience in the beautiful Hood River Valley.

Evening

Return to Portland and have a relaxing dinner at Andina Restaurant, a top-rated Peruvian restaurant in the Pearl District. After dinner, take a leisurely walk along the waterfront at South Park Blocks.

Bedtime

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4.83
Multnomah Falls
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4.90
Latourell Falls
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Volcanoes and History

Morning

Start your day with a hearty breakfast at Tasty n Alder, a popular spot known for its diverse menu. Then, embark on a day trip to Mt. St. Helens, where you can explore the dramatic landscape and learn about the 1980 eruption.

Afternoon

For lunch, enjoy a meal with a view at Screen Door, a Southern-inspired restaurant in the heart of the city. Afterward, visit the Oregon Museum of Science and Industry (OMSI) for a hands-on exploration of science and technology.

Evening

In the evening, have a casual dinner at Lardo, a local favorite known for its delicious sandwiches. Afterward, take a stroll through the historic Ladd's Addition neighborhood.

Bedtime

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4.16
Mt. St. Helens
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4.65
Oregon Museum of Science and Industry (OMSI)
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Wine Country Escape

Morning

Enjoy a leisurely breakfast at Toro Bravo, a popular spot for Spanish-inspired dishes. Then, set out on a day trip to the picturesque Willamette Valley, where you can visit multiple wineries and enjoy the scenic vineyard views.

Afternoon

Indulge in a wine tasting and a gourmet lunch at Domaine Serene, one of the region's most renowned wineries. Afterward, explore the charming town of Dundee and visit local art galleries.

Evening

Return to Portland and have a relaxed dinner at Ava Gene's, a top-rated Italian restaurant in the Division/Clinton neighborhood. After dinner, take a leisurely walk through the nearby Hosford-Abernethy neighborhood.

Bedtime

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4.85
Willamette Valley
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4.77
Hosford-Abernethy
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Gardens and Ghosts

Morning

Start your day with a delicious breakfast at Blue Star Donuts, a local favorite for their gourmet donuts. Then, visit the enchanting Lan Su Chinese Garden in the heart of the city.

Afternoon

For lunch, enjoy a culinary journey at Kachka, a renowned spot for authentic Russian cuisine. Afterward, take a guided tour to explore the Portland Underground Shanghai Tunnels and learn about the city's dark past.

Evening

In the evening, experience the city's haunted history on the Portland Discover the Haunted History of the City at Night tour. Afterward, unwind with a late-night snack at Voodoo Doughnut, a quirky spot known for their unique pastries.

Bedtime

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4.57
Lan Su Chinese Garden
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4.41
Portland Underground Shanghai Tunnels
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Mansion and Museum Day

Morning

Begin your day with a leisurely breakfast at Salt & Straw, a local favorite for their creative ice cream flavors. Then, visit the historic Pittock Mansion and enjoy panoramic views of the city.

Afternoon

For lunch, savor the flavors of the Mediterranean at Mediterranean Exploration Company. Afterward, spend the afternoon exploring the Portland Art Museum and the nearby South Park Blocks.

Evening

In the evening, have a sophisticated dinner at Lechon, a top-rated spot for South American cuisine. After dinner, take a leisurely walk through the trendy Nob Hill neighborhood.

Bedtime

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4.93
Pittock Mansion
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4.82
Portland Art Museum
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River Cruise and Culinary Delights

Morning

Enjoy a leisurely breakfast at Tasty n Alder, a popular spot known for its diverse menu. Then, embark on a relaxing Portland Willamette River 2.5-hour Dinner Cruise and take in the scenic views of the city from the water.

Afternoon

After the cruise, have a late lunch at Little Bird Bistro, a cozy spot known for its French-inspired dishes. Spend the afternoon exploring the Portland Waterfront and the Tom McCall Waterfront Park.

Evening

For your final dinner in Portland, indulge in a memorable dining experience at Departure Restaurant + Lounge, a rooftop restaurant with stunning views of the city. After dinner, enjoy a nightcap at the nearby Hubers Cafe, Portland's oldest bar.

Bedtime

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4.48
Portland Willamette River 2.5-hour Dinner Cruise
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4.75
Tom McCall Waterfront Park
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Farewell to Portland

Morning

On your last day in Portland, enjoy a leisurely breakfast at Sweedeedee, a cozy spot known for its pastries and hearty dishes. Take a final stroll through the Portland Pearl District and visit the iconic Powell’s City of Books.

Afternoon

For lunch, savor the flavors of the Pacific Northwest at Pok Pok, a renowned spot for authentic Thai cuisine. Afterward, take a guided tour to explore the Portland Underground Shanghai Tunnels and learn about the city's history.

Evening

Conclude your trip with a farewell dinner at Le Pigeon, a celebrated restaurant known for its innovative dishes. After dinner, take a leisurely walk along the Portland Steel Bridge and enjoy the city lights reflecting on the Willamette River.

Bedtime

Find amazing hotels in Portland, Oregon.