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5-Day Portland, Oregon Adventure with National Forests

5-Day Portland, Oregon Adventure with National Forests Itinerary

Last updated: 2024 Jun 14

City Highlights and Waterfalls

Morning
Start your Portland adventure with a delicious breakfast at Powell's City of Books, a local favorite. Afterward, embark on the Portland Half Day City Sightseeing Tour to get an overview of the city's historic and iconic sights.
Afternoon
For lunch, head to Pioneer Square, where you can enjoy a meal at one of the surrounding eateries. Afterward, take a scenic drive to the Columbia River Gorge and visit the majestic Multnomah Falls and the historic Vista House.
Evening
Dine at The Observatory, offering a fine dining experience with a view. After dinner, take a leisurely stroll through the Portland Pearl District, known for its galleries, boutiques, and vibrant atmosphere.
Bedtime
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Portland Half Day City Sightseeing Tour

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Columbia River Gorge

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Waterfront and Cultural Delights

Morning
Enjoy breakfast at Flying Elephants at Fox Tower, a local café. Then, take a morning walk along the Portland Steel Bridge and explore the Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan.
Afternoon
Have lunch at Radio Room in the vibrant Alberta Arts District. Spend your afternoon at the Oregon Museum of Science and Industry (OMSI), where you can engage with interactive exhibits and the USS Blueback submarine.
Evening
Experience the eclectic dining and cocktail offerings at Expatriate, known for its global-inspired cuisine and innovative drinks.
Bedtime
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Portland Steel Bridge

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Portland Japanese Garden

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Mountain Majesty and Wine Country

Morning
Start with breakfast at The Woodsman Tavern, known for its hearty, Pacific Northwest fare. Then, embark on a full-day Portland Mt. Hood Day Tour, which includes visits to the stunning Latourell Falls, the charming town of Hood River, and the beautiful Mt. Hood National Forest.
Afternoon
Enjoy a picnic lunch in the forest or in Hood River. Afterward, indulge in the region's wine scene with a visit to the Mt. Hood Wineries on the tour.
Evening
Return to Portland and have a relaxing dinner at The Fireside, offering a warm and inviting atmosphere with a focus on local ingredients.
Bedtime
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Visit Portland Mt. Hood Day Tour in Portland
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Portland Mt. Hood Day Tour

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Latourell Falls

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Underground History and River Cruising

Morning
Grab breakfast at McMenamins Market Street Pub, a classic Portland spot. Then, start your day with the Portland Underground Shanghai Tunnel Tour with Beer Tasting, delving into the city's intriguing past.
Afternoon
For lunch, enjoy a 2-hour Portland Lunch Cruise on the Willamette River, taking in the city skyline and bridges while dining. Afterward, explore the quirky and independent shops in the Portland Pearl District.
Evening
Dine at The Solo Club, offering a sophisticated yet relaxed atmosphere with a menu inspired by the flavors of the Pacific Northwest and beyond.
Bedtime
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Visit Portland Underground Shanghai Tunnel Tour with Beer Tasting in Portland
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Portland Underground Shanghai Tunnel Tour with Beer Tasting

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Visit Portland 2-hour Lunch Cruise on the Willamette River in Portland
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Portland Lunch Cruise on the Willamette River

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Historic Mansions and Ghostly Tales

Morning
Have breakfast at Paddy's, an Irish pub with a warm and welcoming ambiance. Then, visit the Pittock Mansion, a historic house museum with beautiful views of the city and the mountains.
Afternoon
Enjoy a guided Portland Ghosts, Poltergeists, and Psychopaths Walking Tour to uncover the eerie and mysterious side of Portland's history. For lunch, stop at Library Taphouse & Kitchen, where you can enjoy a meal in a book-themed setting.
Evening
Conclude your trip with a memorable dinner at Rontoms, known for its industrial-chic space and creative, seasonal dishes. Reflect on your Portland journey and the stories you've gathered along the way.
Bedtime
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Visit Pittock Mansion in Portland
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Pittock Mansion

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Visit Portland Discover the Haunted History of the City at Night in Portland
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Portland Ghosts, Poltergeists, and Psychopaths Walking Tour

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