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Portland Adventure 5 Days

Portland Adventure 5 Days Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Portland

Morning
Start your day with the Portland Downtown Coffee & Donut Tour. This tour will take you through some of the best coffee shops and donut spots in downtown Portland, giving you a taste of the local flavors. Afterward, head to Pioneer Square, often referred to as Portland's living room, where you can relax and people-watch. For breakfast, try Voodoo Doughnut, a quirky and iconic spot known for its unique donut creations.
Afternoon
In the afternoon, visit the Portland Art Museum, which houses an impressive collection of art from around the world. After exploring the museum, take a stroll through the South Park Blocks, a beautiful green space perfect for a leisurely walk. For lunch, head to Tasty n Alder, known for its delicious and innovative dishes.
Evening
End your day with a visit to the Portland Pearl District, an area known for its vibrant nightlife and trendy shops. Enjoy dinner at Andina, a highly-rated Peruvian restaurant offering flavorful dishes in a lively atmosphere. If you're up for it, grab a drink at Teardrop Lounge, famous for its expertly crafted cocktails.
Bedtime
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Portland Downtown Coffee & Donut Tour

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Pioneer Square

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Portland Art Museum

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South Park Blocks

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Portland Pearl District

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Nature and Gardens Day

Morning
Begin your second day with a visit to the stunning Portland Japanese Garden. This meticulously maintained garden offers serene landscapes and beautiful views of Mount Hood on clear days. Next, explore the nearby International Rose Test Garden, where you can see thousands of rose varieties in bloom. For breakfast, stop by Ken's Artisan Bakery for freshly baked pastries and coffee.
Afternoon
After enjoying the gardens, head over to Washington Park where you can spend some time hiking on one of its many trails or visiting other attractions within the park like the Oregon Zoo or Hoyt Arboretum. For lunch, try out Elephants Delicatessen, which offers an array of gourmet sandwiches and salads perfect for a picnic in the park.
Evening
In the evening, take part in the Portland Guided Foodie Bike Tour. This tour will guide you through some of Portland's best culinary spots while enjoying a bike ride through different neighborhoods. End your night with dinner at one of Portland's renowned food carts or pods; try something from Cartopia or Prost Marketplace.
Bedtime
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Portland Japanese Garden

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International Rose Test Garden

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Washington Park

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Portland Guided Foodie Bike Tour

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Waterfalls and Books

Morning
Kick off your third day with an adventure outside of downtown by joining the From Portland Half Day Columbia River Gorge Waterfalls Tour. This tour will take you to some breathtaking waterfalls including Multnomah Falls – one of Oregon’s most iconic natural landmarks. Before heading out on your tour, grab breakfast at Mother's Bistro & Bar, known for its hearty comfort food.
Afternoon
Upon returning from your waterfall adventure, spend some time exploring Forest Park – one of America’s largest urban forests – by taking one of its many hiking trails that offer beautiful scenery and tranquility away from city life. For lunch after your hike stop by Little Big Burger located nearby offering delicious burgers made from locally sourced ingredients.
Evening
Conclude your day with a visit to Powell’s City of Books – arguably one of Portland’s most famous landmarks where book lovers can get lost among millions of titles spread across multiple floors! Afterward enjoy dinner at Deschutes Brewery Public House which not only serves great food but also offers fantastic locally brewed beers making it perfect place wrap up another exciting day in Portland.
Bedtime
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From Portland Half Day Columbia River Gorge Waterfalls Tour

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Historic Mansions and River Views

Morning
Start your fourth day with a visit to the Pittock Mansion. This historic house offers stunning views of Portland and the surrounding mountains. The mansion itself is a beautiful example of architectural elegance and provides insight into Portland's history. For breakfast, stop by Screen Door, known for its Southern-style brunch dishes.
Afternoon
After exploring Pittock Mansion, head over to the Lan Su Chinese Garden. This tranquil garden in the heart of Portland's Chinatown offers a peaceful retreat with its beautiful landscaping and traditional Chinese architecture. For lunch, try Duck House Chinese Restaurant, which offers delicious dim sum and other Chinese delicacies.
Evening
In the evening, embark on the Portland Champagne Brunch Cruise on Willamette River. Enjoy a relaxing cruise along the Willamette River while savoring a delicious meal and taking in the scenic views of Portland's skyline. For dinner, consider dining at Lechon, which offers South American-inspired cuisine in a vibrant setting.
Bedtime
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Pittock Mansion

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Lan Su Chinese Garden

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Portland Champagne Brunch Cruise on Willamette River

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Exploring Forests and Breweries

Morning
Begin your final day with an outdoor adventure by joining the Portland Silver Falls Hike. This hike will take you through lush forests and past stunning waterfalls, providing a perfect escape into nature. Before heading out, have breakfast at Pine State Biscuits, famous for their hearty biscuits and gravy.
Afternoon
After your hike, return to Portland and explore the trendy North Mississippi Avenue area. This neighborhood is known for its eclectic shops, vibrant street art, and unique boutiques. For lunch, stop by Miss Delta, which serves up delicious Southern comfort food.
Evening
Conclude your trip with a visit to some of Portland's renowned breweries. Join the Portland Guided Delicious Donut Tour with Tastings that also includes stops at local breweries where you can sample some of Portland’s finest craft beers. End your day with dinner at Apizza Scholls, known for its mouthwatering pizzas made from scratch.
Bedtime
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Portland Silver Falls Hike

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Portland Guided Delicious Donut Tour with Tastings

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