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20 Days of Portland Adventures Itinerary
Last updated: 2024 Jun 14Exploring 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 a great place to people-watch and get a feel for the city's vibe. For breakfast, head over to Stumptown Coffee Roasters for some of the best coffee in town.
Afternoon
After exploring Pioneer Square, take a short walk to Powell’s City of Books, the largest independent bookstore in the world. Spend some time browsing through their extensive collection. For lunch, enjoy some delicious Vietnamese cuisine at Luc Lac Vietnamese Kitchen.
Evening
In the evening, explore the vibrant Portland Pearl District. This area is known for its art galleries and trendy shops. End your day with dinner at Andina, a highly-rated Peruvian restaurant.
Bedtime
Find amazing hotels in Portland, Oregon.
4.72Pioneer Square
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4.72Pioneer Square
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4.60Powell’s City of Books
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4.60Powell’s City of Books
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Nature and Gardens Day
Morning
Begin your day with a peaceful stroll through Portland Japanese Garden, one of the most authentic Japanese gardens outside of Japan. For breakfast, grab a bite at Blue Star Donuts, known for their gourmet donuts.
Afternoon
Next, visit the nearby International Rose Test Garden where you can see thousands of rose varieties in bloom. Have lunch at Tasty n Alder, which offers an eclectic menu that will satisfy any palate.
Evening
Spend your evening exploring Washington Park, which offers beautiful views and numerous trails. For dinner, head over to Ox, an Argentine-inspired restaurant known for its wood-fired grill.
Bedtime
Find amazing hotels in Portland, Oregon.
4.87Portland Japanese Garden
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4.87Portland Japanese Garden
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4.76International Rose Test Garden
Book Now
4.76International Rose Test Garden
Book Now
Museums and Cultural Experiences
Morning
Start your day with a visit to the fascinating Oregon Museum of Science and Industry (OMSI). Afterward, enjoy breakfast at Pine State Biscuits, famous for their hearty Southern-style biscuits.
Afternoon
In the afternoon, explore the art collections at the renowned Portland Art Museum. For lunch, try out some delicious Thai food at Nong's Khao Man Gai.
Evening
End your day with a walk through the historic Alphabet District. This area is full of charming old homes and unique shops. Enjoy dinner at Le Pigeon, known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
4.65Oregon Museum of Science and Industry (OMSI)
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4.65Oregon Museum of Science and Industry (OMSI)
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4.82Portland Art Museum
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4.82Portland Art Museum
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Parks and Unique Tours
Morning
Begin your morning with an invigorating hike in Forest Park, one of the largest urban forests in the United States. Stop by Voodoo Doughnut afterward for some quirky and delicious donuts.
Afternoon
Take part in an exciting tour: choose between either the popular 40-minute scenic flight over Columbia Gorge or a self-guided e-bike tour around Portland's waterfalls - both offer stunning views! Grab lunch from one of Portland’s famous food carts or pods during your tour.
Evening
Wrap up your day by visiting the iconic Pittock Mansion which offers panoramic views of Portland from its grounds before heading out to dinner at Ken’s Artisan Pizza
Bedtime
Find amazing hotels in Portland, Oregon.
Forest Park
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Forest Park
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Historic and Modern Portland
Morning
Start your day with a visit to Pittock Mansion. This historic house offers stunning views of the city and a glimpse into Portland's past. For breakfast, enjoy some delicious pastries and coffee at Screen Door.
Afternoon
After exploring the mansion, head over to Lan Su Chinese Garden. This beautiful garden is an oasis in the middle of the city. For lunch, try some mouth-watering sandwiches at Lardo.
Evening
In the evening, take a stroll through Portland Chinatown. End your day with dinner at Toro Bravo, known for its Spanish-inspired tapas.
Bedtime
Find amazing hotels in Portland, Oregon.
4.93Pittock Mansion
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4.93Pittock Mansion
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4.57Lan Su Chinese Garden
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4.57Lan Su Chinese Garden
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Art and Scenic Views
Morning
Begin your day with a visit to the iconic Portland Steel Bridge, one of Portland's most recognizable landmarks. Enjoy breakfast at Pine State Biscuits for some hearty Southern-style biscuits.
Afternoon
Next, explore the art galleries in the vibrant Pearl District. Have lunch at Ava Gene's, which offers delicious Italian cuisine.
Evening
Spend your evening at International Rose Test Garden, where you can see thousands of rose varieties in bloom. For dinner, head over to Ken's Artisan Pizza for some of the best pizza in town.
Bedtime
Find amazing hotels in Portland, Oregon.
4.46Portland Steel Bridge
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4.46Portland Steel Bridge
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4.76International Rose Test Garden
Book Now
4.76International Rose Test Garden
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Outdoor Adventures and Local Flavors
Morning
Start your day with an outdoor adventure by visiting Hoyt Arboretum. This 189-acre park is home to thousands of species of trees and plants. For breakfast, grab a bite at Blue Star Donuts, known for their gourmet donuts.
Afternoon
Afterward, take part in the exciting activity: choose between either the popular 40-minute scenic flight over Columbia Gorge or a self-guided e-bike tour around Portland's waterfalls - both offer stunning views! Grab lunch from one of Portland’s famous food carts or pods during your tour.
Evening
End your day with a visit to the historic Pittock Mansion which offers panoramic views of Portland from its grounds before heading out to dinner at Ken’s Artisan Pizza
Bedtime
Find amazing hotels in Portland, Oregon.
4.88Hoyt Arboretum
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4.88Hoyt Arboretum
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Cultural Exploration and Culinary Delights
Morning
Begin your morning with an invigorating hike in Forest Park one of the largest urban forests in the United States. Stop by Voodoo Doughnut afterward for some quirky and delicious donuts.
Afternoon
Evening
Waterfalls and Wine
Morning
Start your day with the Portland All the Falls Self-Guided E-Bike Tour. This tour will take you to some of the most beautiful waterfalls in the area. For breakfast, grab a quick bite at Pine State Biscuits before heading out.
Afternoon
After your morning tour, enjoy a leisurely lunch at Nong's Khao Man Gai, known for its delicious Thai chicken and rice. Then, join the Outside Portland Wine, Waterfalls, and Timberline Tour for an afternoon of wine tasting and scenic views.
Evening
In the evening, relax with dinner at Apizza Scholls, where you can enjoy some of Portland's best pizza.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
City Sights and Local Bites
Morning
Portland Half Day City Sightseeing Tour is a great way to start your day. This tour will take you to all the must-see spots in Portland. For breakfast, stop by Blue Star Donuts for some gourmet donuts.
Afternoon
Portland Downtown Food Tour is perfect for lunch. You'll get to sample a variety of local dishes while learning about Portland's food scene.
Evening
From Portland City Lights Nighttime Helicopter Tour offers stunning views of the city at night. End your day with dinner at Le Pigeon, known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland Half Day City Sightseeing Tour
Book Now
5.00Portland Half Day City Sightseeing Tour
Book Now
5.00Portland Downtown Food Tour
Book Now
5.00Portland Downtown Food Tour
Book Now
Gardens and Gourmet Experiences
Morning
Portland Japanese Garden is a serene way to start your day. Enjoy breakfast at Stumptown Coffee Roasters afterward.
Afternoon
Portland Secret Food Tour with Local Guide is perfect for lunch. You'll get to try some hidden gems in Portland's food scene.
Evening
From Portland Full Day Gorge Waterfalls & Mt. Hood Tour offers breathtaking views and is a great way to end your day. For dinner, head over to Andina for some delicious Peruvian cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
4.87Portland Japanese Garden
Book Now
4.87Portland Japanese Garden
Book Now
5.00Portland Secret Food Tour with Local Guide
Book Now
5.00Portland Secret Food Tour with Local Guide
Book Now
Scenic Flights and Local Brews
Morning
Start your day with the Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight. This breathtaking flight offers stunning aerial views of the Columbia Gorge. For breakfast, grab a quick bite at Pine State Biscuits before heading out.
Afternoon
After your morning flight, enjoy a leisurely lunch at Nong's Khao Man Gai, known for its delicious Thai chicken and rice. Then, take a stroll through the South Park Blocks, a beautiful green space in the heart of downtown Portland.
Evening
In the evening, relax with dinner at Ken's Artisan Pizza, where you can enjoy some of Portland's best pizza. Afterward, visit one of Portland's famous breweries for a taste of local craft beer.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight
Book Now
5.00Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight
Book Now
4.79South Park Blocks
Book Now
4.79South Park Blocks
Book Now
Waterfalls and Wine Tasting
Morning
Portland All the Falls Self-Guided E-Bike Tour is a great way to start your day. This tour will take you to some of the most beautiful waterfalls in the area. For breakfast, grab a quick bite at Blue Star Donuts before heading out.
Afternoon
Outside Portland Wine, Waterfalls, and Timberline Tour is perfect for lunch. You'll get to sample a variety of local wines while enjoying scenic views.
Evening
Portland Downtown Coffee & Donut Tour offers a sweet end to your day. For dinner, head over to Le Pigeon, known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
City Tours and Culinary Delights
Morning
Portland Half Day City Sightseeing Tour is a great way to start your day. This tour will take you to all the must-see spots in Portland. For breakfast, stop by Stumptown Coffee Roasters for some gourmet coffee.
Afternoon
Portland Food Carts, Pods, & Patios Tour is perfect for lunch. You'll get to sample a variety of local dishes while learning about Portland's food scene.
Evening
From Portland City Lights Nighttime Helicopter Tour offers stunning views of the city at night.End your day with dinner at Andina,known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland Half Day City Sightseeing Tour
Book Now
5.00Portland Half Day City Sightseeing Tour
Book Now
5.00Portland Food Carts, Pods, & Patios Tour
Book Now
5.00Portland Food Carts, Pods, & Patios Tour
Book Now
Books and Bridges
Morning
Begin your morning with a visit to Powell’s City of Books, the largest independent bookstore in the world. Afterward, stop by Voodoo Doughnut for some quirky and delicious donuts.
Afternoon
Take part in an exciting tour: choose between either the popular 40-minute scenic flight over Columbia Gorge or a self-guided e-bike tour around Portland's waterfalls - both offer stunning views! Grab lunch from one of Portland’s famous food carts or pods during your tour.
Evening
Wrap up your day by visiting the iconic Pittock Mansion which offers panoramic views of Portland from its grounds before heading out to dinner at Ken's Artisan Pizza.
Bedtime
Find amazing hotels in Portland, Oregon.
4.60Powell’s City of Books
Book Now
4.60Powell’s City of Books
Book Now
4.93Pittock Mansion
Book Now
4.93Pittock Mansion
Book Now
Scenic Flights and Local Brews
Morning
Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight is a breathtaking way to start your day. This flight offers stunning aerial views of the Columbia Gorge. For breakfast, grab a quick bite at Pine State Biscuits before heading out.
Afternoon
Portland Secret Food Tour with Local Guide is perfect for lunch. You'll get to try some hidden gems in Portland's food scene.
Evening
From Portland City Lights Nighttime Helicopter Tour offers stunning views of the city at night. End your day with dinner at Le Pigeon, known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight
Book Now
5.00Portland Columbia Gorge Waterfalls 40-Minute Scenic Flight
Book Now
5.00Portland Secret Food Tour with Local Guide
Book Now
5.00Portland Secret Food Tour with Local Guide
Book Now
Waterfalls and Wine Tasting
Morning
Portland All the Falls Self-Guided E-Bike Tour is a great way to start your day. This tour will take you to some of the most beautiful waterfalls in the area. For breakfast, grab a quick bite at Blue Star Donuts before heading out.
Afternoon
Outside Portland Wine, Waterfalls, and Timberline Tour is perfect for lunch. You'll get to sample a variety of local wines while enjoying scenic views.
Evening
Portland Downtown Coffee & Donut Tour offers a sweet end to your day. For dinner, head over to Andina, known for its innovative Peruvian cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Portland All the Falls Self-Guided E-Bike Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
5.00Outside Portland Wine, Waterfalls, and Timberline Tour
Book Now
Books and Bridges
Morning
Begin your morning with a visit to Powell’s City of Books,the largest independent bookstore in the world.Stop by Voodoo Doughnut afterward for some quirky and delicious donuts.
Afternoon
Take part in an exciting tour: choose between either the popular 40-minute scenic flight over Columbia Gorge or a self-guided e-bike tour around Portland's waterfalls - both offer stunning views! Grab lunch from one of Portland’s famous food carts or pods during your tour.
Evening
Wrap up your day by visiting the iconic Pittock Mansion which offers panoramic views of Portland from its grounds before heading out to dinner at Ken’s Artisan Pizza
Bedtime
Find amazing hotels in Portland,Oregon.
Gardens and Gourmet Experiences
Morning
Portland Japanese Garden[8037]is serene way to start your day.Enjoy breakfast atStumptown Coffee Roastersafterward.
Afternoon
Portland Secret Food Tour with Local Guide[436645]is perfect for lunch.You'll get try some hidden gems in Portland's food scene.
Evening
From Portland Full Day Gorge Waterfalls & Mt.Hood Tour[495452]offers breathtaking views and is great way end your day.For dinner head overAndinafor some delicious Peruvian cuisine.
Bedtime
Find amazing hotels in Portland,Oregon.
4.87Portland Japanese Garden[8037]
Book Now
4.87Portland Japanese Garden[8037]
Book Now
5.00Portland Secret Food Tour with Local Guide[436645]
Book Now
5.00Portland Secret Food Tour with Local Guide[436645]
Book Now
City Tours and Culinary Delights
Morning
Portland Half Day City Sightseeing Tour[495498]is great way start your day.This tour will take you all must-see spots in Portland.For breakfast stop byStumptown Coffee Roastersfor some gourmet coffee.
Afternoon
Portland Food Carts, Pods,&Patios Tour[333496]is perfect for lunch.You'll get sample variety local dishes while learning about Portland's food scene.
Evening
From Portland City Lights Nighttime Helicopter Tour[438296]offers stunning views city night.End your day with dinnerAndina,known for its innovative French cuisine.
Bedtime
Find amazing hotels in Portland,Oregon.
5.00Portland Half Day City Sightseeing Tour[495498]
Book Now
5.00Portland Half Day City Sightseeing Tour[495498]
Book Now
5.00Portland Food Carts, Pods,&Patios Tour[333496]
Book Now
5.00Portland Food Carts, Pods,&Patios Tour[333496]
Book Now
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