Portland, Oregon, USA-5-day-itinerary

Day 1: Explore Downtown Portland

  • Morning: Start your day at the iconic Pioneer Courthouse Square, also known as “Portland’s Living Room.” Grab a coffee and pastry at one of the many cafes nearby.
  • 9:00 AM: Visit the Portland Art Museum, the oldest art museum in the country. Admission is free on Fridays from 5-8 PM, but we’ll visit during regular hours to avoid crowds.
  • Lunch: Head to PDX Tidings for a delicious sandwich and try their famous “Tidings” burger.
  • Afternoon: Explore the historic Skidmore Fountain, a charming spot with beautiful gardens. Take a stroll along the nearby streets and admire the city’s unique architecture.
  • Evening: Enjoy dinner at Grain & Gristle, a farm-to-table restaurant serving up delicious burgers and salads.

Accommodations

Consider staying at the Hotel Lucia, a boutique hotel in the heart of downtown Portland. They offer stylish rooms, free Wi-Fi, and a great breakfast buffet.

Things to Know

  • Weather: Portland is known for its rainy climate, so be sure to pack an umbrella!
  • Parking: Parking can be tricky in downtown Portland, so consider using public transportation or ride-sharing services.
  • Tipping: Tipping in the US is customary at 15-20% of the total bill.

Transportation

Get around town with ease on the Tri-County Metropolitan Transportation District of Oregon (TriMet) bus system. You can also use ride-sharing services like Uber and Lyft, or rent a bike through Portland Bike Share.

Day 2: Explore the Food and Drink Scene

  • Morning: Visit the famous Voodoo Doughnut, a quirky doughnut shop with creative flavors.
  • 11:00 AM: Take a tour of the Deschutes Brewery, one of Portland’s best craft breweries. Sample some of their delicious beers and learn about the brewing process.
  • Lunch: Head to Apizza Scholls for wood-fired pizzas and fresh ingredients.
  • Afternoon: Visit the Portland Farmers Market, where you can find local produce, artisanal cheeses, and handmade crafts.
  • Evening: Enjoy dinner at Le Pigeon, a French-inspired bistro with creative dishes.

Accommodations

Consider staying at the Hotel Modera, a stylish hotel located in the heart of downtown Portland. They offer comfortable rooms, free Wi-Fi, and a great breakfast buffet.

Things to Know

  • Food trucks: Portland is famous for its food truck scene. Try some delicious street food from vendors like Lardo or Grilled Cheese Grill.
  • Coffee culture: Portland is known for its coffee culture, so be sure to visit one of the many local coffee shops like Intelligentsia Coffee.

Day 3: Explore the Japanese Garden and Pittock Mansion

  • Morning: Visit the beautiful Japanese Garden, a serene oasis in the heart of the city. Admission is around $20 per person.
  • 11:00 AM: Take a tour of the Pittock Mansion, a stunning French Renaissance-style chateau that served as the former governor’s residence. Admission is around $12 per person.
  • Lunch: Head to Ned Ludd, a farm-to-table restaurant serving up delicious pizzas and salads.
  • Afternoon: Explore the nearby Washington Park, a beautiful green space with walking trails, gardens, and stunning views of the city.
  • Evening: Enjoy dinner at Coquine, a French-inspired bistro with creative dishes.

Accommodations

Consider staying at the The Hoxton, Portland, a stylish hotel located in the heart of downtown Portland. They offer comfortable rooms, free Wi-Fi, and a great breakfast buffet.

Things to Know

  • Japanese Garden: The Japanese Garden is a serene oasis, but be sure to dress modestly as it’s a place of contemplation.
  • Pittock Mansion: The Pittock Mansion offers stunning views of the city, so be sure to take some photos!

Day 4: Explore the Pearl District and Powell’s City of Books

  • Morning: Visit the iconic Powell’s City of Books, the largest independent bookstore in the world. Admission is free, but plan for a few hours to explore.
  • 11:00 AM: Take a stroll through the charming Pearl District, a trendy neighborhood with upscale shops and restaurants.
  • Lunch: Head to Society Bistro, a farm-to-table restaurant serving up delicious sandwiches and salads.
  • Afternoon: Visit the nearby Portland Saturday Market, where you can find local produce, artisanal cheeses, and handmade crafts.
  • Evening: Enjoy dinner at Tilt, a modern American bistro with creative dishes.

Accommodations

Consider staying at the The Ace Hotel Portland, a stylish hotel located in the heart of downtown Portland. They offer comfortable rooms, free Wi-Fi, and a great breakfast buffet.

Things to Know

  • Powell’s City of Books: Powell’s is a book lover’s paradise! Be sure to plan for a few hours to explore.
  • Pearl District: The Pearl District is a trendy neighborhood with upscale shops and restaurants. Take some time to stroll through the charming streets.

Day 5: Explore the Willamette River and Forest Park

  • Morning: Visit the beautiful Willamette River, where you can take a scenic walk along the riverfront.
  • 11:00 AM: Take a tour of Forest Park, one of the largest urban forests in the country. Admission is free, but plan for a few hours to explore.
  • Lunch: Head to The Waterfront Bistro, a waterfront restaurant serving up delicious sandwiches and salads.
  • Afternoon: Visit the nearby Portland Rose Garden, where you can see stunning displays of roses and other flowers.
  • Evening: Enjoy dinner at Langbaan, a modern Thai bistro with creative dishes.

Accommodations

Consider staying at the The Portland Hotel, a stylish hotel located in the heart of downtown Portland. They offer comfortable rooms, free Wi-Fi, and a great breakfast buffet.

Things to Know

  • Willamette River: The Willamette River is a beautiful spot for a scenic walk or a picnic.
  • Forest Park: Forest Park is one of the largest urban forests in the country! Take some time to explore its many trails and green spaces.