Portland, Oregon Downtown walking tour

Duration: 2h and 30min
Languages: English
Guru: Alan
Registered on February 22, 2024

My wife and I are both retired and we enjoy traveling, particularly to the Oregon coast which is under two hours away. I've lived or/and worked around downtown Portland for most of my life. I have been part of many of the things that make Portland special including: the Children's Parade, Starlight Parade, Santacon, Plunderathon, Brides of March, Bad Hare Day, and Critical Mass. I really enjoy exploring the city and sharing it with visitors.

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  • No minimum number of attendees
    No minimum number of attendees is required for the tour
  • Free booking and cancellation
    Free payment tour, no set price, booking and cancellation are free
  • Accepts electronic payment
    This tour allows payment by electronic means or credit card

Tour description

There is something interesting about ever city and town, you just need someone to figure out what that thing is.  Fortunately,  in Portland, Oregon I have found many interesting things to show you.

Would you like to see where the world's first long distance transmission of electric power took place?  How about a visit to the world's smallest park?  Do you know what makes the Oregon state flag unique?  Have you seen the oldest vertical lift bridge in the USA?  The last telescoping Bridge?  Have you heard how the flip of a coin decided the name of the city?  Do you know the story of how a man in a poster became the Mayor of the city?  Have you heard how the citizens banded together to build a town square?  Do you know why you don't see many pictures of the statue Portlandia?  

Experience the cast iron architecture, the carved stone architecture and the rich details on many of the city's buildings.  See the city through the eyes of someone who has loved the city for over fifty years and, wants to give you reasons to love it too.

Sign up for a tour and learn about Portland, Oregon.

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What will we visit on this tour?

  • Meeting point:
    751 SW 6th Ave, Portland, OR 97204, USA
    751 SW 6th Ave, Portland, OR 97204, USA
    View on map

    Meet at the Directional sign by 6th Avenue at Pioneer Courthouse Square. I'm about six feet tall, carrying a black shoulder bag and a sign that says "Free Walking Tour" "Guru Walk"

  • 1
    Outside visit
    Pioneer Courthouse Square

    Starting point is the directional sign on the sixth street side of the square. Look for a guy with a sign that says Free Walking Tour

  • 2
    Outside visit

    Learn why a future mayor of Portland was involved in making a poster called: Expose Yourself to Art

  • 3
    Outside visit
    Rialto Pool & Poker Room

    The largest pool hall downtown, the only Off Track Betting parlor downtown, and one of the stopping points for many of the annual pub crawls that make Portland Weird

  • 4
    Outside visit
    Dekum Building

    See the detailed stone carvings that decorate the ground floor of this unique building and learn why this building exemplifies the Richardsonian Romanesque Rivival style of the late 1800's

  • 5
    Outside visit
    Huber's Cafe

    Learn some of the history about the city's oldest continually operating bar/restaurant and find out why they are known for their Spanish Coffee and turkey sandwiches

  • 6
    Outside visit
    Bishop's House

    Visit this Portland example of Gothic architecture and find out why it was only used as a residence for two years

  • 7
    Outside visit
    Embassy Suites by Hilton Portland Downtown

    Learn about the Multnomah Hotel that originally occupied this building, some of the famous guests who have stayed here, and a daring stunt pulled off from the roof of the hotel

  • 8
    Outside visit
    Voodoo Doughnut - Old Town

    You'll have a chance to pre-ordered a doughnut (at your own expense) from this iconic shop and skip the line. Learn the history of this landmark tourist attraction and view the iconic "Keep Portland Weird" sign

  • 9
    Outside visit
    New Market Theater Building

    Learn the history behind, what was once the premier marketplace, and see an example of the cast iron architecture that has been preserved in the city.

  • 10
    Outside visit
    Skidmore Fountain

    Learn about Henry Weinhard's offer regarding the unveiling of the statue, see the cities oldest public artwork, and walk on the Belgium blocks that originally paved the city.

  • 11
    Outside visit
    Portland Oregon White Stag Sign

    Learn how this iconic sign went from White Satin Sugar, to White Stag and finally to what it is today and learn about how it got it's red nose (which is only displayed from late November until Christmas)

  • 12
    Outside visit
    Japanese American Historical Plaza

    Hear about the internment of Japanese citizens who were living in the USA during WWII. Also see the Portland Oregon Old Town sign and learn about the last functioning bridge of it's type in the world.

  • 13
    Outside visit
    Tom McCall Waterfront Park

    Learn why Portland took the previously unimaginable step of removing a highway and replacing it with a waterfront park

  • 14
    Outside visit
    Hallock-McMillan Building

    See the city's oldest commercial property, it was built before Oregon became a state. Hear about how it faired during the great flood of 1894. Learn about efforts under way to restore it to it's former glory

  • 15
    Outside visit
    Mill Ends Park - Worlds Smallest Park

    Take a selfish by the world's smallest park. If you're lucky you might see a leprechaun. You'll also have a chance to see/use one of the Portland Loos.

  • 16
    Outside visit
    Chapman Square

    See the site of the world's first high tension, long distance transmission of electric power and learn why some people believe that neighboring Lownsdale Square was thought to be reserved for men only.

  • 17
    Outside visit

    Learn why the second largest hammered copper statue never got as popular as her taller sister, the Statue of Liberty. Also, decide for yourself if the building she sits on deserves the title of "The ugliest building in the world"

  • 18
    Outside visit
    Pioneer Courthouse Square

    After returning back to the starting point, learn the history of the square, see the famous Umbrella man, and find out about the weather machine in the square.

How much does this tour cost?

Free tours do not have a set price, instead, each person gives the guru at the end of the tour the amount that he or she considers appropriate (these usually range from €10 to $50 depending on satisfaction with the tour).

Tour opinions

(9 ratings)
By category
5 stars
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1 star
Alice 10 Jun 2024
West Orange

Verified booking
Travelled in couple - Jun 2024
Alan was professional and very knowledgeable. I felt like we went off the Beaten path, which was great. We learned a lot about the history of Portland And also the fabulous architecture throughout the city. I highly recommend This tour. Get your walking shoes on!
Lyn Gerdis 09 Jun 2024

Verified booking
Travelled in couple - Jun 2024
Alan was great and full of knowledge!
Monika 05 Jun 2024

Verified booking
Travelled in couple - Jun 2024
Alan knows a lot about Portland and it's history! Due to the tour we feel more connected to the city. He came prepared with a lot of photos and stories which entertained us throughout the 2.5h!
Denise 28 May 2024

Verified booking
Travelled in couple - May 2024
Thoroughly enjoyed the tour. Alan shared interesting stories about Portlands history, sculptures and architecture. He had many historical pictures and a few props too. Well paced.
Viviana 22 May 2024
South Pasadena

Verified booking
Travelled alone - May 2024
Nice tour, very comprehensive. Alan shared many historical facts about Portland. I really enjoyed all the beautiful architecture and sculpture that he pointed out. Had I not taken this tour I would not have noticed a lot about Portland.
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Who is this tour for?

Suitable for people with reduced mobility.
Does not accept large group reservations.
Not suitable for pets.

What should you know?

Minimum of attendees
There is no minimum number of people required for the tour.
Additional costs:
The tour does not require the payment of entrance fees or additional expenses.
Free cancellation
If you will not be able to attend the tour, please cancel your booking, otherwise the guide will be waiting for you.
Payment methods
Electronic or credit card payment is accepted.
When do you want to go?
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