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    5. Historic Downtown Portland Walking Tour
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    Historic Downtown Portland Walking Tour

    Discover downtown Portland's history, art, and green spaces with a local guide in 2 hours

    From$30/ guest

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    Discover what we've curated for you

    Duration

    2 Hours

    Includes

    Local guide, Art, Parks

    Highlights

    Explore the heart of downtown Portland on a 1.5 mile (2.4 km) walk that traces the city's history, culture, and innovation. See landmarks, lively public squares, public art, and green spaces with insights from a local guide.

    • Discover Portland's evolution from stumptown to vibrant city
    • Admire murals, sculptures, and striking architecture
    • Stroll parks and plazas, including the smallest park in America
    • Hear stories of pioneers, progress, and everyday life
    • Follow a flexible route tailored by your guide

    What's Included

    • Highlights of public art and architecture
    • Visits to parks and plazas
    • Guided commentary from a local expert

    Things to know

    This 1.5 mile (2.4 km), 2 hour walk is suitable for all ages. Dress for the weather and consider bringing a reusable water bottle; fountains and restroom stops are available. The route may change due to weather, closures, or traffic.

    Cancellation policy

    Full refunds are available for cancellations made more than 30 days before your tour date. Bookings made or canceled within 30 days are non-refundable.

    Meeting location

    Milepost sign at Pioneer Courthouse Square

    Experience provided by Peak Tours and Transit, LLC
    Experience provided by Peak Tours and Transit, LLC

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #F9FHCJ

    Guest

    $30.74

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    5.0 stars• 78 reviews

    Review summary

    5.0
    Excellent
    78 reviews•Google Maps

    Peak Tours delivers consistently excellent Portland experiences thanks to their passionate guides, particularly Eric and Damon. Both come across as genuine Portland enthusiasts who bring the city's history and culture to life with engaging storytelling rather than dry facts. Guests repeatedly mention how knowledgeable these guides are, covering everything from historical developments to the current food scene, all delivered in an entertaining, accessible way. The tours strike a nice balance between riding and walking, with stops for photos and closer exploration at key spots. What really stands out is how personalized the experience feels, even in small groups. The guides adapt to guest interests, offer local recommendations, and create a relaxed atmosphere that makes the tours feel more like exploring with a friend than following a script. Several reviewers mention getting a solid overview that helped them decide where to spend more time later. Beyond city tours, they also handle waterfall excursions and private transportation for events, with that same attention to detail and flexibility that guests appreciate.

    What people are saying

    Review 1 of 5
    5/5

    We had a great tour of Portland today.

    Photo of Nick Milton

    Nick Milton

    February 2, 2026

    Review 1 of 1
    5/5

    We had a great tour of Portland today.

    Photo of Nick Milton

    Nick Milton

    February 2, 2026

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