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'The Best of Portland' City Tour: Small-Group Sightseeing Tour

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2 travellers
Experience the Pacific Northwest’s most-dynamic cultural hub on this small-group tour of Portland's highlights! Explore diverse neighborhoods with your TripAdvisor 'Hall of Fame' guide. You’ll be treated to morning tea and pastries, as well as walks & scenic views, with round-trip downtown Portland hotel transport included.

Begin with Pittock Mansion for unparalleled views of the city and Mt. Hood. The historic setting is an ideal place to discuss Portland’s pioneer history and development.

Take in roses or cherry blossoms, see the landscape design of J.C. Olmsted, witness sustainability integrated into an urban environment, and learn about cinder-cone volcanoes that once covered the area!

After experiencing the city’s natural side, dive into its artsy and independent spirit. Experience neighborhoods such as the Pearl District, Hawthorne, Nob Hill, Alberta, and North Mississippi for a slice of Portlandia, embodied in food truck pods, hip specialty boutiques, and craft breweries.
You'll start at
Kimpton Hotel Monaco Portland
Or, you can also get picked up
See Important Information for details
  • 1
    Pittock Mansion
    Stop: 20 minutes -
    See details
  • 2
    Washington Park
    Stop: 20 minutes - Admission included
    See details
  • 3
    International Rose Test Garden
    Stop: 20 minutes - Admission included
    See details
  • 4
    Stop: 40 minutes -
    See details
  • 5
    Mount Tabor Park
    Stop: 20 minutes -
    See details
  • 6
    Alberta Street
    Stop: 20 minutes -
    See details
  • 7
    Northwest (Nob Hill)
    Stop: 60 minutes -
    See details
  • 8
    Pearl District
    Stop: 30 minutes -
    See details
    Pass by Old Town
    Pass by Tom McCall Waterfront Park
    Pass by Powell's City of Books
You'll return to the starting point
  • Visit Pittock Mansion and Powell’s Books
  • Morning tea, pastries, and seasonal snacks included
  • Convenient pickup and drop-off from downtown Portland hotels
What to Expect
Start the day with pick-up at your downtown Portland hotel. Make your way to the grounds of the Pittock Mansion to delve into Portland’s history and take in city views from the mansion’s manicured grounds. This is followed by a trip through Washington Park and to Portland’s Rose Garden, where your guide will have French-pressed coffee or tea available Next, get your bearings with a tour of the city’s four quadrants, stopping to explore the shops, art galleries, restaurants, and bars that give Hawthorne, Alberta, The Pearl District, and other neighborhoods their distinct identities. Then tour at least two of Portland’s parks to learn about native plants and animals with your guide. You might explore wooded walking trails at Mount Tabor, walk the graceful lawns and ponds of Laurelhurst Park, sniff up to 500 varieties of roses at the International Rose Test Garden, or take in panoramic views from Washington Park, depending on the season. Back downtown, we recommend ending your tour at Powell’s Books, one of the largest bookstores in the world, or at the waterfront Saturday Market (Saturdays and Sundays) to continue your tour of Portland independently.
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Important Information
Departure Point
Kimpton Hotel Monaco Portland, 506 SW Washington St, Portland, OR 97204, USA

Traveler pickup is offered
We pick up from all downtown Portland hotels. If you're staying outside of our legal pickup zone, we are happy to meet you at our default pick up location--the Hotel Monaco.
Departure Time
8:00 AM
Return Details
Returns to original departure point
  • Local, TripAdvisor 'Hall of Fame' naturalist guide. 'Certified Excellent' every year since 2010!
  • A 4-hour tour of Portland's "must-see" highlights.
  • Pick-up and drop-off at your downtown Portland hotel, Airbnb, or rental.
  • Breakfast - Morning tea, pastries and seasonal snacks. Fresh coffee while overlooking the city from Pittock Mansion!
  • Our small tour groups mean we can really explore, unimpeded, like locals.
  • Transport by Mercedes van or luxury SUV.
  • Water and sparkling water available.
  • Entry/Admission - Washington Park
  • Entry/Admission - International Rose Test Garden
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Additional Info
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Near public transportation
  • Most travelers can participate
  • This tour/activity will have a maximum of 10 travelers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 13
  • 2
  • 0
  • 0
  • 1
Traveller type
Time of year
Selected filters
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  • English
Popular mentions
My wife and I were visiting the Pacific Northwest for her 40th birthday and, since this was our first visit to Portland, we like to cover as many bases as we can. This tour was amazing not only because our tour guide, Bob, was friendly and extremely knowledgeable. It was also
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Bob picked us up at our hotel and then spent the next four hours driving us all through downtown and the outer areas of Portland. The van was very comfortable and Bob’s stories and information were interesting and funny. Our relatives, who live in this area, couldn’t believe all
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Response from Evergreen Escap... , Director of Marketing at 'The Best of Portland' City Tour: Small-Group Sightseeing Tour
Responded 3 weeks ago
Hi, Roving: Thanks very much for exploring with our team and for taking the time to share your experiences and feedback with other travelers! I'll pass on your kind words to Bob - he's fun, right? We're smiling at teaching locals about their own town. Thanks again for choosing Evergreen Escapes and for sharing. Happy traveling, Danny
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The tour was fun and filled with great information on the history of Portland and its many different neighborhoods. It was a good combination of riding and being able to get out and walk a bit. Our tour guide, Bree, was personable, fun and professional!! There were several
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Our guide, Bree, did a wonderful job showing us beautiful Portland. She took us to see the various neighborhoods that make the city so unique, as well as highlights such as the magnificent rose garden. One of our favorite stops was Blue Star Donuts--most delicious. This was a
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This was a great tour for our limited time in Portland. We had limited time and this was the best use of three hours to see many aspects of the city. We hope to return some day for other tours in the area.
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About the operator
By: Evergreen Escapes Portland
So much fun!
We loved doing the wine and waterfall tour with Evergreen Escapes. We were there in off season so it was actually
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Mike R
We couldn't have been happier.
My wife and I were visiting the Pacific Northwest for her 40th birthday and, since this was our first visit to
Read more
Mike R
Amazing tour and tour guide
My wife and I were visiting the area for her 40th birthday. She wanted to do a tour with wineries involved and I
Read more
Columbia Gorge Waterfalls and Wine tour
This excursion was the highlight of our trip. We were deciding between an all wine tour and this tour and I am so
Read more
Betsy A
Palos Verdes Estates, California
Excellent tour of Portland!
Bob picked us up at our hotel and then spent the next four hours driving us all through downtown and the outer
Read more
Would recommend this tour. Guide and driver Bob was friendly, helpful and gave great information. One perk is the
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Carrie H
Washington DC, District of Columbia
Great way to see the area
This was an awesome tour of the Columbia Gorge. Bob was our guide and was an excellent source of information both
Read more
Heather M
Incredible experience, friendly guide!
My friends and I had such an amazing time on our Wine and Waterfalls tour! Our tour guide was exceptional - very
Read more
A wonderful day in the valley
We love taking small local tours with knowledgeable local guides. For some reason this bothers some people who
Read more
A wonderful day in the gorge
We love taking small local tours with knowledgeable local guides. For some reason this bothers some people who
Read more
Key Details
  • Duration: 4h
  • Mobile Ticket Accepted
  • Instant confirmation
  • Hotel Pickup
  • Languages Offered: English
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