Category Portland Neighborhood & Downtown Walks

Portland · PORTLAND NEIGHBORHOOD & DOWNTOWN WALKS

The 15 Best Portland Walking Tours

22 reviewed

Downtown, the Pearl, Old Town and the bridges are all built for walking, and a guide turns a stroll into the story of the city. These are the best Portland walking tours, with what ground each covers, how long they run, group sizes, and which are easy enough for a first afternoon on your feet.

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland - Price: $48.99 and why it’s not just a cheap stroll

1.A Walk Through Time Tour in Portland

★★★★★★★★★★5.0 · 496 reviews · 2 hours (approx.) · from $48Our pick

Portland history on foot in about 2 hours through the Old Port, lobster lore, cemeteries, and Longfellow connections, with snacks included.

“We learned so much from our tour guide, John, about Portland 's history. John did a great job of making the history come to life and was able to answer lots of questions. The tour starts close to the cruise ship docks, making this a convenient alternative to cruise ship excursions plus it is short enough to add on your own options.”

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Intro to Portland Small Group Walking Tour

Intro to Portland Small Group Walking Tour - South Park Blocks: why Portland gave parks the prime spots

2.Intro to Portland Small Group Walking Tour

★★★★★★★★★★5.0 · 300 reviews · 2 hours to 2 hours 30 minutes (approx.) · from $29

Small-group downtown Portland walk with a local guide. Parks, architecture, and art history for $29 in English, about 2–2.5 hours.

“It was a very informative tour! Nancy C. was very nice and knowledgeable of her city! Would recommend.”

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Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour - How the 1-Hour Timing Works (And What That Means for You)

All-Inclusive Downtown Portland Food Tour

All-Inclusive Downtown Portland Food Tour - The Heathman Hotel Lobby Lounge: a classy pause from the sidewalk

4.All-Inclusive Downtown Portland Food Tour

★★★★★★★★★★5.0 · 181 reviews · 3 to 4 hours (approx.) · from $128

Downtown Portland food carts, Thai and Chinese classics, chocolate, shave ice, and local drinks. Small group, guided by David. $128.

“I love a good food tour when traveling to new cities and this one was GREAT. David was such a fantastic guide - informative, funny, full of anecdotes and fun facts, personable with each person in the group, and definitely in the know with all things delicious in Portland. What really surprised me was how much more than a food tour this was. While we got to eat a variety of unique eats, in true educator form, David provided such rich information about the city, from its origins to now. The tour covered more ground and provided more food than I expected so I highly recommend coming (extremely) hungry and…”

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Downtown Portland Air Tour by Envi Adventures

Downtown Portland Air Tour by Envi Adventures - Meet at Troutdale: The Part You Don’t Want to Rush

5.Downtown Portland Air Tour by Envi Adventures

★★★★★★★★★★5.0 · 93 reviews · 20 minutes (approx.) · from $119

20-minute small-plane flight over downtown Portland’s bridges and stadiums with water and a friendly FAA-certified pilot.

“JP was a good plane flyer. Smooth sailing the whole time. He launched East and made a long right U turn towards downtown and showed us the beautiful towers of our city from above.”

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Portland, Oregon: Soul of the City Walking Tour

Portland, Oregon: Soul of the City Walking Tour - Architecture cues: cast iron fronts, the Portland Building, and why form matters

Alphabet District Food Tour

Alphabet District Food Tour - Small-Group Advantage and the Guide You Might Get

7.Alphabet District Food Tour

★★★★★★★★★★5.0 · 72 reviews · 3 hours (approx.)

A small-group Portland food and wine walking tour through NW spots, local restaurants, and sweet finishes, led by a licensed guide.

“Really good! Angie was great. Learned a lot about Portland and had some great food!!!! Great variety and loved the history”

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The Vibrant Kerns Hood – East Burnside and more

The Vibrant Kerns Hood - East Burnside and more - Price and timing: what $110 buys in 3 hours

8.The Vibrant Kerns Hood – East Burnside and more

★★★★★★★★★★5.0 · 68 reviews · from $110

A small-group 3-hour walk through Portland’s Kerns neighborhood with six food stops, Cuban classics, and Pod 28 cart favorites.

“Super delicious food, starting with something super refreshing at Pambiche. The coordinates lead you around the vicinity of the restaurant, which is great for finding a parking spot. We were met with Sherri and four other people on the tour. I eRead more”

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Portland Pizza Walking Tour: 4 Stops, Full Slice Each

Portland Pizza Walking Tour: 4 Stops, Full Slice Each - The Route: NW Portland Walk Pace, Starting Point, and Real Time on Your Feet

9.Portland Pizza Walking Tour: 4 Stops, Full Slice Each

★★★★★★★★★★5.0 · 58 reviews · 2 hours (approx.) · from $75

Four full slices at four Portland spots in a relaxed 1-mile walk, guided by Beau with clear pizza-style lessons and local recs.

“I went on this tour with a friend not really knowing what to expect. I'm not a pizza connoisseur but after this tour, my palate definitely came away with an entirely new appreciation for wood fired pizza and naturally levened pizza that makes the pizza crust crispy. Our tour guide was knowledgeable, witty, and fun. He gave us an intimate perspective of Portland while filling our tummies!...be ready to tackle healthy portions of pizza.”

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Downtown Portland Coffee & Donut Tour

Downtown Portland Coffee & Donut Tour - Meeting at 40 LBS Coffee Bar on SW 2nd Ave

10.Downtown Portland Coffee & Donut Tour

★★★★★★★★★★5.0 · 33 reviews · 2 hours 30 minutes (approx.) · from $69

Portland coffee and donut walking tour with a local guide, included tastings, and downtown stops like Powell’s Books and Pioneer Square.

“We saved this tour for our last day in Portland-we wanted to be able to get the best of both worlds in terms of coffee and donuts, and this tour beyond met our expectations. First our tour guide Michelle was such a wonderful host-her energy and knowledge about the city and many of the places we went to you and even just walked by she was able to give us information about. You completely get your moneys worth in terms of coffee and donuts. My boyfriend and I left the tour stuffed and the fact that we got to try a variety of so many different things was well worth…”

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A Guided Walking Tour of Fabulous Downtown Portland, Oregon

A Guided Walking Tour of Fabulous Downtown Portland, Oregon - Oregon Historical Society and Richard Haas mural: how the past shows up in the present

The Bustling Buckman Hood – Hawthorne, the Goat Blocks and more

The Bustling Buckman Hood - Hawthorne, the Goat Blocks and more - Timing And Walking: The Pace For A 1.7 Mile Plan

Portland: Food Walking Tour

Portland: Food Walking Tour - Meeting at Pioneer Courthouse Square and What the Walk Feels Like

13.Food Walking Tour

★★★★★★★★★★4.8 · 29 reviews · 3h 30m · from $128

Taste Portland downtown on a 3-hour walking food tour with Side Dish Mafia, guided by a local comedian, plus history and signature cart eats.

“This was a fantastic tour run by a funny, engaging plucky local. His passion for food and the food scene in Portland radiates throughout the tour. He takes you to the best food trucks and shows you what is special about them. He partners with one of the best chocolate shops I have visited in the world (and I travel a lot). This is the first place I've eaten dark chocolate and liked it. He knows the history of the city and shares it with you. And at the end he askes you to pick your favorite item and it's impossible to choose because everything on the tour was truly…”

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Portland’s Best Chocolate and Coffee Walking Tour

Portland's Best Chocolate and Coffee Walking Tour - Meet at Director Park and Get a Simple Game Plan

14.Portland’s Best Chocolate and Coffee Walking Tour

★★★★★★★★★★5.0 · 28 reviews · 2 hours 30 minutes (approx.) · from $69

Portland chocolate and coffee walking tour: Azar Belgian chocolates, local roasters, wine tastings. 2.5 hours, small group, $69.

“The chocolate and coffee walking tour was great! We sampled delicious, locally roasted coffees and some incredible chocolates. Azar’s and Roste were my favorite stops. And, it was a glorious fall afternoon to stroll through Portland.”

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Brunch on Mississippi Food Tour

Brunch on Mississippi Food Tour - Price and Value: What You’re Actually Paying For

15.Brunch on Mississippi Food Tour

★★★★★★★★★★5.0 · 16 reviews · 3 hours (approx.) · from $119

A small-group Portland brunch tour through the Mississippi District with local guidance, included tastings, and tickets at Prost! and The Meadow.

“Our guide Sherry was fantastic. We had the best time and the various samples were spot on. Portland is definitely a great place and this tour will not disappoint.”

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