15 Best Walking Tours In Portland

Food, Food & Drink, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Original Delicious Donut Adventure & Walking Food Tour

/ June 4, 2026

1.Portland’s Original Delicious Donut Adventure & Walking Food Tour

Guided Portland donut walk with tastings at top shops, including Voodoo, plus downtown landmarks. About 2 hours, $69 per person.

A Walk Through Time Tour in Portland

/ June 4, 2026

2.A Walk Through Time Tour in Portland

A small-group walking history tour in Portland, Maine, with stories on the waterfront, snacks at the end, and a walk that fits most schedules.

★ 5.0

“Ross was an awesome guide!!! Very knowledgeable and fun, he made sure to answer all of my son’s questions”

496 reviews2 hours (approx.)From $48.99by Maine Day Ventures

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Portland, Tour Reviews, Tours, Walking Tours

Intro to Portland Small Group Walking Tour

/ June 4, 2026

3.Intro to Portland Small Group Walking Tour

Portland downtown small-group walking tour for $29: certified guide, South Park Blocks, Portland Building, and Pioneer Courthouse Square.

★ 5.0

“Kind and intelligent guide, architecturally beautiful city, lots to see! Be sure to check out Voodoo doughnuts and Powell's book store afterwards. It’s totally worth it xD”

300 reviews2 hours to 2 hours 30 minutes (approx.)From $29.00by Around Portland Tours

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Ghost & Haunted Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

/ June 4, 2026

4.Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

Lantern-led Portland ghost walk with 8 haunted downtown stops, Shanghai Tunnels history, and a final chat at Kell’s Irish Pub.

★ 4.5

“The tour was great, all of the ghosts were fun to learn about and the guide had so much interest in the stories and was very informative. Would definitely recommend this tour if you are in Portland and interested in some of its resident ghosts!”

197 reviewsFrom $24by US Ghost Adventures

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Food, Food & Drink, Historical Tours, Portland, Tour Reviews, Tours, Walking Tours

Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

/ June 4, 2026

5.Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

A 2-hour Portland walking food tour with skip-the-line donuts, local storytelling, waterfront history, and six tastings plus coffee or water.

★ 5.0

“Great way to get to know the town. Our guide was very knowledgeable & made the tour educational and fun.”

179 reviews2 hours (approx.)From $79.00by The Maine Donut Tour

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City Tours, Portland City & Sightseeing Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland, Oregon: Soul of the City Walking Tour

/ June 4, 2026

6.Portland, Oregon: Soul of the City Walking Tour

Walk Portland’s downtown on the Soul of the City tour: parks, architecture, activists, Portlandia, and hidden sculptures in 2 hours.

★ 4.8

“Shannon gave a fascinating tour weaving bits of local history and hidden gems together to tell how Portland became the city it is.”

90 reviews2 hoursFrom $29by Around Portland Tours

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Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland Pizza Walking Tour: 4 Stops, Full Slice Each

/ June 4, 2026

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

A 2-hour Portland pizza walking tour with four neighborhoods, four styles, and full slices at each stop, plus city recs.

★ 5.0

“Beau was an amazing guide who was very knowledgeable about pizza--styles, dough types and the variety of cheeses. I would highly recommend this tour or any tour led by Beau. He is well known. Come hungry!!!!”

58 reviews2 hours (approx.)From $75.00by AFK Food Tours

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Guided, Portland, Tour Reviews, Tours, Walking Tours

A Guided Walking Tour of Fabulous Downtown Portland, Oregon

/ June 4, 2026

8.A Guided Walking Tour of Fabulous Downtown Portland, Oregon

A 2-hour guided walk through downtown Portland’s top landmarks, public art, and waterfront, ending at Salmon Street Springs for $39.

★ 5.0

“Guide was very nice and shared many photos from the past of the buildings we visited. Would like to have heard more about the history of Portland. Sad to see how run down the city has become.”

32 reviewsFrom $39.00by Peak Tours and Transit

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Drinking Tours, Food & Drink, Portland, Portland Brewery, Beer & Pub Tours, Tour Reviews, Tours, Walking Tours

Portland Pubs Walking Beer Tour

/ June 4, 2026

9.Portland Pubs Walking Beer Tour

A small-group Portland beer tour hitting 3 breweries in 2.5 hours with minibus transit, guided tastings, snacks, and behind-the-scenes stops.

★ 4.5

“Made new friends on the tour. It was a great experience, visited local breweries we would not have known about.”

29 reviewsFrom $102.00by Maine Brews Cruise

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Food, Food & Drink, Portland Food Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland: Food Walking Tour

/ June 4, 2026

10.Portland: Food Walking Tour

A 3-hour Portland food cart walk from Pioneer Courthouse Square, with local stories, comedian-style guiding, and included tastings.

★ 4.8

“Had a really excellent tour with a great guide who was friendly, helpful and passiinate about his food. Not only did I get to try some great diverse food at places i would not have found myself, but I also got to learn so much from him about Portland whilst walking around, which helped me…”

29 reviews3.5 hoursFrom $128by Side Dish Mafia

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Coffee Experiences, Dessert Tours, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Best Chocolate and Coffee Walking Tour

/ June 4, 2026

11.Portland’s Best Chocolate and Coffee Walking Tour

Portland chocolate and coffee walking tour with Belgian-style tastings, local coffee stops, and a wine pairing in small groups for $69.

★ 5.0

“Shannon was so great, knowledgeable, and friendly today. Such a great way to learn about Portland and a bit of its lovely nuances. Really balanced and diverse chocolate and coffee selections. So glad we started our trip this way.”

28 reviews2 hours 30 minutes (approx.)From $69.00by Around Portland Tours

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