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Oregon Walking tours

Our most recommended Oregon Walking tours

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

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

Take a historic and memorable look at the haunted past of Portland, Oregon, with a 1-hour walking tour. Set off on an adventure through downtown Portland with a knowledgeable and experienced guide, and discover the most haunted locations in the area. Make your way to the meeting point at Lan Su Chinese Garden and look out for your guide, who will be carrying a lantern. Begin immediately with the obscure history of the City of Roses before embarking on a haunted route to 8 locations in the surrounding downtown area. Head to the waterfront, then walk the dark streets to the Old Town Pizza to hear researched stories and eyewitness accounts of personal hauntings in Portland's morbid and mysterious past. From there, the tour only gets spookier as you visit The Shanghai Tunnels to see the firsthand reminder of Portland's shady past where men were kidnapped or "Shanghaied" and sold to ship's captains in need of sailors, and women were captured and forced into illicit work.  Learn about an entire network of vice and illegal trade that began to use these tunnels for gambling, opium dens, prostitution, and kidnapping. Your guide will take you to some of the other most haunted locations and deliver, in gripping detail, the history and eyewitness accounts of hauntings and paranormal activity.  Finally, make your way back to the final stop at Lan Su Chinese Garden, where your guide can give you a final recap of Portland's strange activity. Answer any ghost questions you might have, and check out and exchange any paranormal pictures and activity caught on camera.

Portland: Underground Shanghai Tunnel Tour with Beer Tasting

2. Portland: Underground Shanghai Tunnel Tour with Beer Tasting

Descend into an underworld beneath Portland on this guided walking tour of the city's Shanghai Tunnels. Learn all about the haunted history of the network of passages, then head upstairs for a well-earned craft beer tasting session. Meet your guide to hear stories of Portland's dark past, and hear all about the resident ghost, Nina. Explore these atmospheric tunnels as you uncover the stories of how they used to be used to transport unsuspecting sailors to ships docked on the river. Then, head back up to Old Town Pizza, located in the lobby of Portland's notorious former Merchant Hotel. Taste 3 great local craft brews, before reflecting on your adventure while sipping on a delicious full pint.

Portland: Underground Donut Tour

3. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

Portland: Haunted History Tour and Pub Crawl

4. Portland: Haunted History Tour and Pub Crawl

Grab a drink and step into the shadows of downtown Portland, where pirates, murderers, bootleggers, and doomed souls are waiting to tell their stories. Join your local guide on a chilling journey to the city's historic haunted sites and pubs, as you listen to their blood-curdling ghost stories. Meet your guide at Independent Bar & Grill for a pint of liquid courage before heading to eight other historic, haunted spots, including iconic pubs like Kells and the Shanghai Tunnel Bar. Stop and listen closely to hear the tortured souls trapped in Portland's intricate system of underground tunnels. Search for the spirit of Timothy Moreau, a young publicity agent who was ruthlessly murdered at the Roseland Theater. Mingle with the dozens of ghosts said to haunt Kells Irish Pub and hear their terrifying stories, all while enjoying your favorite beer, wine, or spirit in the company of your group.

Portland, Oregon: Soul of the City Walking Tour

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

Discover some of Portland's most influential architecture, from cast iron-fronted structures to the grandly disastrous post-modern Portland Building, on this walking tour. Discuss the modern rise of radical activists, and how it is connected to the city’s history going back more than a century. Meet your guide in the center of the city, at Director Park, only a block from the city's Cultural District. Walk through the South Park Blocks, visiting the plazas connected to museums and concert halls, including the Portland Art Museum and the Oregon Historical Society. Explore how Portland got its nicknames and city layout, how its cultural identity was forged, and where its commitment to racial justice and social progressivism comes from. Be surprised as you find out how the state of Oregon was founded and why. Next, meet Portlandia, the image personifying the city. Learn how much of the city as you see it today has hippies to thank for its richness. End the tour at Pioneer Courthouse Square. On days when attractions are open, you can briefly enter 1 or 2 buildings. Along the way, discover what led to the prioritization of parks throughout the city center, how the city’s early urban planners decided on their layouts, how modern designers look at the past and plan for the future, and who the streets are named after.

Portland: Food Carts, Pods, & Patios Tour

6. Portland: Food Carts, Pods, & Patios Tour

Discover what the food cart hype is all about in the city that put food cart pods on the map. With over 700 food carts throughout the city, your guide has done the research for you. Visit several locally run and operated food carts, relax on patios in the heart of Southeast Portland, and taste the delicious foods that make Portland a true foodie destination. On this small-group walking tour, discover global foods, quench your thirst with tasty drinks, and learn fun history in this off-the-beaten-path neighborhood. Experience the perfect way to discover quirky Portland, eat where the locals eat, and have fun.

Portland: Eastside Craft Brewery Walking Tour

7. Portland: Eastside Craft Brewery Walking Tour

Meet your guide and small group across the river from downtown Portland in the inner Eastside industrial district. The meeting point on SE 7th Avenue is located in the heart of so many scenes, from coffee to food, distilleries and street art. For the best of Portland's brewery innovation and history, start here, where beer (and cider) flourish and learn of Portland's craft brewing history from those who lead the way.  Walk into the hotbed of beer, through the neighborhood that borders the Willamette River and allow your guide to personally select breweries representing a trip through the Oregon's brew past, present and future⁠—and the whole US. Follow your guide through the Eastside, where you'll find an assortment of beers to satisfy your personal preferences, like sours, craft barrel-aging, Belgians, wits, imperial IPAs, and more.  Walking distance will be 2-3 miles (3-5 kilometers), with just enough beer tasting so you'll know which stop you'd like to return to. At each brewery, your guide will lead you through the choices and let you select your favorites, offering you recommendations for a classic experience, or customized the tasting to fit your likes and dislikes. Cider options are available at each brewery for gluten-free or wheat-free tour guests, and the route is mostly flat so the walk is appropriate for all abilities. This craft brewery walking tour is conversational in style; your guide is eager to share beer knowledge as well as a window into the culture of this neighborhood, one which has supported the city's street artists, skateboarders, brewmasters, food innovators, and a number of other unique parts of the city's evolution from an afterthought to a sought-after destination for tourists worldwide.

Explore Portland: A Family Adventure

8. Explore Portland: A Family Adventure

Join us on an exciting journey through the heart of Portland on our Family Walking Tour. You and your family will discover the city's rich history, culture, and beautiful landmarks. Start the tour at the Burnside Bridge, a historic and visually striking structure that spans the Willamette River. From there, you'll make your way to Skidmore Fountain, a symbol of Portland's commitment to public art. See the iconic Portland Oregon White Stag Sign, a historic landmark and popular photo spot. Visit the Bill Naito Legacy Fountain, a tribute to a beloved Portland leader, before ending the tour at the Battleship Oregon Memorial, a tribute to the USS Oregon and the state's maritime history. The tour concludes at the Waterfront Park Trail where you can take in the beauty of the Willamette River and enjoy some quality time with your family.

Portland: Downtown Coffee & Donut Tour

9. Portland: Downtown Coffee & Donut Tour

Walk around the bustling streets of Downtown Portland with your local guide and discover why Portland is the coffee and donut capital of the world. Visit several genuinely local craft coffee houses for an interactive look at different styles and flavors of coffee. Plus, munch on a bunch of locally-made donuts from shops you can only find right here in Portland. Experience the perfect way to discover Downtown Portland and see where locals get their coffee and donuts fix, and have fun!

Portland: Secret Food Tour with Local Guide

10. Portland: Secret Food Tour with Local Guide

Eat your way through Downtown Portland and the Pearl District on this food tour with a local guide. Sample five dishes, including doughnuts, pretzels, and more, and learn about the city's history as you walk. Start your tour in Pioneer Square where you will stop at a food cart to sample a typical Portland dish. Next, wander around the Pearl District and try a special pretzel and dips. Afterward, discover an eclectic side of Downtown and savor the flavors of tonkatsu ramen. Try a local Simpson donut and learn why the locals gave it its name. Finish your tour with a chat in a historic local café.

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What people are saying about Oregon

Overall rating

4.7 / 5

based on 423 reviews

Our guide was very knowledgeable about Portland - we learned so much about the city - as much as the donuts, which we enjoyed immensely! He explained the history of the donut shops and how the flavors fit with that history. We had leftovers to take home, and loved our donut swag, which our guide personalized for us! We had a wonderful time, and highly recommend this!

I had a wonderful tour! Our guide did an excellent job of making the history of Portland come alive for me. It’s such a complex and interesting city. Although the weather did not cooperate, she was gracious enough to lead the tour for our group without hesitation.

Very fun and extra tasty! Very family friendly. Tried at least 11 different types of donuts. Our guides were knowledgeable, informative, and so pleasant. Even kind enough to bring donuts (my favorites on the tour) from another site not walkable.

Our guide Dani was great! She was super funny, energetic, and engaging with our entire group! She really committed to our tour, bringing incense to ward off lingering spirits and a spiritual activity meter for guest use.

Ian the guide was extremely kind and knowledgeable. I had a nut allergy so he was kind enough to get me my own donut. Gave lots of tips and recommendations for food and places to stop at. Would really recommend