Best Portland Walking Tours in 2025

Portland , Oregon

From $ 70.00

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample of one of that location's best donuts. Many locations offer vegan, gluten, or nut-free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Coco Donuts, Blue Star Donuts, Nola Doughnuts, Voodoo Doughnuts, and more. We also offer much more information about the route, the city, the stops, and more. We hope you can join us!

Portland , Oregon

From $ 48.00

This is the only tour in Portland that takes you underground in the Shanghai Tunnels. Under our restaurant and taproom is the largest intact area of the legendary Shanghai Tunnels, where we are the exclusive tour provider. Learn about Portland's dark history and hear stories about our resident ghost, Nina. Finish up with special beer tasting and 1 pint of our internationally award-winning beer. Named One of the Most Haunted Places in America by Conde Nast, USA Today, Thrillist, Cosmopolitan Magazine and more. Featured on The Travel Channel. Must be 21+ other than 2 & 3pm tour.

Portland , Oregon

From $ 26.00

Embark on a spine-chilling journey through Portland’s eerie streets with our engaging walking ghost tour! Guided by a seasoned local expert in haunted history, this tour leads you through historic sites rich in ghostly lore. As you wander through the historic district, you'll hear chilling tales of spirits that haunt iconic buildings, each with its own story of tragedy and mystery. Prepare for a mile-long trek through some of Portland’s most notorious haunted spots. Discover the sinister secrets of the Shanghai Tunnels, delve into the ghostly whispers at the Harlow Hotel, and feel the eerie calm of the Lan Su Chinese Garden. While we can't enter private buildings, the ground you walk on is steeped in supernatural history. Stay alert—ghostly presences might just reveal themselves as you navigate through these haunted locales. Join us for an evening of spine-tingling tales and historical intrigue, and experience the haunting side of Portland firsthand!

Portland , Oregon

From $ 29.00

10 a.m., 1:30 p.m., 4 p.m. Start at DIRECTOR PARK Our downtown Portland, Oregon walking tours are engaging, well-paced and colorful: the Best of the City! It’s a weird city, but there are stories in every building, park and brick. We’ve organized our city’s best things -- and of course, it’s most complicated and conflicted, as well. In an ever-changing world we continuously change the story of the city. We walk about 2 miles/3 km. Much of Portland’s history can be told through the buildings and street layouts including the prioritization of parks in the city center. It’s not a dry history: full of back-room deals, early deaths and greed; and then there were hippies! How did Portland become the 1st city on the West Coast with a fine art museum? How did the city's early cultural reputation influence its mid-20th century; and how did it become such a lightning rod for racial justice protests? We'll discuss what was, is, and will be the soul of the city. Must be able to walk 1-2 miles

Portland , Oregon

From $ 45.00

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking tour, you will uncover Portland’s dark side. In the early 1900s, unsuspecting sailors were often ruthlessly abducted and wisked away through the notorious Shanghai Tunnels. We will entertain you with stories of how notorious local gangsters managed to kidnap thousands of people off the streets and why their ghosts still haunt the city today. Don’t worry, this tour is all above ground! Our tour guides are local historians and ghost hunters who love to share their passion with you. We LIVE for seeing our guests eyes light up and hearing an audible gasp at the end of a spooky tale. Stops include the famous merchant hotel, home to Nina Portland's most famous ghost. Tours will include 5 local beer samples. The tour is rated ‘mildly’ spooky and is a 50:50 mixture of wicked history and hauntings.

Portland , Oregon

From $ 59.00

When tour guests asks us, "what one thing should I not miss in Portland," we pick the 5-mile (8-10 km) hike in Forest Park. No matter what the season, hiking in the park is entering another world right on the borders, and through the fabric, of the city. PLEASE NOTE THIS HIKE HAS 900 FT ELEVATION GAIN We offer two departures, both with varied terrain and about 900 ft (300 meter) elevation gain. The classic hike is focused around a Northwest Portland experience, and ends at the International Rose Test Garden (when in season), the Forest Park Experience at 9 a.m. We have limited 1:30 p.m. departures. Once weekly, we offer an afternoon hike that starts at Goose Hollow, through neighborhoods and up into the park (2:30 p.m.). Both pass iconic spots; Japanese Garden, Pittock Mansion, and Witch's Castle; but take a different approach to the forest. In Forest Park—within minutes leaving the street—you can forget, or wonder at the fact that you are still in a city.

Portland , Oregon

From $ 75.00

The Portland Pizza Tour was brought to you by Portland native Pizzaiolo and Beau La Fave, the chief entertainment officer of the Underground Donut Tour. Leading the helm of the prolific success of the Underground Donut Tour in Portland, Beau is now bringing his laid-back and familiar style of touring to the world-class Pizza scene in Portland. Follow Beau La Fave through the historic Portland district to four different pizzerias. Learn about the shop's history and try the top-selling products that define each stop—sample six or more pizzas throughout a two-mile walk. Discuss the dichotomy of the restaurant culture in Portland and get in-depth recommendations from an industry veteran. Submerge yourself in Portland and become a true local. Eat the best Pizza in the city while hanging out with the best-reviewed tour guide in Oregon, Beau La Fave. Rain or shine, we will take you on a two-mile adventure through the city's heart.

Portland , Oregon

From $ 55.00

Entertaining and informative walking tour through downtown Portland and our unparalleled food culture. Sample numerous different flavors of ice cream at four different stops throughout a two-mile walk in the heart of Portland. Get the inside scoop on where to eat and drink from our hilarious guides while you gorge yourself on the world's best Ice Cream. From local Portland lovers with a passion for fun and adventure. We have put our heart and soul into creating an authentic Portland experience. Book one of our curated tours today!

Portland , Oregon

From $ 29.00

Come on our chilling Haunted Pub Crawl tour presented by US Ghost Adventures! On select nights, explore the haunted streets of Portland, sip on local spirits and hear chilling tales of the city's most notorious ghosts! Join this haunted pub crawl of the beautiful and historic Old Chinatown district. This tour offers a remorseless look at the city’s hidden past, and insights into the very real and shocking hauntings experienced on a regular basis in one of the oldest occupied areas in the Pacific Northwest. Your knowledgeable Tour Guide will guide you to some of the city's boozy and most haunted hotspots. Starting at Benson Hotel and journey to 4 of the city's iconic pubs like Shanghai Tunnel Bar and more! In between, visit some of the most haunted and chilling Portland ghost locations around. Enjoy local booze and brews, and listen to the ghastly and historic ghost stories of Portland's spooky past.

Portland , Oregon

From $ 69.00

Jumpstart your morning with a huge variety of coffee and donuts across 4-5 mouthwatering stops where each bite and sip was crafted right here in Portland. Along the way, immerse yourself in quirky history while exploring Downtown Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donut fix, and have fun! Tour highlights: - Get an expert-led demonstration on the art of pour-over coffee at a cafe which uses cutting-edge technology to guarantee perfection. - Portland has over 75 locally owned donut shops, and we’ll sample a selection of the best from our favorite. - Stand in Pioneer Courthouse Square and learn all about “Portland’s Living Room”. - At the coziest Portland hole-in-the-wall café, indulge in a traditional macchiato paired with a homemade French pastry. - Plus much more! Note: We do not visit Voodoo or Blue Star during this tour as they are on the common tourist track – instead we keep it local.

Portland , Oregon

From $ 27.00

Explore Portland’s dark side on this thrilling outdoor walking ghost tour through the city’s most haunted historic sites. Led by expert local guides, you’ll uncover chilling tales of restless spirits, eerie legends, and true crime events that still haunt the streets today. Visit infamous locations like the Shanghai Tunnels, Old Town Pizza, and the Roseland Theater while hearing spine-tingling stories of Portland’s shadowy past. This tour is fully outdoors and runs nightly year-round—perfect for history buffs, ghost hunters, and anyone who loves a good scare. Walk the haunted streets of Portland—if you dare.

Portland , Oregon

From $ 69.00

Portland's chocolate scene is overwhelming; let us navigate you through its origins, passionate makers, and diversity with this walking tour that delves into what some call "decadence" but we call "delight." And we couldn't cover chocolate without the roasted seed of our other favorite tropical berry: coffee! Portland is known as the heart of the craft coffee roasting world, with so many small roasters, coffee lovers that we are, we struggle to taste them all. Our tour hits both the well-known highlights and some of the secrets of the chocolate scene, with a few surprises we don't want to give away. The tour in total is about 2.0 miles (3.5km), mostly flat walking, with tastings of chocolate and coffee -- just the right amount so you'll have the opportunity to truly savor every sip and bite! We keep groups very small, so you'll have an intimate experience with your enthusiastic guides. (Contact us for larger groups or private experiences; we are happy to accommodate!)

Portland , Oregon

From $ 38.00

This tour is a must-do for anyone who likes beer and is interested in Portland’s artistic flair. Skip those boring tours about the Founding Fathers; we tell stories of Bigfoot sightings, exploding whales, a bagpipe-playing unicyclist, wacky themed bike rides, hipsters, the world’s smallest park, aliens, and more! The tour takes place in the vibrant Hawthorne/Division neighborhoods. Known for its funky hangouts, cool eateries, and one-of-a-kind pubs. This area is a must-visit. We stop at the neighborhood’s most loved murals and tell the stories behind them. Your tour guide, Otniel, is also one-of-a-kind. With years of experience and a passion for Portland’s local legends and quirky culture, Otniel is simply the best guide in the business. Experience the eccentricity of Portland, Oregon, and visit its quirkiest neighborhoods on this walking pub tour. You won’t regret it!

Portland , Oregon

From $ 69.00

Come breakfast with us! Delve into three of Portland’s most acclaimed drinks and morsels. On this two hour tour you will experience Portland's coffee culture, our iconic artisanal donuts, and deliciously crafted chocolates. The perfect way to start any vacation in the Rose City. Our guides will share with you Portland's history in the third wave coffee movement, while leading you on a 1.5 mile walk through Portland's downtown. Embrace fantastic donut creations in entirely new flavor combinations as you learn about the origins of the donut and how it became a Stumptown staple. Finally we will visit chocolate makers, were we will learn more about chocolate varietals and their unique flavor profiles. Dietary restrictions: we CAN provide substitutions for vegetarians, non-alcohol guests, vegan, gluten free, or dairy allergies. All allergies and dietary restrictions must be indicated in advance at time of ticket purchase.

Portland , Oregon

From $ 55.00

Our small group eastside makers and artisans walking tour takes you to the side of the river where the hotbed of innovation has always been, across from downtown Portland in a neighborhood packed with breweries young and old. We'll head toward the river from our inner Eastside shop into an industrial neighborhood rich with food and art, exploring the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of food and beverage, from tea and kombucha to coffee and handmade soda; candies to hot sauces; imports and things made of recycled goods right in the warehouse district. All of these thrive in this neighborhood, where Around Portland Tours makes its home. The tour in total is 2-3 miles of walking, with tastes of tea and a snack as well. We always keep groups very small, so you'll have an intimate experience with your passionate guides!