Top Oregon Walking Tours

Immerse yourself in the scenery and story of Portland on this small-group sightseeing tour. With your naturalist guide, visit verdant urban parks, eclectic neighborhoods, and some of the city’s most treasured landmarks including the famous Powell’s Books. Enjoy a breakfast of tea and pastries as you traverse the city in style.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2.0-mile (3.5-kilometer) walk, you’ll visit popular coffee shops and lesser-known spots, learning about coffee and chocolate along the way. You'll also visit Azar Indulgences, where chocolate is paired with international wines.

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for you or with a companion. From stunning waterfalls to iconic viewpoints, this is your chance to experience the Pacific Northwest at its finest. Book your tour today and let the magic of Multnomah Falls and the Gorge’s natural wonders captivate you!

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.

Learn about the haunted past of Portland, Oregon's Old Town with this guided ghost tour. Your guide will regale you with tales of the past as you walk to different allegedly haunted locations, wrapping up at Kells Irish Restaurant & Pub, believed to be haunted by a long-dead fire captain.

See a side of Portland many people miss with this haunted evening walking tour. In addition to visiting many of the city's most haunted historic sites, including the Shanghai Tunnels and Roseland Theater, hear creepy tales from your guide that bring each attraction to life. A walking tour also lets you see each spot up close.

Two park rangers — warm, quick-witted Quinn and old-soul storyteller Boone — trade off in your ear, playing automatically by GPS as you walk. You'll stroll completely behind four of the ten waterfalls while they unspool the canyon's real legends and lost history — no tapping, no signal needed, it plays fully offline. Buy once and keep it forever; both the full loop and the shorter loop are included.

Explore the hidden stories of Bend with an immersive 90-minute guided walking tour led by local expert Jason Bradley. Discover historic landmarks and intriguing corners that paint a picture of how this industrial town transformed into a vibrant destination in the Pacific Northwest. Perfect for newcomers and long-time residents alike, this tour promises to change your perspective on Bend and its rich history. - 90-minute guided tour through historic downtown Bend - Learn about its transformation from a timber town to a celebrated destination - Small group setting ensures a personalized experience - Ideal for both first-time visitors and locals looking to deepen their connection to the city

Beneath Portland's vibrant streets lies a darker story. Join The Dark Below and explore the city's most chilling legends, notorious crimes, and haunted landmarks. Journey through historic Old Town and Chinatown as your guide uncovers tales of Shanghaiing, underground tunnels, tragic deaths, unsolved mysteries, and the restless spirits said to linger where Portland's darkest history unfolded. Visit iconic locations including the Shanghai Tunnel district, Old Town Pizza & Brewing, the Roseland Theater, Kells Irish Pub, and the waterfront where kidnapped sailors were once forced aboard ships bound for distant ports. Along the way, discover stories of vice, disappearances, and paranormal encounters that helped shape Portland's haunted reputation. Combining authentic local history, true crime, and ghost lore, The Dark Below offers an unforgettable journey into the shadows of one of the Pacific Northwest's most haunted cities. Guests must be at least 16 years old to participate.

Embark on an epic journey through the US West with this self-guided driving and walking audio tour bundle! Explore the wonders of Arches, Bryce Canyon, and Zion, hike the Hidden Valley Trail in Joshua Tree, and marvel at the Grand Canyon and Yellowstone. Each stop offers a unique experience. With bonus highlights like Old Faithful and Delicate Arch, this bundle guides you through the best of America’s western parks. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email, then download the Action Tour Guide App, enter your unique password, and access your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This is not an entrance ticket to attractions along the route. Check opening hours before your visit.

Get off the beaten path to explore Portland's Kerns neighborhood with this guided food tour. You'll head up to the stretch of NE 28th Avenue known as "Restaurant Row," for a 1.2-mile-long walk with a guide, with stops at six different eateries along the way to sample local flavors.

A bookstore the size of a city block, a copper goddess and a dragon-guarded gateway — Portland keeps it delightfully weird. This app-led scavenger hunt takes you through Portland on foot, using phone-based riddles to guide you from one landmark to the next. No guide, no fixed start time. • Lose yourself in Powell's City of Books, the world's largest indie bookstore • Pass the dragons of the Chinatown Gateway • Look up at Portlandia, the hammered-copper giant above the crowd Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Keep Portland weird — and keep score while you're at it.

Forest Park and Washington Park Small-Group Hike Hike from the city and up into massive Forest Park and the adjacent Washington Park with a guided hike. The morning tour will take you through Northwest Portland and up into the International Rose Test Garden, while the afternoon tour starts in the Goose Hollow neighborhood near downtown. Both will pass by some of the parks' prettiest spots, including the Japanese Garden and the Witch's Castle.

Welcome to the Newport Bayfront, where the sea air smells like a mix of fresh Dungeness crab and boiling sugar. This self-guided audio tour isn't just a scenic stroll; it’s an invitation to see the real Newport. We’ll start your loop at Port Dock 7, the beating heart of the commercial fleet. From there, we’ll dive into the stories that most visitors walk right past. You’ll hear about the Graveyard of the Pacific and the brave Coast Guard crews who watch over it, but you’ll also see a massive 165-ton block of concrete that floated all the way from Japan and a mural with a secret hidden in the details. Between the bickering sea lions and the legendary piles of saltwater taffy for sale in the local candy shops, we’ll also share personal recommendations for the best restaurants along the way. The tour ends back at Port Dock 7, where Local Ocean Seafoods lists the specific boat and captain behind every dish on the menu.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

Explore the Columbia River Gorge on a 4-hour shared small-group tour from Portland. Visit three waterfalls, including Latourell, Wahkeena and Oregon's 620-foot Multnomah Falls. Take in panoramic views from Vista House at Crown Point, relax at Rooster Rock State Park and optionally visit The Grotto. Door-to-door transportation and an English-speaking driver-guide are included, with Mandarin Chinese available on request. This shared tour is limited to six guests, and other travelers may join your departure. Adults and children are charged per person. Infants ages 0-2 travel free but must be included in the booking and occupy their own seat. Complimentary age-appropriate child safety seats are available on request; provide each child's age, height and weight when booking. This tour is not wheelchair accessible. Walking paths and stairs at some viewpoints require a moderate fitness level.

Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a different approach to coffee roasting and brewing. Across from downtown Portland, the industrial neighborhood has transformed from manufacturing and warehouses to the heart of passionate creators: artists, chocolate makers, food innovators, and every kind of free spirit. Portland has the most coffee roasters of any city in the world, and we would argue some of the most earnest and unique origins and barista artistry is happening right where Around Portland Tours makes its home. The tour in total is 1.5-3 miles (2-5 km) of walking, tasting and learning. You'll also discover a lot about Portland and how these artisans are nourished. We keep groups small, so you'll have an intimate experience with your passionate guides. Ask about larger private groups.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. This walking tour visits one of the city's oldest food cart pods and several others, where you'll try treats from five to seven different food carts plus a local brewery and a well-known bakery's award-winning dish.

Creativity and natural splendor converge in Ashland, Oregon. On this 60-minute self-guided audio tour, discover the cultural heartbeat of this renowned community. Starting at the historic Plaza, you'll be immersed in the enchanting Lithia Park—designed by the creator of Golden Gate Park. You’ll follow the bubbling Ashland Creek deeper into the landscape, strolling past serene ponds and winding trails under a lush canopy of trees to find a quiet spot by the water. Emerging from the green, the route winds past Main Street’s historic landmarks to the Oregon Shakespeare Festival. You’ll taste the notorious Lithia mineral water, admire the Italian Butler-Perozzi Fountain, and marvel at the 110-foot tower of the Ashland Springs Hotel. Explore how the 1890s Chautauqua movement evolved into today’s world-class theater scene, highlighted by the Allen Elizabethan Theatre. Whether you’re a theater enthusiast or nature lover, this tour offers an insider’s perspective on Ashland’s magic.

Discover Portland with our self-guided tour, exploring the quirky, creative, and fiercely independent city nestled between the snow-capped peaks of Mount Hood and the rugged Oregon coast. Begin at Pioneer Courthouse Square and wander into Powell's City of Books, the largest independent bookstore in the world, filling an entire city block with over a million volumes. Stroll the warehouses of the Pearl District, then ascend into the West Hills to experience the Portland Japanese Garden and the International Rose Test Garden with 10,000 rose bushes blooming beneath Cascade Range views. Cross the Willamette River on the Hawthorne Bridge to discover the murals and vintage shops of the Alberta Arts District. Explore the Lan Su Chinese Garden, taste legendary doughnuts at Voodoo Doughnut, and marvel at the Gothic arches of St. Johns Bridge in Cathedral Park. Beyond the city, visit Multnomah Falls — Oregon's tallest waterfall plunging 189 meters down a basalt cliff in the Columbia River Gorge.

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see and learn about what makes Portland so special, with accompaniment of a passionate local, and 2.5–4 miles of slow-paced walking (4–7 km). Starting at Director Park at the edge of the Cultural District in Portland, we will begin our exploration with short streetcar segments interspersed by leisurely walks through several districts. Learn about the Art Museum, visit the Pearl District, explore the historically industrial Slabtown. See the mural district and the space-age buildings in the South Waterfront and into the University District. Walk park blocks and fountains that made the name for Portland’s urban planning, and also brought us into conflict over racial and cultural ideals. Explore how Portland’s activist spirit has challenged its government and structures, before returning you to the center of the city, Pioneer Square.

Portland is renowned for its vibrant dining scene—and on this small-group tasting tour, you’ll follow your guide straight to the city’s best bites. Meet in the center of town, and be sure to come hungry: You’ll enjoy enough decadent tastings to add up to a generous lunch. Sample everything from Thai food and tacos to hand-pulled noodles and dessert—and stop to visit Portland icons like Powell’s Books in between.