Top Oregon Walking Tours

Want to see a bit of Portland, Oregon, and get some exercise while you're at it? Try a walking tour in the center of the city. Uncover Portland's weird and wonderful tales on every corner as you explore its buildings, parks, and streets. Your guide highlights the cultural evolution of the city and offers insights into its past, present, and future.

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.

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.

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.

Experience the best of Willamette Valley Wine Country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Domaine Serene. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and Nob Hill. Walk away with a better appreciation for and knowledge of Oregon's largest city.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, and a historic lodge.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Experience the diversity of flavors out of the Willamette Valley on this wine-tasting tour from Portland. In a small group, wind through the verdant hills of Portland’s surrounding wine region en route to three select vineyards. Your tasting adventure includes unique wine flights, snacks and a behind-the-scenes look at local viticulture.

This half-day excursion from Portland takes you through the splendor of the Columbia Gorge and the scenic Multnomah Falls area. Multiple stops allow you panoramic views of the Columbia River Valley and the Bonneville Dam, visits to stunning waterfalls, and a guided history of the Lewis and Clark trail.

Explore Portland on a 3.5-hour city sightseeing tour that travels from downtown Portland to the Pearl District to Nob Hill. Explore downtown Portland including Pioneer Courthouse Square, NW 23rd Avenue, the Pearl District, the South Park Blocks, and on Saturday mornings stroll the PSU Farmers Market. Stroll through the International Rose Test Garden, located in Washington Park and boasting more than 7,000 rose plants with 550 varieties represented. Learn about the history and culture of Portland, which has been growing rapidly in recent years. Your tour includes pickup and drop-off from downtown Portland hotels.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits up to 3 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. With this tour, your group will head to one of the city's oldest food cart pods, where you'll get the chance to try treats from five to seven different food carts plus a brewery.

Discover why Portland, Oregon is considered one of the country’s top food destinations—and enjoy an indulgent introduction to its must-try bites—on this small-group (or private) tasting tour. Meet your guide at lunch time, and be sure to come hungry: You’ll indulge in everything from fried sausages and eggs on sourdough to tonkotsu ramen, pretzels, donuts, and even a secret dish. As you go, visit some of Portland’s coolest neighborhoods and admire local landmarks.

Eat your way through Portland's best food carts on this guided van tour. See some of the city's favorite food cart "pods," and pass through many of Portland's coolest neighborhoods on the way. Stops include the Alberta Arts District, North Mississippi Avenue, and the hippie-meets-hipster neighborhood of Hawthorne.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2-mile (3.2-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.

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.

Eat and drink your way through downtown Portland with this tour, which focuses on two of the city's most lauded treats: coffee and donuts. Your guide will take you to craft coffee houses to give you an insider view on different approaches to coffee and lead you to a variety of donut shops, many offering tasty treats not found anywhere else in the country.

Visit the Columbia Gorge, easily one of Oregon's most scenic spots, with this intimate half-day tour from Portland. You'll make plenty of stops along the way, with the chance to take in the views from the aptly named Vista House and the Portland Women's Forum State Scenic Viewpoint. You'll also visit Horsetail Falls, Latourell Falls, and the most famous waterfall of them all, Multnomah Falls, the tallest waterfall in the state.