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Portland, Oregon Neighborhood tours

Our most recommended Portland, Oregon Neighborhood tours

Portland: Underground Donut Tour

1. 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: Mt. Hood Day Tour

2. Portland: Mt. Hood Day Tour

Your 8.5-hour trip begins early with a hotel pickup from downtown Portland. Embark on an exhilarating morning drive through the Columbia River Gorge. Catch spectacular views of the Cascade Mountains that flank the river and glimpse a waterfall or two. Along the forested highway, visit Oregon’s famous waterfall Multnomah Falls. Join your guide and fellow visitors on Benson Bridge and snap a picture of the 611-foot-tall cascade of water as it crashes below. Next, continue to Hood River, a picturesque valley town renowned as a prime destination for wind sports. Watch kiteboarders and windsurfers skate across the water as you learn about Hood River’s rich environmental and cultural history.Then take some free time for lunch, shopping or wine-tasting (if whimsy strikes you!). Then visit Rowena Crest which has spectacular views of the Columbia River Gorge. The final stop on your guided tour is the glorious Mount Hood, Oregon’s tallest peak at 11,249 feet (3,429 meters) and Timberline Lodge. Take a mountain walk or a self-guided visit through the renovated lodge that was once the setting for the classic film The Shining. Your day concludes back in Portland by early evening.

From Portland: Willamette Valley Character Wineries

3. From Portland: Willamette Valley Character Wineries

Meander the wine appellations of the Willamette Valley, and discover vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and non-human) involved. You and your small group will learn background on the history, terroir, and character of Willamette Valley wine from your interpretive guide. This day trip is a customized tour of 3-4 wineries in the Willamette Valley. You’ll travel south and west of Portland, as your guide takes you through the farmland of the Willamette Valley, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, & vegetables.  You'll be served a lunch platter at the second winery, accounting for your dietary needs. You'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. Afterwards, you’ll head back to Portland to be dropped off at your hotel.

From Portland: Northern Oregon Coast Day Trip

4. From Portland: Northern Oregon Coast Day Trip

Walk the beaches and an old growth forest along the Oregon Coast, and discover technological relics as you drive the Pacific Coast Scenic Byway with a small group led by an interpretive guide. This day trip is a customized tour along a rugged section of Oregon's northern coast. You’ll travel northwest of Portland, as your guide takes you through the farmland of Tualatin Valley, a sub-valley of Willamette, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir.  You'll have the option of making history-related stops near the town of Tillamook or spending time in Cannon Beach to check out Haystack Rock, boutique shops, restaurants, cafes, and art galleries.

Discover Portland: Half-Day Small Group City Tour

5. Discover Portland: Half-Day Small Group City Tour

Take a guided tour of Portland in a small group. Throughout the tour, you'll enjoy beautiful vistas as you drive the hills and bridges in a comfortable, climate-controlled vehicle. Your guide will pick you up at Director Park, then give you background on the landmarks you pass. Learn the city's history as you wander the neighborhoods of central Portland. Stop at the International Rose Test Garden, where you'll have 20 minutes to walk among the 550 rose varieties. Then, you'll ascend even higher into the hills to Pittock Mansion, which provides the best view of Portland and 5 stratovolcanoes, in clear weather. As you navigate the city, take in views of the parks, gardens, bridges, and trees of this lush city.

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.

Portland: Food Carts of the Eastside Bike Tour

8. Portland: Food Carts of the Eastside Bike Tour

Meet your tour guide in the thriving industrial district, where you'll be fitted for a bike and helmet before heading out on a culinary experience through some of the more than 60 food cart pods in Portland. Sample favorites spanning a range from Oregon farm-to-table delights, to snacks appropriate for late-night cravings. As you set out, your guide will learn about your food preferences and you will visit the first permanent food cart pod, anywhere. Take a neighborhood ride of between 8-12 miles (13-19 km) to three more favorite food cart pods. Learn about the fascinating tale of how Portland came to be the epicenter of the food cart craze. Bike up a gentle hill to the Hawthorne neighborhood, part of Portland's hometown story and the heart of all that's delicious, funky, and hippie. Delve into the city's foodie history, dating back to the early 1900s, and stop at a special coffee food cart made in a unique vehicle to savor a caffeinated beverage. Your guide will select food for the group to sample at each pod, including samples from carts that were favorites as the scene was being established, and others that have come more recently to be major characters in the Portland food scene. Each dish will tell a little bit more of the food cart story. You'll have the option to purchase beer or dessert before the group starts the ride back to the meeting point; a downhill coast to allow full stomachs to settle. Once back, you will be offered a map of the carts visited during the ride, and others to try beyond.

Portland: Silver Falls Hike and Wine Tour

9. Portland: Silver Falls Hike and Wine Tour

Hike the forests and waterfalls of the Willamette Valley, discover the natural and cultural history of the area, and get intimate with the most renowned wine region for Pinot Noir in North America, on a small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Willamette Valley from your naturalist guide.  In the morning, travel south of Portland as your guide takes you through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Arrive at Silver Falls State Park, the "crown jewel" of the Oregon State Park system. Hike under, beneath, above, and around waterfalls along the Trail of 10 Falls with your guide, before stopping for a picnic lunch. After your picnic lunch, you'll wander through the rolling hills of Willamette Valley, passing through charming little villages. Make 2 stops at unique boutique wineries. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, and vegetables. Finally, head back to Portland and be dropped off at your hotel.

From Portland: Mt Hood, Hood River Valley and Columbia Gorge

10. From Portland: Mt Hood, Hood River Valley and Columbia Gorge

Travel east of Portland through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir. Stop at a donut shop in the town of Sandy for coffee and morning treats before beginning your ascent of Mount Hood, the highest summit in Oregon. Spend the next hour at the historic Timberline Lodge and enjoy 1 hour of free time. From Timberline Lodge, head to Hood River Valley. Here, feed baby pygmy goats, get a photo of Mount Hood, purchase local fruit and preserves, taste cider, or buy a huckleberry milkshake. Afterwards, visit downtown Hood River and break for lunch. After lunch, learn about the geological history that shaped the Columbia River Gorge as you drive eastward past windsurfers in the Gorge, before stopping at a viewpoint to admire panoramic views of the Cascades. Next, travel westward through the Columbia Gorge and stop at Multnomah Falls, the tallest waterfall in Oregon, where you can walk up to the Benson Bridge, visit the interpretive center, buy a snack, or peruse the gift shop before heading back to Portland.

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Frequently asked questions about Portland, Oregon

What top attractions are a must-see in Portland, Oregon?

What are the best day trips and excursions from Portland, Oregon?

The best day trips and excursions from Portland, Oregon are:

Cannon Beach

Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Overall rating

5.0 / 5

based on 6 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!

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.

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

Had a great time and Adam did an amazing job sharing his knowledge on everything and anything Oregon. The amount of history he shared was truly impressive. He definitely made the trip totally awesome!

Very well planned tour with a very knowledgeable driver.