Oregon
Neighborhood Tours

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Our most recommended 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.

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Portland: Silver Falls Hike and Wine Tour

2. 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.

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From Portland: Northern Oregon Coast Day Trip

3. 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. If Cannon beach is chosen, you'll have up to 3 hours to divide your time amongst restaurants, shops, galleries, and the beach.

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Discover Portland: Half-Day Small Group City Tour

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

Take a 3-hour guided tour of Portland in a small group of no more than 11. Throughout the tour, you'll enjoy beautiful vistas as you drive the hills and bridges in a comfortable, climate-controlled vehicle. Your interpretive guide will give you background on the landmarks you pass and teach you the city's history as you wander the neighborhoods of central Portland. Make a 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, if the weather is clear. As you navigate the city, you'll be able to take in views of the parks, gardens, bridges, and trees of this lush city.

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Portland: Food Carts, Pods, & Patios Tour

5. 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.

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From Portland: Willamette Valley Character Wineries

6. 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.

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

7. 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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Other Sightseeing Options in Oregon

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What people are saying about Oregon

Overall rating

5.0 / 5

based on 7 reviews

This was such a fun experience! It’s a great way to try the best places for doughnuts in the city and get to see popular landmarks in the city at the same time. Our guides were so fun to be around! They were knowledgeable about everything - I especially appreciated their restaurant recommendations! I feel like I know the city better because I went on this tour!

Tour started on time. Meeting point was centrally located. Tour took us all over Portland and pointed out all the various sites as well as historical info. about the city.

Very interesting tour and Damain was excellent! Enjoyed the areas he took us too, very knowledgeable and was entertaining.

14 donuts. Funny, knowledgeable guides. No need to wait in line for voodoo donuts.

Fun! Delicious! And a really entertaining guide Ian!