Oregon
Off the beaten track

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Our most recommended Oregon Off the beaten track

Portland: Eastside Craft Brewery Walking Tour

1. 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.

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From Portland: Northern Oregon Coast Day Trip

2. 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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Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

3. Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

Enjoy more time riding, with occasional stops for gardens, one-of-a-kind markets, art collectives, sculptures, bridge viewpoints, and river beaches. This tour begins in the inner Eastside neighborhoods, where you will be fitted for an easy-to-ride bike and helmet, ready for a low-key 7-10 mile ride (12-16 kilometers). Your guide will lead your group into the southeast Portland neighborhood of Ladd's Addition where you’ll visit several of the city's quadrants, ride over two bridges, and along the Willamette River. You will visit semi-secret beaches, examine unique modes of transportation, see public art of every shape, color, and texture. This ride is both like a poem and filled with poetry: you will read poetry written on murals, on sidewalks, and carved into rocks. Along the tour, you will have the opportunity to photograph and explore public art, poetry, parks and beaches; and learn about all of the modes of Portland's transportation up close.

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Portland: The Mt. St. Helens Adventure Tour

4. Portland: The Mt. St. Helens Adventure Tour

Spend a full day crawling, climbing, and hiking with your professional guide as you experience Oregon's natural surroundings up close. Travel north of Portland along the lower Columbia River, known for 18th-century Spanish, American, and British explorers, and the Chinookan people. Crawl through a lava tree mold during a 20-minute hike in a landscape reminiscent of a fairy-tale amusement park, before beginning your descent into Ape Cave, one of the longest continuous lava tubes in North America. Spend 1-2.5 hours exploring this cave, named for a purported Sasquatch attack. Weather permitting, you will spend an hour at the closest viewpoint into the crater of the volcano, where you will eat a picnic lunch, overlooking Spirit Lake. Here, if there are no clouds, walk up the 437-step staircase to get a photo of Mt. Hood, Mt. Adams, Mt. Rainier, and of course, Mt. St. Helens. Before returning to Portland, you'll make additional 5-to-30-minute stops to enjoy vistas, hike through oldgrowth forest, and admire a waterfall. Throughout the day you'll learn about the geological history that shaped Mt. St. Helens and the Cascadia region.

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Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

5. Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

Venture into the wilderness areas around Mt. Bachelor and the surrounding Deschutes National Forest of the Cascade Mountain Range of Oregon. Experience the magic of the snow-laden trees, inspect animal tracks, and bask in the quiet of the winter forest. Enjoy a great opportunity for snow play suitable for a wide range of ages and ability levels. Snowshoe tours are customized for all adventure desires— stroll easily on flatter areas, or leap off powder-covered lava flows and get “air” like you never imagined. Let your guide do the driving and teach you fun snowshoeing techniques and tricks as all tours include instruction. Remember to wear winter boots and powder/ski pants to keep your feet and legs dry while snowshoeing.

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

6. 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

This was the MOST fun and fascinating tour! we only had a few days and this was the best view and experience. So glad we did it early so we could revisit cool restaurants and places to go. Not being regular riders we were a bit concerned, but totally unfounded - the ride was easy, Portland drivers were very safe and courteous, and the stops were excellent, all so amazing!

This is a fun informative & informal overview of Portland. We are cyclists & found it very low effort. The French pastry shop was a delightful exclamation point! We were provided helmets & useable bikes& lots of Portland history. I loved riding through various neighborhoods. Be sure to tip!

Excellent guide and knowledgeable of the history that was all around us. Bikes are well maintained and the bike tour provided water as well as French pastries while touring. Take advantage of this tour, we’ll worth it.

Jeri was amazing!! We had the best time and really got to try a huge selection of Portland’s finest brews. Highly recommend!

Jeri was the perfect guide! Very enjoyable ride and learned a lot about Portland and its history.