Oregon Tour
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$2,327 USD
Portland, Pendleton, Sisters, Ashland, Grants Pass,...
From the misty Pacific coastline to Crater Lake National Park - see it all on this 11-day trip. Pass through landscape that showcases Oregon's Wildside a delight for photographers and nature lovers.
Start Location: Portland End Location: Portland
  • Portland walking tour with local guide
  • Crater Lake Discovery Trolley bus ride along the crater rim
  • Oregon Dunes and Hecta Head Lighthouse
  • Newberry National Volcanic Monument
  • Oregon Coast Aquarium
  • Columbia Gorge Wine Region
Day 1: Portland, OR

Renowned for its locavore-driven food scene, independent-spirited shopping and gloriously verdant parks, Portland offers enough cultural and outdoorsy diversions to keep you busy for a week, but it's also a surprisingly easy city to get to know in a day. Walk through the Pearl District, a former industrial neighborhood that's now rife with art galleries and modish boutiques. It is also home to legendary Powell's City of Books, the largest new and used bookstore in the world. As an introduction, we discover Portland with our new best friend, an award-winning "Resident Expert. They live in Portland; they know Portland; they love Portland; and it shows. Allow them to keep you laughing through this easy walking tour. Not only is it fun, but many consider it to be the best tour in Portland.The Best of Portland award-winning walk clarifies why Portland is regularly recognized as one of the best places to live. By the end of your walk, you will want to move here too. You learn about early and modern Portland as your guide shows you an enlightened city rich with artwork, parks, bridges, downtown trains and streetcars, fountains and friendly people. Even locals are amazed and entertained by what they learn. This walk meanders through the most fascinating portions of the city, leading eventually to the waterfront. And don't forget the camera for your shot of the world's smallest park! Later, explore leafy Washington Park and tour the Portland Japanese Garden and International Rose Test Garden.
Overnight: Portland
Day 2: Portland to Pendleton

Less than 30 minutes' drive east of Portland, you'll enter the spectacular Columbia River Gorge National Scenic Area, an 80-mile (129-km) forested canyon of rugged cliffs and soaring waterfalls, much of which you can tour via the iconic Historic Columbia River Highway. Stop to snap a photo and enjoy a slice of marionberry shortcake in the 1915 lodge at Multnomah Falls; a steep but paved trail ascends to the top of this 620-foot-tall (189-m) cataract. Stop for a brick-oven pizza at Double Mountain Brewery & Taproom in Hood River, a cheerful village famous for kitesurfing and wind-surfing as well as its first-rate culinary scene. The Columbia Gorge contains more than 30 wineries, including Echo Ridge Cellars, whose tasting room occupies a retrofitted grain elevator. In Pendleton, a friendly cowboy town acclaimed for September's iconic Pendleton Round-Up rodeo, browse the vibrantly patterned blankets and attire at Pendleton Woolen Mills and the handcrafted leather saddles and silver belt buckles at the Hamley & Co. Western store. Then feast on a charbroiled, hand-cut rib-eye steak from '50s-era Virgil's at Cimmiyotti's.
Overnight: Pendleton
Day 3: Pendleton to Sisters

Order a breakfast sandwich and a latte from Pendleton Coffee Bean & Bistro before driving south via Highway 19 and U.S. 26 through the high-desert heart of Oregon, stopping to admire the otherworldly Painted Hills section of the John Day Fossil Beds National Monument. At Smith Rock State Park, one of the nation's top rock-climbing destinations, embark on a short trek amid the dramatic canyons and fantastic rock spires. Continue toward the majestic Cascades Range to the easygoing mountain hamlet of Sisters, a base for hikers in summer and skiers in winter. Enjoy a frosty mug of FivePine Chocolate Porter at Three Creeks Brewing Co., which also turns out tasty pub fare.
Day 4: Sisters to Crater Lake National Park

Venture into outdoorsy Bend, one of Oregon's craft-beer meccas, stopping by Crux Fermentation Project, which has earned a devoted following for its unusual pours, such as Better Off Red, a barrel-aged Flanders red ale. Nearby along U.S. 97, you'll encounter Newberry National Volcanic Monument, where you can literally get in touch with the region's ancient, cataclysmic geological history by walking through a lava tube and ascending Paulina Peak for panoramic high-desert views. Allow two to three hours to reach Crater Lake National Park, which is anchored by the nation's deepest lake. Crater Lake is a must-see for all ages, and what a better way than to enjoy the majestic beauty of one of the "Seven Wonders of The World" than from aboard a historically designed trolley bus. You will enjoy a two hour, Ranger-guided and narrated trolley tours around the Rim of the Lake. The Rangers will talk about the history and formation, answer questions and there will also be 5 to 7 stops during the ride to allow for picture taking or to just take in the unmatched beauty that Crater Lake has to offer.Later, we recommend enjoying dinner and the rustic ambience of Crater Lake Lodge, a classic timber and shingle-roof National Parks hotel built in 1915.
Overnight: Sisters
Day 5: Crater Lake National park to Ashland

Head for the ruggedly beautiful Rogue Valley and vibrant Ashland, famed for the Oregon Shakespeare Festival, which stages 11 classic and contemporary productions during its mid-February through October season. With its many farm-to-table eateries and the decadent Oregon Chocolate Festival in March, Ashland has become a top destination with foodies. Be sure to check out Noble Coffee Roasting, a third-wave cafe in the historic Railroad District. Also explore downtown's many galleries and shops, as well as adjacent Lithia Park, an expanse of both groomed pathways and trails through pine forests.
Overnight: Ashland
Day 6: Ashland to Grants Pass

Drive north through the Rogue Valley and its plentiful fruit orchards and grape vineyards, stopping in the endearingly old-fashioned hamlet of Jacksonville, a designated National Historic District with tasting rooms and unique retailers. Continue to Grants Pass, where you can explore the 250-footdeep (76-m) Rogue River Canyon with Hellgate Jetboat Excursions. For a decidedly mellower adventure, book a beer-centric trip with The Paddled Pub, which partners with local Climate City Brewing Co. to provide lazy floats along a relaxing stretch of the Rogue. There are nearly 700 wineries in the state of Oregon. The most popular grapes grown are pinot noir and pinot gris.
Overnight: Grants Pass
Day 7: Grants Pass to Eugene

En route north to the state's second-largest city, Eugene, stop in Cottage Grove and rent a bike at Rainy Peak Bicycles to journey along the 36-mile (58-km) round-trip covered-bridge bike route, which traverses some of Lane County's loveliest countryside. In Eugene walk around the bustling campus of the University of Oregon, home to some outstanding museums and Hayward Field, one of the world's foremost track-and-field venues. Then head to the bohemian Whitaker neighborhood to sample wine that's crushed and bottled right in town at Territorial Vineyards & Wine Company, one of the city's urban wineries.
Overnight: Eugene
Day 8: Eugene to Newport

Start your day with breakfast at Provisions Market Hall, inside downtown Eugene's handsomely restored Fifth Street Market. Then drive west through Oregon's forested Coast Range to Old Town Florence, here you can sip a single-origin coffee on the deck at Siuslaw River Coffee Roasters, which overlooks one of the many famous 1930s-era bridges set along scenic U.S. 101, the Oregon Coast Highway. Florence marks the northern end of the massive Oregon Dunes National Recreation Area, the largest expanse of coastal sand dunes in North America. At Florence's Sand Master Park, you can learn to sandboard or book an extreme dune buggy tour. Follow U.S. 101 north along the Coast, stopping for quick treks at Heceta Head Lighthouse and Cape Perpetua Overlook, and visit Newport's renowned Oregon Coast Aquarium to view playful sea otters and a giant Pacific octopus. End your day with a walk around Newport's Historic Bayfront, where you may see (and hear) sea lions barking, and dine on superb Dungeness crab cakes at Local Ocean Seafoods.
Overnight: Newport
Day 10: Astoria to Portland

Follow U.S. 26 inland, fueling up on strawberry-topped griddle cakes at Camp 18 restaurant and logging museum, before hiking Saddle Mountain, a 5-mile (8-km) round-trip trek with an elevation gain of 1,600 feet (488 m). The views of the Coast and, on clear days, Mt. Rainier and Mt. Hood are well worth the effort. On your way back to Portland, stop by Apolloni Vineyards in Forest Grove to sample outstanding Willamette Valley pinot noir and play on the bocce court as the sun sets over the Coast Range.
Overnight: Portland
Day 11: Depart Portland

Fly out of Portland International Airport.
$2,327 USD
All prices are per person based on double occupancy and subject to local taxes - GST, PST or HST.

* * * * This itinerary is an independent package, it can be adjusted to suit your travel interests, time frame and budget. Please do not hesitate to call one of our travel specialists for a customized package.

Pricing is based on per person. (does not include applicable taxes)

Single, triple and family pricing is available on request.

The above pricing and itinerary is subject to seasonal surcharges and operational dates for the suppliers.

Please contact our office for updated pricing and itinerary for your specific travel date.

Applicable taxes vary depending on travel destination and are not included. Please ask your sales agent what extra taxes will be payable for your tour.
  • 10 nights of accommodation
  • 11 day mid-size car rental
  • Sightseeing and attractions as outlined
  • Airfare unless specified as included within the itinerary
  • Travel Insurance and Cancellation Protection (strongly recommended, ask us for a quote!)
  • Taxes as applicable
  • Gratuities for Local Guides, Tour Managers, and/or Bus Drivers
  • Items (attractions and sightseeing & entrance fees) not listed as included in the itinerary
  • Meals not specifically mentioned as included in the itinerary

Why Take A Custom Tour?

Private & Customizable You can see what you want, when you want, how you want. A trip that's perfectly timed and well organized.
Unique Experience Experiences that help you take in the region in a different way. Can combine your trip with our group tours. Advice to help you get the most out of your trip.
Freedom to Explore Time to enjoy and take in each place. Add days in places you want to explore. Do only the activities you want to do.
Can't find what you're looking for? Our specialists can take away the stress and create a custom trip tailored to your exact interests and budget.
Get A Custom Quote
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Custom Trip Plans You can see what you want, when you want, how you want.
Unique Experiences Experiences that help you take in the region in a different way.
Freedom To Explore Time to take in each place with only the tours you want to do.
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Booking & Flight Questions

Do you arrange airport transfers?

Yes! We can certainly assist with booking airport transfers for you! Some tours have airport transfers included already. Please inquire for further information and pricing.

Can you assist with booking additional accommodation?

Yes! We can certainly assist with booking additional nights of accommodation for you before and/or after your fully escorted tour! Please inquire for further information and pricing.

Can you assist with booking flights?

Yes! We can certainly assist with booking your flights for you! We do not recommend you book any flights until you receive your booking confirmation directly from Anderson Vacations Tours, as some tours are not pre-guaranteed. Please inquire for further information and pricing.

Is it possible to book a triple share accommodation?

Yes, it is possible to book triple share accommodations on select trips. Please inquire about this option, as pricing may also vary and it will be subject to availability.

Can we book this tour with our exclusive group?

Anderson Vacations Tours can work with private groups to customize a tour to your needs. Please inquire for further information and pricing.
Tour Questions

What is the average age of passengers for this tour?

Our tours are suitable for all age demographics. The average age of travelers is typically 45+

I am a solo traveler. Is there a single surcharge?

There are options for single travelers to join most tours. Solo Travelers can choose to pay the single supplement and have their own room throughout the tour. For those willing to share, we also have a Twin Share option that is offered for the majority of our tours. This means you will be sharing the hotel rooms with another single, same gender traveller who also books the Twin Share option. If this is the case, there will be no single supplement charged to either of you. If we are unable to match you with another Twin Share traveler, there may be a single surcharge applied to cover the full cost of the rooms on some of our longer tours. Please enquire before finalizing your booking for full details.

How physically demanding is this tour? Are you able to accommodate people with mobility restrictions/limitations?

This tour has a low level of physical demand, although there may be some activities or sightseeing tours that require walking short distances. Please inquire if you have any mobility restrictions before completing your booking to ensure this tour is right for you.

How much luggage should I bring?

Each passenger may bring one large suitcase and one carry-on bag. The weight limit for this suitcase is 32 kilograms/60 pounds. Baggage handling is provided at the hotels in our tour packages. Please advise our reservations staff if you will be bringing additional items such as a cane, walker or wheelchair. You may also bring one small soft-sided carry-on bag, which should easily fit into the overhead shelf of the coach. Each person is responsible for his/her own carryon luggage. Remember to check your airline baggage restrictions if you are flying, as they may differ from Anderson Vacations Tours guidelines.

What is your recommended spending amount for non-included meals?

The suggested allowance for non-included meals is $40.00 — $60.00 CAD per day (includes tipping).

Can you accommodate passengers with dietary restrictions (food allergies, vegan, vegetarian etc.)?

Yes! There are many meals included on our fully escorted tours. Please inform us of any dietary restrictions at the time of booking so we can ensure there are alternative meal choices and arrangements made for you.

Are gratuities included in the tour cost?

For your convenience, gratuities for local guides and meals stated on the itinerary are included in the price of the tour. For meals not included in your tour package please remember that it is customary to tip your server 15-20% in North America. Gratuities for your Motorcoach Driver and Tour Director are left to your discretion. We recommend $4.00 - $5.00 CAD per person, per day for your Motorcoach Driver and $6.00 - $7.00 CAD per person, per day for your Tour Director. if you can't find your
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Seasoned Tour Guides Get a deeper understanding with storytelling tailored to your interests.
Space To Breathe We never max out buses even if we use the same size bus as the competition.
All Inclusive No hidden expenses along the way. Competitors offer activities as an extra - we don't

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