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Oregon Holidays

Experience it all in Portland, Oregon

Welcome to Portland Oregon, a place where people live, laugh and love. Portland welcomes you with open arms to experience their great food, fabulous arts and first-class entertainment, it's so perfect you are sure to want to stay again and again! Oregon is a place like no other - this US state filled with natural wonders and beautifully scenic surroundings. Step back in time to the historic and intriguing towns, while away the days in sleepy fishing villages, hit the slopes at year-round ski resorts or test your pallet at the award-winning wineries. Get your camera at the ready for rugged coastlines, picturesque beaches, jaw-dropping waterfalls, towering rock formations and dramatic river valleys. So what are you waiting for? Go and experience Oregon’s natural wonder and beauty for yourself, plus, fly non-stop with Delta Air Lines/Virgin Atlantic into Portland International Airport (PDX) and start your holiday in style!

  • Hit the road! Winelands

    Special Offer

    7 day holiday
    Holiday price includes return flights with Delta Air Lines and car hire

    7 day holiday from £899 per person

    Call Button 2 to book

Portland & Beyond fly-drive - 7 days

Want to make your own memories? Then feel the freedom of a fly-drive. On arrival into the award-winning Portland International Airport, collect your car and hit the road! There's tonnes of stuff to do - head to Portland for city style and sophisticated shopping, explore the winelands, feel the seabreeze along the coast, be at one with nature or go off piste - the choice is yours. Whatever you do, do it in your own time with this once in a lifetime fly-drive experience.

Need a bit of inspiration to get you going? Let us set the scene - check out our Portland, Oregan scene setter here

  • Perfect Portland & Wonderous wine! Winelands

    Special Offer

    6 day holiday
    Holiday price includes return flights with Delta Air Lines, accommodation and car hire

    6 day holiday from £1,159 per person

    Call Button 2 to book

Portland & Winelands - 6 days

Days 1 - 3 Portland
Let the Portland adventure begin! With so much to see and do you'll be spoilt for choice. Here are just a few suggestions as to how to spend your days.

Settle in and start with a stroll through this chic city, taking in the sights and sounds as the smells of surrounding restaurants tempt you towards them. With all tastes catered for you can eat like a king in Portland, and for those you know how to treat themselves, don't miss the devilishly good VooDoo Donuts. Head into The Pearl District for arts, nightlife and thriving fashion. Go up in the world and shop till you drop in the fabulously lavish Nob Hill area, oh did we mention the NO SALES TAX? Go on, fill your... bags! From Portland, head out along the Historic Columbia River Highway – one of the many designated scenic byways in the state. Enjoy the panoramic views of the Gorge below and the many waterfalls close to the highway, the most impressive of which is Multnomah Falls, which drops 620 feet and is Oregon's most popular natural attraction.
Staying at 4* Embassy Suites Portland, Washington Square - Room Only

Days 4 & 5 Willamette Valley
Nestled in the heart of Oregon's agricultural country, the Willamette Valley will leave you wanting more. This region grows so much produce including fruits, nuts and vegetables so make sure you stop off at a local farmers market in the historic towns to taste the fabulous fruits of their labour. But what the Willamette Valley is really known for is its wine. Take a tour and sample the Oregon's finest varietal - Pinot noir. The beautifully flat terrain of the region makes it ideal to explore on foot... or bike, so get active and see some sights that will stay with you for a lifetime.
Staying at 2* Quality Inn & Suites, Eugene - Room Only

Day 6
Enjoy some time to yourself before returning to Portland International Airport for your onward flight.

  • Portland to the Pacific Outback

    Special Offer

    8 day holiday
    Holiday price includes return flights with Delta Air Lines, accommodation and car hire

    8 day holiday from £1,299 per person

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Portland & Coastline self-drive - 8 days

Days 1 & 2 Portland
From Portland, head out to witness some of the most stunning scenery you are likely to see. Take the Historic Columbia River Highway and pass the many waterfalls as you reach the panoramic views of the Gorge below. Don't miss Oregon's most popular natural attraction: Multnomah Falls with its 620 foot drop. A trip to Portland is not complete without driving over the Mt Hood Scenic Byway, where you will be wowed by one of Oregon’s most iconic landmarks. For an extra special touch, venture to Timberline Lodge, a beautiful wintery wonderful lodge 6,000 feet up Mt Hood – it truly is a spectacle!
Staying at 4* Embassy Suites Portland, Washington Square - Room Only

Days 3 & 4 Newport
Just a short drive along Oregon’s picturesque Pacific Coast Highway takes you to Newport. Your journey will be one to remember as you pass by lush evergreen forests and quaint coastal towns. Newport sits between the rugged coastline and mountains that dip into Yaquina Bay. Take a trip to the impressive Yaquina Bay Lighthouse and see the sea life at the world-class Oregon Coast Aquarium. During the winter months, you may be lucky to spot the whales migrating to California.
Staying at 3* Best Western Agate Beach Inn, Newport - Room Only

Days 5 & 6 Astoria
Your onwards drive to Astoria will share with you some of the most dramatic scenery you are likely to experience. The 400-mile stretch of coastline is difficult to describe, its rugged, natural beauty needs to be witnessed first hand. Travel this route where you are sure to stop at every opportunity to take a snap of the dramatic rock formations and churning whirlpools. Of course, you need to stretch your toes along the miles of sandy beaches. Not to miss is Cannon Beach, this peaceful stretch of coastline is regularly voted one of America’s Best Beaches. Astoria has been called "The Little San Francisco of the Pacific Northwest", and features a revitalised 1920s era downtown area and dozens of picturesque Victorian homes clinging to steep wooded hillsides.
Staying at 3* Shilo Inn Suites Warrenton, Astoria - Room Only

  • Natural beauty and wonders await Campervan

    Special Offer

    10 day holiday
    Holiday price includes return flights with Delta Air Lines, accommodation and car hire

    10 day holiday from £1,499 per person

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Oregon Explorer self-drive - 10 days

Days 1 & 2 Portland
Start your Oregon adventure with two days exploring the City of the Roses' most popular attractions. Portland is renowned for its flavoursome cuisine, vibrant arts scene and fabulous shopping districts. Portland is a hip urban hotspot with many neighbourhoods showcasing their own unique flavour and heritage. Don't miss The Pearl District for arts, nightlife, and fashion, and splash the cash... tax-free... in the boutique shops of trendy Nob Hill.
Staying at 4* Embassy Suites Portland, Washington Square - Room Only

Day 3 Florence
Travel through the heart of Oregon Wine Country on your way to the magnificent coast. As you head south along this spectacular Scenic Byway you will pass historic lighthouses, sleepy fishing villages and amazing vistas. In a superb location on the central Oregon Coast where the Sinuslaw River meets the ocean, Florence is a delight with its restored historic district. Take a trip to Heceta Head Lighthouse then stop by at the Sea Lion Caves for a real adventure! If you have a head for heights, take the plunge and descend 208 feet down into the world's largest and most spectacular sea cave, which is also home to the wild Steller sea lion.
Staying at 3* Best Western Pier Point Inn, Florence - Room Only

Day 4 Coos Bay
Witness a visual spectacular today! In between Florence and Coos Bay, this natural phenomenon will stun you. Formed by wind and waves, see the spectacular Oregon Dunes National Recreation Area with over 47 miles of ever shifting sand. The largest in the USA, expect glistening valleys, vast hills and ghost like forests. Don your hiking boots and explore by foot - with an optional sand board, or for adrenaline junkies, do the dune buddy for the ride of your life.
Staying at 2* Best Western Holiday Hotel, Coos Bay - Room Only

Day 5 Roseburg
Your drive to Roseburg will be sensational, located in the heart of the Land of Umpqua. Roseburg is packed with history, celebrating its rich past with a selection of museums and wineries. For the outdoor type, you'll be in your element, try your hand at fishing, rafting, mountain biking or rock climbing.
Staying at 2* Best Western Garden Villa Inn, Roseburg - Room Only

Day 6 - 7 Bend
More scenic byways will take you to the unspoilt wonder of Crater Lake National Park. No other place in America matches the dramatic beauty of Crater Lake – deep, pure and astoundingly blue. Surrounded by sheer cliffs nearly 2,000 feet high, the lake is the 7th deepest in the world and the deepest in the United States. Continue north and take the Cascade Lakes National Scenic Byway through Deschutes National Forest as you head for Central Oregon’s high desert and the friendly town of Bend. Geologic wonders unfold as you witness Newberry Volcano, the Lava Lands Visitor Center and take the Trail of Molten Lava. A day to remember will be when you mount the chairlift and reach the summit of Mt. Bachelor, all the while oohing and ahhing at the spectacular scenery below. Think cascading waterfalls... and you're there.
Staying at 3* Shilo Inn Suites Bend, Bend - Room Only

Day 8 Baker City
Today, stop by at the John Day National Monument and witness other fascinating historic sites as you drive on the Journey Through Time Scenic Byway. You’ll encounter Pioneer tales, ghost towns and fossil beds along the way. Scenic Baker City is well placed between the Elkhorn Mountain Range and the Eagle Caps. Spend your day soaking up the sights, shopping and eating well. Not to be missed is a trip to the award-winning Barley Brown’s Brew Pub.
Staying at 2* Best Western Sundrige Inn, Baker City - Room Only

Day 9 Pendleton
The wild west is waiting for you in Pendleton. With dusty plains and jagged red rocks rolling over the hills, wild rivers and fertile wheat fields. Be a cowboy for the day and mosey on down to the world-famous Pendleton Round-Up for a rodeo, play slots or learn about native tribes.
Staying at 2* Holiday Inn Express Pendleton - Room Only

Day 10
Wake up bright and early as you head back west and along the spectacular Columbia River Gorge for your onward journey home... or to a new adventure?