The Oregon Trail Ski Safari

The scenery in Oregon is mesmerising - rugged coastline, high desert plains and Oregon's volcanic ski resorts, Mount Hood Meadows, Mount Bachelor and Timberline. The Oregon Trail delivers a Pacific Northwest punch that is hard to beat.
Andy Knights
Sales Consultant - North America
The scenery in Oregon is mesmerising - rugged coastline, high desert plains and Oregon's volcanic ski resorts, Mount Hood Meadows, Mount Bachelor and Timberline. The Oregon Trail delivers a Pacific Northwest punch that is hard to beat.
Andy Knights
Sales Consultant - North America

Resorts & Cities

Driving Times

Seattle Airport - Mt Hood 5-6 hrs
Mt Hood - Mt Bachelor 2.5 hrs
Mt Bachelor - Seattle Aiport 6-7 hrs
Mt Bachelor - Portland 4 hrs
Mt Bachelor - Cannon Beach 5 hrs
Cannon Beach - Seattle 4 hrs


The Oregon Trail ski safari combines skiing on two dramatic volcanic peaks renowned for huge snowfall with a scenic road-trip through the Cascade Range and some of Americas most spectacular coastal scenery.

Every holiday is tailor-made, just for you.

Call 01273 224060 for advice from our ski specialists.

Suggested Itinerary

On a 10 night trip we recommend taking the first night in Seattle then 4 nights in Mt Hood and 5 in Mt Bachelor as a starting point. You can then add on additional nights depending on how much skiing, relaxing or exploring you want to do.


The starting point is Seattle which you can fly to direct from London. We recommend staying in Seattle for the first night and visiting one of Seattle's top attractions The Space Needle and continuing the journey in the morning. The drive to Mt Hood is straightforward and takes around 5 hours.

Mt Hood

Mt Hood is home to three ski resorts, the ever impressive Mt Hood Meadows, the historical and cruisey Timberline Resort and Mt Hood Ski Bowl, famous for the largest night skiing in the US.

After an early start and a half hour break at the impressive Multnomah Falls, check into your hotel in Hood River or the fantastic Timberline Lodge.

Hood River offers a small but cool town, a great 3 plus* hotel and some excellent micro breweries, a common feature in Oregon! Hood River is a good 45 minute drive from Mt Hood Meadows.

The historical Timberline Lodge, nestled in the middle of Timberline ski resort, is one of the most amazing ski in ski out hotels in North America. Steeped in rich Pacific Northwest history, it offers some of the best views you will ever have the pleasure of waking up to. A classic mountain property, it was built in 1939 and made famous by appearing in The Shining! With its vast central fireplace, art deco touches and cosy rooms (not to mention being almost completely buried under a blanket of snow for most of the season) it has real atmosphere.

Mt Bachelor

Take the day to enjoy the drive south to Bend. It is well worth taking your time to enjoy the scenery with the volcanic peaks of the Cascade Range on your right and the flat plateau of high desert, in places beautifully carved by rivers, on the left. We highly recommend taking a short detour from the highway to visit Smith Rock State Park.

Stay either in the funky town of Bend or at the relaxing Sun River Resort, a few miles to the south. Mt Bachelor is a 20 minute drive from either spot. A lone peak surrounded by forest, Bachelor is a big ski resort - the fifth largest in the US - and you can ski all faces of the mountain.

Bend, the nearest town to the mighty Mt Bachelor is one of the coolest mountain towns in the US. It has a genuine feel that many ski towns fail to achieve. The locals are proud of their heritage and even more proud of their home grown beer. Bend offers several accommodation options from the good value to chic and boutique.

Bend is largely about beer! The town is home to a good number of micro-breweries so a certain amount of sampling is required. If you want to be close to the action we recommend you stay here.

Families looking to visit Mt Bachelor should stay in the nearby Sunriver Resort, 15 minutes from Bend. This all purpose resort has everything you need with home from home style accommodation big on the menu.

On your final day, drive across the Cascade Range from Bend to the coastal town of Seaside located 5km north of the stunning Cannon Beach. Enjoy a walk along some of the most breath-taking coastal scenery in the US before continuing onto Seattle and your flight home.

Add-on options

The ski safari above is very much a ski-focused option but one of the attractions of a trip to the Pacific Northwest is the huge potential to take a bit of time to explore. Just a few of the options are set out below, but feel free to make up your own. You could drive up the Oregon coast, drive down to California, or go back up to Seattle and ski at Mt Baker. Oregon is your Oyster!

Portland City Stay - Portland is all about quality of life and the environment - lots of parks and gardens, easy to get around by bike or light rail system, plenty of quality local food and wine... and tax free shopping!

Crater Lake - 2 hours south of Bend, this 6 mile-wide caldera is a truly remarkable sight. Formed by the eruption and collapse of Mt Mazama 7,700 years ago, it has deep, very blue water. Check access details before you travel from Bend as the park facilities are closed in winter, although the lake can be accessed on cross-country skis or snowshoes.

Oregon Coast - Oregon's share of the Pacific coastline owes its international reputation to the rugged beauty and natural wonders found all along its nearly 400-mile length. The entire Pacific Coast Highway is studded with picturesque coastal scenery, lush evergreen forests and quaint coastal towns, from dramatic rock formations to churning whirlpools to miles and miles of sandy beaches. The beauty and serenity of the Pacific strand on 3½ mile Cannon Beach is unprecedented and is regularly voted one of America’s Best Beaches.

Hood River - this small town 45 minutes drive north of Mt Hood in the Columbia River Gorge is the spiritual home of windsurfing and kitesurfing in the US. The main season is the summer, although it gets winds almost year-round if you fancy a blast. It is also a big centre for mountain biking and kayaking so you can easily turn your ski trip into a multi-activity holiday. Eating and drinking are also on the agenda here as the area has wineries, breweries and organic food producers galore.

Smith Rock State Park - If you enjoy scenic views of deep river canyons or hiking, Smith Rock State Park is the place for you. There are miles of hiking and mountain biking trails. Along your trip through the canyon, you might see golden eagles, prairie falcons, mule deer, river otter and beaver.

Multnomah Falls - Visiting Multnomah Falls, a 611-foot-tall roaring, awe-inspiring cascade of icy water, lets you experience the power and beauty of nature up close and with ease. From the parking area off of I-84, a 5-minute walk is all that separates you from the exhilarating spray at the base of the falls. Definitely the perfect place to stretch your legs on the drive from Seattle to Mt Hood.

Price Guide

This 10 night Ski Safari including flights, accommodation and SUV hire costs from £1,309 per person based on 2 people travelling including 1 night stay in Timberline Lodge.

Request a quotation online tailored to your particular requirements, or please call us on 01273 224 060.


Leave a Review

01/04/2015 Helen Jackson

Adored Oregon. Beautiful state and really friendly and positive people. Despite the pitiful snow this year we did manage to ski every day although it was limited and probably only half the runs were open in the 3 places we skied. We enjoyed the scenic drives to and from the mountain and between the resorts. We had cobalt blue skies almost every day. It was in the 70's (F) at Hood River and Bend so we had to go out ad buy t-shirts! Great running trails in and around Bend and we also hiked in the Smith Rock Canyon we read about in Andy's blog. Seaside was a tacky place and the only disappointment: Cannon Beach next door was much better and I really recommend the amazing EVOO cooking school at Cannon Beach for a fantastic dining experience. Unfortunately it was deluging rain at the coast but we nevertheless enjoyed a hike in the Ecola National park. We had a couple of nights to see Washington on the way in to Oregon... that was fun although all the locals in Oregon told us that Portland has more to offer so we wished we had stayed there and given Seaside a miss.

16/04/2014 Jan Clifford

We started planning this trip last August for departure mid March. We had lots of different requirements and Andy worked tirelessly and patiently with us to work out the best routes, sights, ski areas and accommodation. We had had a brilliant Ski Safari to California in 2012 and were totally confident in booking another trip. We started with a sunny weekend in Seattle which allowed us to enjoy a boat trip and good views from the Space Needle. Collecting the SUV from Downtown Seattle was seamless as was the journey to Mt Hood via the stunning Multnomah Falls. We had chosen Collins Lake Resort in Government Camp and were thrilled with the beautiful, privately owned 3 storey chalet with basement parking and huge dryer - VERY necessary as it turned out. The property was close to the outdoor hot tub and it was great to be able to walk into Govt Camp to eat in the evenings. With our arrival came the snow - 4 days of it. We skied 3 days at Mt Hood Meadows and 1 day at Timberline. We never saw the top of either mountain but for those of us who could ski and board fresh powder, it was a dream. A visit to the amazing Timberline Lodge is a must, just to take in the history and to enjoy a beer or a cocktail in the beautiful lounges. The next road trip took in Smith Rock, an epic scene, particularly in the sunshine which allowed us, finally, to see the top of Mt Hood, albeit from the road! Arrival at Sunriver Resort via the quaint town of Bend and the view of Mt Bachelor took our breath away. This, again, was superb accommodation with first class meals and breakfasts in the Lodge, only a few steps to the hot tub and on demand mini bus service to restaurants further away on the complex. Andy had arranged for us to be met on our first day skiing by an ambassador, a free service of volunteers happy to show new visitors around the mountain. Our daughter and son-in-law had an amazing day boarding with Scott who took them up the Cone. Jerry accompanied my husband and I at a slightly slower pace but filling us in on all there was to know about Mt Bachelor, the surrounding views and Oregon. 3 days of snow, snow and more snow, but much drier than at Mt Hood and then, finally, our last day of skiing - a bluebird day. We could see the summit - but we couldn't get there because they couldn't get the lift to work! Jerry came out with us again and showed us all the places we hadn't been able to see before as they were covered in cloud. The Customer Services at Mt Bachelor were second to none. Sadly, we packed the skis and boards away and embarked on the last leg of our trip, to the coast. We arrived at the coastal town of Seaside - yes, really, Seaside - in pouring rain. Andy had recommended the quirky Sandy Cove Inn Motel and we were not disappointed. Each room had been refurbished to a theme. We had the "garden" room, our daughter and son-in-law, the "blue" room. It was like going back in time. About an hour after checking in, with the weather still quite overcast, we left the Motel to walk along the coast to go to eat and were greeted with the most unexpected and stunning sunset. The next day, we drove along the coast looking at the spectacular scenery of Ecola State Park, Cannon Beach, the Lewis Clarke trail and much more. One final night at Seaside and then the drive to the airport via Astoria and its Tower, the views from which, I believe are stunning, but not visible in the rain. The Oregon Trail was completely different from anywhere we had been before. The countryside is stunning, everywhere you look there are trees, more trees, waterfalls, rocks, cliffs, rivers, lakes, creeks, sea. I'm sure it wasn't an easy trip to put together, especially with our diverse requirements, and there were many phone calls and emails between myself and Andy. We thoroughly enjoyed it all. It was an experience of a lifetime. Everything Andy recommended came good, for which we are extremely grateful. Our only problem now is having to decide where to go next. Wherever it is, it will definitely be with Ski Safari.

02/04/2014 Kate Hodgkiss

We loved it! Thank you for another great holiday and for supplying the inspiration to take this particular trip! As far as we are concerned we have never been disappointed. We have had 4 very different trips with you and because we are open to trying new things, the fact that you come up with interesting suggestions takes the hassle out of sorting something different out. And the staff we have dealt with have all been helpful, knowledgeable and a pleasure to deal with.

Every holiday is tailor-made, just for you.

Call 01273 224060 for advice from our ski specialists.

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