
The Oregon Trail Ski Safari
USA
Our 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 America's most spectacular coastal scenery.
- Culture
- Family Friendly
- Honeymoons
- Once-in-a-Lifetime
- Off the Beaten Track
- Powder
- Village Charm
Take in the very best of Pacific Northwest - pulsating city life, dramatic (and skiable!) volcanic peaks, filmworthy rugged and wild coastlines, old-growth forests, spectacular waterfalls, high mountain plains and genuine mountain town culture.
To celebrate our 30th season offering incredible tailor-made ski holidays, we’re going back to our roots with £300 per booking off all 30 of our iconic multi-destination ski safaris when you book between 01 July and 31 August 2025. Discount not reflected in website prices, terms & conditions apply.
Every day offers a new perspective, from driving from Seattle towards Mt Hood, taking in the enormity of Mt Rainier along the way (making up part of the Pacific Rim of Fire), to enjoying the stunning long cruising terrain at the historic Timberline Resort, or skiing 360 degrees on Mt Bachelor, followed by après in some of the country's best microbreweries in the uber-cool mountain town of Bend.
This once-in-a-lifetime adventure through the heart of the Cascade Mountain Range will not only leave you breathless but will provide the most incredible memories for years to come.
"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."
Suggested Itinerary
We recommend a 10 night trip with the first night in Seattle followed by four nights in Mt Hood and five in Mt Bachelor. As all of our holidays are tailor-made, you can easily add or remove nights depending on how much skiing, relaxing or exploring you'd like to do.
Our prices
Every holiday is tailor-made, just for you.
To give you the most choice and best value, we create every holiday from scratch. This means that the quotation you receive is unique, based on your preferred departure dates, group size and holiday preferences.
We save you time and get the most for your money.
We sift through the prices and promotions for every airline, hotel and resort, exploring all options. We don’t publish all our prices online. Instead, we give personal quotations within 1-2 days of receiving your request.
How much?
The sample prices below give an indication of how much our suggested itinerary may cost. Speak to us for a tailored price with your choice of resorts, activities and accommodation.
14 nights from £3035pp - March 2026 - Save up to 5%
- 30 years of Ski Safari: book by 31 August for £300 off this price!
- 1 night at the Medierranean Inn, Seattle
- 7 nights at the Best Western Mt Hood Inn
- 5 nights at the Springhill Suites by Marriott Bend (Mt Bachelor)
- 1 night at the Cannon Beach Hotel Collection
- Return flights and car hire
- Price valid on select departures in 2026
All prices are subject to availability and include accommodation, flights and transfers or car hire unless otherwise specified.
We can also book your lift passes, ski hire, ski school and extras like city add-ons, just let us know when you enquire!