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Oregon tailor-made holidays


Oregon is a scenic wonder that is wild and adventurous, known for its natural beauty and landscapes. Although it's a rugged landscape of mountains, rivers and forests, residents of the largest city, Portland, are eager to claim their city as the most sophisticated and cultured in the US. Almost 400 miles of rough coastline runs along the Pacific, dotted with fishing villages and historic lighthouses, while further inland run rich valleys of pastures and vineyards. In the east of the state you can find the true 'wild west' along the Oregon Trail, the desert ground tracks left behind by the ox-drawn wagons of the first settlers 150 years ago.


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Top itineraries in Oregon

Oregon, USA

Pacific Northwest Self-Drive

17-day tailor-made self-drive from £2,575 pp incl. flights

See America’s rural Northwest all this all-encompassing self-drive. Beginning and ending in Seattle, you'll hit the region's most scenic roads, tracing a route between staggering volcanoes, rugged coastlines and great bohemian cities.

Oregon, USA

Oregon Fly-Drive

11-day tailor-made self-drive from £2,035 pp incl. flights

A luxury self-drive pairing the spectacular landscapes of Crater Lake National Park and the vineyards of Oregon wine country with stays in sleepy coastal towns and the chance to explore Portland's thriving arts scene.

Top places to stay in Oregon

Weasku Inn, Grants Pass

Weasku Inn, Grants Pass

Historic lodge

Built in 1924 as a fishing lodge, the inn has hosted such legendary personalities as Walt Disney and Bing Crosby

The Nines, Oregon

The Nines, Portland

Contemporary hotel

Resting atop the landmark Meier & Frank Building, the hotel’s interiors are visually striking and its service impeccable.

Brasada Ranch

Brasada Ranch, Bend

Contemporary ranch

Experience the landscapes that greeted Oregon Trail migrants some 200 years ago through a lens of fine dining, spa retreats and luxury amenities; it’s been named by Condé Nast Traveler as the ‘Best Resort in the Pacific Northwest’.

Exterior, The Benson, Portland, Oregon

The Benson, Portland

Contemporary hotel

The historic Benson hotel is just moments from Portland’s unique appeals and offers a luxurious start or end to your Oregon holiday, with contemporary rooms, two gourmet restaurants, nightly drinks and live jazz.

Oregon articles

Vineyard -Tualitan Valley

Oregon: Four must-tastes for foodies

Tucked away in America's northwest, Oregon has long been known for its pioneering charm and wild natural world. Discover just how this most lovable of states has given itself over to more genteel attractions, from wine tastings to farmers' market delights.

Oregon, USA

Explore Oregon

Wexas USA specialist, Rachel Mostyn, travels to Oregon and discovers a state rich in natural wonders, cultural heritage and cutting-edge urbanity – perfect for a fly-drive holiday.

Meet our Oregon experts

Speak to a tailor-made specialist on 020 7590 0636

Meet the team

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0636 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ABTA & ATOL protected