Wine & Food Getaway

Enter for your chance to win.


Oregon Wine Month Getaway 2023

No matter which region you are visiting, we can tell you Oregon Wine Country will exceed your expectations – and we will – but you’ve got to be here to truly get it. As part of our Oregon Wine Month statewide celebration, you can enter to win one of four Wine & Food Getaways and you just may experience Oregon on us.

Each Grand Prize for winner and guest includes:

  • Lodging
  • Curated wine and culinary experiences
  • Round trip tickets on Alaska Airlines

Enter for your chance to win. All contests run April 15 – May 31, 2023.

Note: Sweepstakes details are subject to change

Willamette Valley Sweepstakes

A grand vineyard photo at sunrise with Mt. Hood and low laying fog in the background.
Photo credit: Anna Campbell

Explore the Willamette Valley

The Willamette Valley AVA is universally recognized as the premier New World winegrowing region. We are Pinot noir and so much more.

Enter for your chance to win -> 

Rogue Valley Sweepstakes

2Hawk Vineyard in the Rogue Valley AVA
Photo credit: Marc Salvatore

Explore the Rogue Valley

The Rogue Valley invites explorers, makers, and inspiration-seekers to discover awe-inspiring natural wonders, and world class wines.

Enter for your chance to win ->

Portland Sweepstakes

A crowded indoor wine tasting
Photo credit: Josh Chang

Explore Portland

Portland is the apex of artisan food and drink in the West, and the winemakers of Portland have been a part of that movement for more than 30 years, enmeshed in the culture and communities as neighbors.

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Umpqua Valley Sweepstakes

Explore Umpqua

Come and taste in Oregon’s oldest fine wine region. The Umpqua Valley is the cradle of modern Oregon fine wine. The “100 Valleys of Umpqua” are filled with lush rolling vineyards, over 30 wineries growing 50+ varieties and a cast of diverse winemakers all exploring and crafting some of the finest wines in the Pacific Northwest. From wine tours and dining to hiking trails, quaint B&Bs, golf, fishing, and state attractions such as Crater Lake and Wildlife Safari, there is something for everyone in the Umpqua Valley.

Enter for your chance to win ->

Alaska Airlines logo

Alaska Airlines Mileage Plan™ members may check up to one case of wine for free on any domestic flight from Oregon or Walla Walla, WA. While visiting Oregon’s wine regions, we invite you to enjoy a complimentary tasting when you show your in-bound boarding pass (paper or digital) and proof of your Alaska Airlines Mileage Plan™ membership at any of our more than 300 participating wineries.

How Does it Work?

We know travel remains uncertain for some at this time and our first priority is the safety of all involved. The winner will be provided all the material needed to schedule their trip and will work with a regional concierge to do so. All prize materials are valid until May 31, 2024, some restrictions apply.