Get ready for the ultimate wine lover’s escape! As part of our Oregon Wine Month statewide celebration, we’re offering you the chance to win an unforgettable Oregon Wine Getaway. Experience the beauty and charm of Oregon’s renowned wine regions, where exceptional wines and breathtaking landscapes await. No matter which region you explore, we promise that Oregon wine country will exceed your expectations – but you’ve got to be here to truly experience it. Enter for your chance to win this dream getaway!
Sweepstakes launches April 1, 2025.
Enter Here
3 winners will be chosen!
Each Prize for winner and guest includes:
- Lodging: Enjoy a relaxing stay for two in one of Oregon’s beautiful wine regions.
- Tastings & Experiences: Indulge unique Oregon winery experiences at some of Oregon’s most stunning wineries.
- Meals: Savor delicious meals and fantastic dining options to enhance your stay
- Travel: Reimbursable travel expenses that may be used towards airfare, rental cars, and other travel transportation needs up to $1,000. (Restrictions apply.)
Enter for your chance to win. Sweepstakes runs April 1 – May 31, 2025.
The prizes are: One (1) Willamette Valley wine getaway for two for 3 nights including lodging, wine experiences, some meals and travel reimbursement. Estimated value $3,200. One (1) Umpqua Valley wine getaway for two for three nights including lodging, wine experiences, some meals and travel reimbursement. Estimated value $2,200. One (1) Rogue Valley wine getaway for two for two nights including lodging, wine experiences, some meals and travel reimbursement. Estimated value $2,200. You are not guaranteed to win a prize and your chance of winning is dependent on the total number of eligible entries received. Actual/appraised value may differ at time of prize award. The specifics of the prize shall be solely determined by the Sponsor. No cash or other prize substitution permitted except at Sponsor’s discretion. The prize is nontransferable. Any and all prize related expenses, including without limitation any and all federal, state, and local taxes shall be the sole responsibility of the winner. No substitution of prize or transfer/assignment of prize to others or request for the cash equivalent by winners is permitted. Acceptance of prize constitutes permission for Sponsor to use winner’s name, likeness, and entry for purposes of advertising and trade without further compensation, unless prohibited by law
Note: Sweepstakes details are subject to change. Full rules available here.
How Does it Work?
One winner per package will be chosen. The winners and their guest will be provided all the material needed to schedule their trip. All prize materials are valid until May 31, 2026, some restrictions apply.
Oregon Wine Getaway Packages:
Rogue Valley Package
Presented by Rogue Valley Vintners
Discover the rugged beauty of Southern Oregon’s Rogue Valley, known for its diverse terroir and bold, full-bodied wines.
- Two-night stay at Ashland Springs Hotel
- Transportation by Latitude Wine Tours
- Dining: Decant, The Butterfly Club, Dunbar Farms, and The Beatrice

Winery Experiences: Del Rio Vineyards, Naumes Suncrest Winery, Hummingbird Estate, Irvine & Roberts Vineyards, Weisinger Family Winery, Schmidt Family Vineyards
Umpqua Valley Package
Presented by Umpqua Valley Winegrowers Association.
Immerse yourself in the tranquil landscapes of the Umpqua Valley, where rolling hills and fertile vineyards produce elegant, artisanal wines.
Three-night stay at Whitetail Ridge Vineyard
Dinner at Blac-N-Bleu Bistro
Winery Experiences: Whitetail Ridge Vineyard, Paul O’Brien Winery, Abacela Winery, Reustle-Prayer Rock Vineyards.

Willamette Valley & Portland Package
Presented by Willamette Valley Wineries Association & PDX Urban Wineries Association
Enjoy a three night stay in the Willamette Valley.
Indulge in two nights in the heart of Willamette Valley, renowned for its world-class pinot noir and scenic vistas.
- Two-night stay at either the Newberg Wine Country Suites, Abbey Road Farm Silo Suites B&B in Carlton, The Dundee Hotel, or the Bledsoe|McDaniels Winery Guest House in Salem.
- Wine tour and transportation provided by Triangle Wine Country Tours.
- Dinner at Trellis Restaurant and JORY Restaurant at The Allison Inn & Spa.
- Wine lunches at Bledsoe|McDaniels and Soter Provisions Tasting Experience.

- Winery Experiences: Resonance Wines, Compris Vineyard, Wetzel Estate Winery, Willamette Valley Vineyards, Bethel Heights, Lange Estate Winery, Dobbes Family Winery, Fairsing Vineyard, Cristom Vineyards.
Experience a day of urban wine tasting in the vibrant culinary and wine scene of Portland, where urban sophistication meets Oregon’s renowned wine culture.
- One-night stay at The Inn at Northrup Station
- Dinner at one of the Sesame Collective Restaurants
- Winery Experiences: A day of urban wine tasting hosted at Division Winemaking Co or Hip Chicks do Wine.

Details
By entering this sweepstakes, the winner agrees to allow the sponsors to take photographs, video, and other media during their stay and trip, which may be used for promotional purposes. The winner also grants the sponsors permission to post these images, videos, and trip recaps on the sponsor’s social media platforms, websites, or other marketing materials. The winner may be asked to sign a release form granting full rights to these materials.