Multi-Day · Oregon Wine Country
WillametteVacations
The fully immersive Oregon wine country experience — multiple days, exclusive tastings at top wineries, fine dining, and all lodging and transportation arranged.
Plan Your Retreat↓Premier Wine Country
The Willamette Retreat Experience
Deep Exploration Through the Valley
Move through the Willamette Valley's distinct wine regions across multiple days — Dundee Hills, Eola-Amity, Chehalem Mountains, Yamhill-Carlton. Each AVA tells its own story through its producers and terroir.
Fine Dining & Winery Events
World-class food and wine, winery events, and fine dining reservations — the Willamette Valley has one of the most exciting culinary scenes in the country, and we know how to access it.
Legacy Estates & Boutique Wineries
From world-renowned Pinot Noir estates with sweeping valley views to hidden-gem boutique producers where you might taste with the owner on their back porch — we curate stops across the full breadth of what the valley produces.
Luxury Lodging
Boutique inns in Newberg and Dundee, private estate rentals, and wine country B&Bs. We match lodging to your group's style and budget — from intimate stays to full estate buyouts.
Beyond the Valley
Day excursions to the Columbia River Gorge, the Oregon Coast, or Mt. Hood. Private transportation, curated stops, every detail handled — wine country is the anchor, Oregon is the destination.
Let's Build Your Retreat
Willamette Vacations Inquiry
2–5+ Days · Groups of 4–10
- —Fully bespoke itinerary across the Willamette Valley
- —Tour in private luxury transportation
- —Exclusive tasting appointments at legacy estates and boutique wineries
- —Winery events — harvest dinners, release parties, and private access
- —Luxury lodging — inns, estates, private villas
- —Private chef dinners and fine dining — Rosemarino, Antica Terra, and more
- —Excursions to the Oregon Coast, Columbia Gorge, or Mt. Hood
- —Corporate retreats, anniversaries, milestone celebrations
How it works
Submit your inquiry — dates, group size, and any vision you have in mind
We connect with you personally and craft a bespoke proposal
You arrive. We've handled every detail.
Questions? Call or text (971) 983-9922
Willamette Vacations Inquiry Form
Explore
Willamette Valley Wine Region
AVAs, wineries, and everything you need to know about Oregon's premier wine country.
Explore the Region
Tour
Couple's Wine Country Package
A private, all-inclusive wine country date for two — transportation, tastings, and fine dining all arranged.
View the Package