Willamette Valley, Oregon

October 27 – 31, 2026

Working Itinerary

Heads Up! This is our working itinerary. Along the way, we might slide in a surprise stop or swap out a visit if we find something too good to pass up. That means things could shuffle around a little—but you can count on this as your trusty outline of the trip. Don’t worry—you’ll get one more updated itinerary (plus a hard copy) when we hit the road!

Tuesday, 27 October / Day 1

  • 11 AM Airport Pick Up at PDX
  • 12:45 – 3:30 PM Private food tour, downtown Portland 
  • 3:30 – 4:30 PM Drive to wine country 
  • 4:30 PM Good Company Cheese & Wine Shop 
  • 5:30 PM Arrive and Check in
  • 6:15 PM Dinner at the Gables

Wednesday, 28 October / Day 2

  • Breakfast
  • 10:20 Departure to R. Stuart & Co. Winery
  • 1:00 Crescent Café for Lunch
  • 2:00 Free Time for Shopping or Walking
  • 4:00 – 5:30 PM Tasting at Eyrie Vineyards in McMinnville
  • 6:00 PM Dinner at Haywards

Thursday, 29 October / Day 3

  • 9:30 AM Departure to the Carlton Bakery for Breakfast
  • Noon to 2:00 PM Left Coast Wine Tasting and Lunch
  • 2:30 – 4:15 PM Tasting at Branch Point Distillery 
  • 6:30 PM Dinner at the Blind Pig

Friday, 30 October / Day 4

  • Breakfast 
  • 10:20 PM Departure for Argyle – Tasting at 11:00
  • 1:15 PM Lunch at the Red Hills Market
  • 2:30 PM White Rose Estate Tasting
  • 6:00 PM Dinner at Tina’s

Friday, 31 October / Day 5

  • Breakfast and Departure for the Airport