September 3-6, 2026

Oregon Wine Weekend

A shareable itinerary for Nate and his wife, centered on Dundee and Carlton tastings with flight details, driving estimates, maps, and a quick read on each stop.

Arrive + stayThu, Sep 3 at 12:00 PM

CMH to PDX via SFO, then Hotel deLuxe in Goose Hollow.

Wine daysFri in Dundee, Sat in Carlton

Six tastings total, with M&H driving and The Carlton Inn as base.

ReturnSun, Sep 6 at 12:45 PM

PDX to CMH via DEN, arriving 10:57 PM.

Thursday, September 3

Travel to Portland

  1. 7:00 AMCMH to SFO, United UA1597
  2. 10:10 AMSFO to PDX, United UA2624
  3. 12:00 PMArrive at PDX
Thursday, September 3

Portland arrival night

After landing at PDX, head into downtown Portland and settle in at Hotel deLuxe before the wine-country days begin.

Hotel deLuxe lobby with vintage Hollywood-inspired decor

Night of Sep 3

Hotel deLuxe

Vintage Hollywood-inspired boutique hotel in Goose Hollow

A downtown Portland boutique hotel with old Hollywood style, Art Deco details, Gracie's for brunch, and the Driftwood Room for a nightcap after arrival day.

729 SW 15th Avenue, Portland, OR 97205Thursday night lodging
Friday-Sunday transportation

Private car service

M&H Transportation is covering the wine-country driving and Sunday airport transfer. Text the day before for driver details.

M&H Transportation SUV for wine country transport

Contact Mike: 503-883-3205; email thread: support@99779aed-44dc-48bd-a03f-fc5b748d8c63.mail.conversations.godaddy.com

Sep 4-6

M&H Transportation

Private car service for the full Oregon itinerary

M&H will handle the Portland-to-Dundee transfer, Friday winery route, Saturday Carlton/Gaston tastings, and Sunday transfer from The Carlton Inn to PDX.

McMinnville, OregonBooked for all three days. $60/hour for 1-4 people; no deposit required. Text the day before for driver info.
Friday, September 4

Dundee Hills tastings

Three stops clustered in Dundee. After Holloran, M&H will drive west to Carlton for check-in at The Carlton Inn.

Dundee Hills Winegrowers Association mark

About 50 to 65 minutes from Hotel deLuxe in Portland

11:00 AM

Ayoub Wines

Private tasting with Mo Ayoub

Small, appointment-only Dundee Hills producer focused on Pinot Noir and Chardonnay. This is the intimate, personal stop of the day.

9650 NE Keyes Lane, Dundee, OR 97115Party of 2, confirmed by email
Cramoisi Vineyard tasting room above vineyard rows

About 8 to 12 minutes from Ayoub Wines

1:00 PM

Cramoisi Vineyard

Outdoor estate tasting

Micro-boutique, estate-grown vineyard in the Dundee Hills, known for organic and biodynamic farming, volcanic soils, and a soil-to-glass tasting experience.

8670 NE Worden Hill Road, Dundee, OR 97115Party of 2, outdoor seating, confirmation TOCK-R-X50CLCPY
Holloran Vineyard Wines logo

About 3 to 5 minutes from Cramoisi Vineyard

3:00 PM

Holloran Vineyard Wines

Dundee tasting room

Long-running Willamette Valley producer with a Dundee tasting room on Worden Hill Road. A convenient final Friday stop, just down the road from Cramoisi.

8795 NE Worden Hill Road, Dundee, OR 97115Party of 2, reservation #1418679, shifted to 3:00 PM
Friday evening-Sunday morning

Wine country lodging

The Carlton Inn is the home base for Friday and Saturday nights, making Saturday's Carlton tastings very easy.

The Carlton Inn Bed and Breakfast in Carlton, Oregon

About 25 to 35 minutes from the Dundee tasting area

Sep 4-6

The Carlton Inn Bed & Breakfast

Yamhill-Carlton Suite in Oregon wine country

A 1915 bed and breakfast in the heart of Carlton, known as the Wine Capital of Oregon. The inn is walkable to downtown tasting rooms and restaurants, with breakfast and fresh-baked cookies on check-in.

648 W. Main Street, Carlton, OR 971112 guests, confirmation 295X57DY, check-in 3-6 PM, check-out by 11 AM
Saturday, September 5

Carlton and Gaston tastings

M&H picks up at The Carlton Inn, starts with two Oak Springs Farm Road stops, then heads north toward Gaston for the tentative Kelley Fox appointment.

Ghost Hill Cellars entrance sign in Carlton countryside

About 8 to 12 minutes from The Carlton Inn

11:00 AM

Ghost Hill Cellars

Fire Pits Patio

Small family-owned vineyard near Carlton with a countryside tasting room, Bayliss Farm history, and a Pinot Noir-focused visit.

9700 NE Oak Springs Farm Road, Carlton, OR 97111Party of 2, Fire Pits Patio
MonksGate Vineyard patio with wine and countryside views

About 1 to 3 minutes from Ghost Hill Cellars

1:30 PM

MonksGate Vineyard

Tasting reservation

Family vineyard outside Carlton with outdoor patios, a historic dairy barn setting, handcrafted Oregon wines, and relaxed countryside views.

9500 NE Oak Springs Farm Road, Carlton, OR 97111Party of 2
Kelley Fox standing in a Willamette Valley vineyard

About 15 to 20 minutes from MonksGate Vineyard

3:30 PM

Kelley Fox Wines

Tentative appointment tasting at ADEA Wine Company

Small-production Willamette Valley wines from Kelley Fox, with tastings by appointment at ADEA Wine Company. The visit page describes quiet, guided tastings with current releases and occasional sold-out bottlings or magnums.

26421 OR-47, Gaston, OR 97119Tentative tasting, contact Jonathan at jonathan@kelleyfoxwines.com
Driving estimates

Travel time between areas

Exact times depend on traffic. These are planning estimates using PDX, Hotel deLuxe, Dundee, The Carlton Inn, and the Carlton wine area as anchors.

PDX to Hotel deLuxeAbout 20 to 30 minutes by car
Hotel deLuxe to DundeeAbout 50 to 65 minutes by car
Dundee to The Carlton InnAbout 25 to 35 minutes by car
The Carlton Inn to Ghost HillAbout 8 to 12 minutes by car
MonksGate to Kelley FoxAbout 15 to 20 minutes by car
Kelley Fox to The Carlton InnAbout 10 to 15 minutes by car
The Carlton Inn to PDXAbout 65 to 80 minutes by car
Transportation providerM&H Transportation for Sep 4-6

Sunday, September 6

Return to Columbus

  1. 12:45 PMPDX to DEN, United UA1411
  2. 5:59 PMDEN to CMH, United UA1843
  3. 10:57 PMArrive at CMH