Hotel Guides · Healdsburg, Sonoma County

Montage Healdsburg

My home away from home — 20-plus stays in, the vineyard rooms and their fire pits still never get old.

#03In My Napa & Sonoma Ranking
20+Stays — My Most-Returned-To Hotel
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I love the Montage and have stayed there at least 20 times over the past few years — more than any other hotel on my Napa & Sonoma list, which tells you most of what you need to know.

It's perfectly situated just outside downtown Healdsburg, close to wineries, with a complimentary shuttle to the plaza. The dining has perhaps the best view of any restaurant on this list, and I actually prefer the vineyard rooms over the mountain or oak rooms.

It's just a great property, and I feel lucky I've spent so many nights there.

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At A Glance

RegionHealdsburg, Sonoma County, California StyleHillside vineyard resort Perfect ForWine lovers, couples, returning visitors My Ranking#03 in my Napa & Sonoma ranking →
Montage Healdsburg, Wine Country
What Stood Out

The Details That Made The List

Book a vineyard room. Waking up and sitting by your fire pit overlooking the vineyards never gets old — my clear pick over the mountain and oak categories.

The best restaurant view on my list. Dinner looks out over the vines and hills — no other wine country dining room matches it.

They remember you. One masseuse in particular I make a point to see every time I go — the returning-guest experience is real.

The Healdsburg shuttle. Complimentary rides to the plaza mean nobody argues about who's driving home from dinner.

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The Fine Print, From Someone Who's Been

Twenty stays in, I notice the small things. A few more little misses lately than in year one — nothing that moves it from my top three, and the team always makes it right.

Choose your room category deliberately. Vineyard rooms are the property's magic; the others are lovely but miss the signature view.

Healdsburg is Sonoma, not Napa. A more relaxed, less commercial base — my preference, but know which valley you're signing up for.

It's just a great property, and I feel lucky I've spent so many nights there.

Planning A Trip To Wine Country?

I've personally stayed 20+ times at Montage Healdsburg. Let me match you to the right room, time it to the right season, and build the rest of the trip around it.

Traveling within the next 30 days? You’ll hear from me today.

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