Find Luxury Hotels in Healdsburg, CA

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Check availability on Healdsburg Luxury Hotels

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Healdsburg luxury hotels

2 restaurants, breakfast, lunch, dinner served; Californian cuisine
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (119)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is ₩1,005,045
₩1,274,390 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Montage Healdsburg
Lobby
27 North

27 North

27 North
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (302)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is ₩873,653
₩1,073,868 total
includes taxes & fees
Dec 28 - Dec 29
27 North
Exterior
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
Healdsburg
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is ₩518,551
₩678,029 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Healdsburg
Exterior
Cottages at Little Saint

Cottages at Little Saint

Cottages at Little Saint
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (68)
"It was very easy to check in and our cottage was very comfortable. "
United States
Glenn
Cottages at Little Saint
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (806)
"Amazing place"
United States
Robert
The price is ₩316,786
₩445,508 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Vinarosa Resort & Spa
Outdoor pool, sun loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is ₩333,860
₩446,658 total
includes taxes & fees
Jan 25 - Jan 26, 2026
H2Hotel
Exterior
The Ruse

The Ruse

The Ruse
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (106)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is ₩380,195
₩441,768 total
includes taxes & fees
Dec 30 - Dec 31
The Ruse
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveler
The price is ₩278,770
₩323,376 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Grape Leaf Inn
Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (42)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is ₩674,723
₩831,149 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Madrona
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
Healdsburg
9.2 out of 10, Wonderful, (35)
"Beautiful resort!! "
United States
Jennifer
The price is ₩448,010
₩621,243 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Appellation Healdsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Healdsburg Hotel Reviews

Fairview Inn and Suites

Fairview Inn and Suites

10/10 Excellent
"Nice spacious suite. Loved the jet tub. Very peaceful location… Will be back…. "
Napoleon 3-night trip
Posted 10 days ago
Fairview Inn and Suites

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Healdsburg?
During your visit, you might want to enjoy the wineries and shopping which Healdsburg is known for.
What's the best luxury hotel in Healdsburg?
Appellation Healdsburg is a luxury hotel with a full-service spa and 2 outdoor pools, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Montage Healdsburg and 27 North are other upscale choices for your trip.
When can I expect good weather in Healdsburg?
Planning for the weather is an important factor for making your trip to Healdsburg a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are December and January with an average of 49°F. Average annual precipitation for Healdsburg is 31 inches.
What's there to see and do in Healdsburg?
Experience all that Healdsburg has to offer when you visit Healdsburg Plaza, Jordan Vineyard & Winery, and SingleThread Farm at Dry Creek. If you have a little extra time during your trip, you might want to check out Dry Creek Vineyard and Russian River.