Search Luxury Hotels in Healdsburg

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Check availability on Healdsburg Luxury Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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 ฿21,600
฿27,389 total
includes taxes & fees
18 Jan - 19 Jan 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 ฿16,774
฿20,777 total
includes taxes & fees
14 Jan - 15 Jan 2026
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 ฿11,145
฿14,572 total
includes taxes & fees
4 Jan - 5 Jan 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, (807)
"Amazing place"
United States
Robert
The price is ฿6,808
฿9,575 total
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
Outdoor pool, pool 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 ฿7,175
฿9,600 total
includes taxes & fees
28 Jan - 29 Jan 2026
H2Hotel
Exterior
The Ruse

The Ruse

The Ruse
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (107)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is ฿8,945
฿10,393 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Ruse
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (164)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is ฿5,991
฿6,950 total
includes taxes & fees
11 Jan - 12 Jan 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 ฿14,501
฿17,863 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Madrona
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
Healdsburg
9.2 out of 10, Wonderful, (37)
"Beautiful resort!! "
United States
Jennifer
The price is ฿9,629
฿13,352 total
includes taxes & fees
11 Jan - 12 Jan 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.
View all properties

Top Healdsburg Hotel Reviews

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent
"♡"
Chloe 1-night trip
Posted 11 days ago
Hotel Vinea, a Travelodge by Wyndham
H2Hotel

H2Hotel

10/10 Excellent
"Everything was great from check in to the room to check out. "
Efren 1-night trip
Posted 3 weeks ago
H2Hotel

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 travellers looking for an elegant place to stay. Montage Healdsburg and 27 North are other upscale choices for your stay.
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 temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Healdsburg is 777 mm.
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.