Search Luxury Hotels in Healdsburg

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg Luxury Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Healdsburg luxury hotels

Gazebo
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
Healdsburg
7.4 out of 10, Good, (711)
"I love this hotel. Great location. It’s quiet. Love the suite with the jetted tub. Staff is all very kind. "
United States
Stacey
The price is 2.723.603 ₫
3.159.379 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Hotel Vinea, a Travelodge by Wyndham
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (565)
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
Healdsburg Inn on the Plaza, A Four Sisters Inn
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi
Fairview Inn and Suites

Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
Healdsburg
7.8 out of 10, Good, (1000)
"Rooms are always clean and well maintained and staff are always friendly."
United States
Nicholas
The price is 3.110.906 ₫
3.608.651 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Fairview Inn and Suites
Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout curtains
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1004)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is 3.420.950 ₫
3.974.973 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Dry Creek Inn MOD Collection by Sonesta
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (706)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is 6.084.028 ₫
8.139.567 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
H2Hotel
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 15.920.838 ₫
19.569.413 ₫ total
includes taxes & fees
24 Dec - 25 Dec
27 North
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 12.295.684 ₫
15.146.286 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
The Madrona
Free daily continental breakfast
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 9.449.716 ₫
12.356.108 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg
Exterior
Calderwood Inn

Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (250)
"House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay."
United States
Carol
The price is 4.182.769 ₫
4.851.959 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Calderwood Inn
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

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.
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 Dry Creek Vineyard. If you have a little extra time during your trip, you might want to check out Russian River and Healdsburg Center for the Arts.