Explore 9 Luxury Hotels in Healdsburg

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Best Luxury Hotels in Healdsburg

The Madrona

The Madrona

1001 Westside Road, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$432 nightly
The price is $493 total per night from Nov 16 to Nov 17
$493 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
9.6/10 Exceptional! (37 reviews)
Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining.

Reviewed on Oct 26, 2025

Opens in a new windowThe Madrona
H2Hotel

H2Hotel

219 Healdsburg Ave, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $356 total per night from Nov 2 to Nov 3
$356 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. If you want to take your pet along, this pet-friendly property ...
9.4/10 Exceptional! (693 reviews)
exceptionally nice staff

Reviewed on Oct 26, 2025

Opens in a new windowH2Hotel
27 North

27 North

27 North St, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$540 nightly
The price is $627 total per night from Nov 2 to Nov 3
$627 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, ...
9.4/10 Exceptional! (300 reviews)
Great room!

Reviewed on Oct 22, 2025

Opens in a new window27 North
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

112 Matheson, Healdsburg, CA
$264 nightly
The price is $307 total per night from Nov 23 to Nov 24
$307 total
Nov 23 - Nov 24
Total with taxes and fees
Free WiFi in public areas, a fireplace in the lobby, and luggage storage are available at this bed & breakfast. Enjoy the free self-serve breakfast each morning. ...
9.2/10 Wonderful! (331 reviews)
If I was rating the Healdsburg Inn solely on location, Staff and atmosphere, it would earn 5-stars. However, there were 2 significant issues that hurt the overall score of this establishment: There is no parking for the Healdsburg Inn. There is an Air Garage behind the building, and since we have ...

Reviewed on Oct 17, 2025

Opens in a new windowHealdsburg Inn on the Plaza, A Four Sisters Inn
Hotel Healdsburg

Hotel Healdsburg

25 Matheson St, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$494 nightly
The price is $574 total per night from Nov 2 to Nov 3
$574 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and ...
9.2/10 Wonderful! (426 reviews)
Lovely hotel in the heart of Healdsburg. Wonderful stay.

Reviewed on Oct 4, 2025

Opens in a new windowHotel Healdsburg
Best Western Dry Creek Inn

Best Western Dry Creek Inn

198 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $150 total per night from Nov 2 to Nov 3
$150 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Self parking, express check-out, ...
7.8/10 Good! (1,005 reviews)
Staff helpful

Reviewed on Oct 24, 2025

Opens in a new windowBest Western Dry Creek Inn
Fairview Inn and Suites

Fairview Inn and Suites

74 Healdsburg Ave, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Nov 2 to Nov 3
$116 total
Nov 2 - Nov 3
Total with taxes and fees
This motel features an outdoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Free self parking and express check-out ...
7.6/10 Good! (1,000 reviews)
Walls are thin can hear people talking

Reviewed on Oct 21, 2025

Opens in a new windowFairview Inn and Suites
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

178 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $124 total per night from Nov 2 to Nov 3
$124 total
Nov 2 - Nov 3
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
7.2/10 Good! (698 reviews)
Great staff!

Reviewed on Oct 28, 2025

Opens in a new windowHotel Vinea, a Travelodge by Wyndham
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5 star hotels in Healdsburg

Healdsburg Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Healdsburg luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Healdsburg to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Healdsburg will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Healdsburg, and plan your next opulent escape.


Healdsburg hotels essential information

Accommodation
489 hotels
Lowest Price
$116
Highest Price
$852
Popular hotels
Hotel Vinea, a Travelodge by Wyndham, Healdsburg Inn on the Plaza, A Four Sisters Inn, Fairview Inn and Suites, Best Western Dry Creek Inn, H2Hotel, 27 North, The Madrona, Hotel Healdsburg

Popular Luxury Stays in Healdsburg

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