5 Stars Hotels in Healdsburg, California from CA $367

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Healdsburg 5 Star Hotels

Tonight
Jul 19 - Jul 20
Tomorrow
Jul 20 - Jul 21
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Top Healdsburg 5 Star Hotels

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

Montage Healdsburg

5.0 star property
9.6 out of 10, Exceptional, (100)
"Very romantic, great balconies with fire pits and they have an amazing Spa! 5stars!"
The price is CA $1,167
CA $1,479 total
includes taxes & fees
Aug 10 - Aug 11
Montage Healdsburg
The Ruse
Exterior

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (85)
"We love this bed & breakfast! "
The price is CA $453
CA $526 total
includes taxes & fees
Jul 28 - Jul 29
The Ruse
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Healdsburg.
H2Hotel

H2Hotel

219 Healdsburg Ave, Healdsburg, CA
The price is CA $456 per night from Aug 3 to Aug 4
CA $456
CA $585 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (672 reviews)
Still don't see what you're looking for?
See all properties in Healdsburg.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Healdsburg

Escape to Healdsburg! Enjoy its wineries, food, and art.

See all hotels in Healdsburg
Dry Creek Vineyard featuring flowers and a park

Top Healdsburg Hotel Reviews

The Ruse

The Ruse

10/10 Excellent
"We love this bed & breakfast! "
GIANG 3-night trip
Posted 6 days ago
The Ruse
Montage Healdsburg

Montage Healdsburg

10/10 Excellent
"The Montage is such a stunning and blissful place to stay in wine country! The service and people were always very nice. Upon arrival, they greeted us with a "splash" of welcome wine and drove us to our room via golf cart. The rooms are beautifully appointed...ours had a vineyard view with a fire pit on the patio to enjoy the gorgeous wine country sunsets! The resort has great amenities, including free use of e-bikes (2 hrs each day, then you pay $30/bike/hr beyond that). The gentleman who loaned us the bikes was very helpful and directed us to a lovely ride up Dry Creek, this was a highlight of our trip. We also had the opportunity to dine at Hazel Hill, which was very good. The views of the property from the patio at the restaurant are lovely. Literally the only issue we encountered was pretty consistent long waits at valet to grab our car, despite requesting via text in advance. The team was always super friendly and apologetic, but something seems like it's not quite humming with their process. The property is also a haven for wildlife, with birds, foxes, owls, deer and turkeys (heard them every morning) wandering around. We even had a baby deer literally lounging next to our window every day! We had a magical trip and would highly recommend the Montage!"
Eric 4-night trip
Posted 2 months ago
Montage Healdsburg

Frequently asked questions

What are the best 5-star hotels in Healdsburg?
If you're looking for a 5-star experience, Montage Healdsburg offers one of the best of them according to reviews by our travellers. Stay at this Healdsburg getaway and you'll get first-rate service, premium guest rooms and superior amenities.
How much does it cost to stay in a 5-star hotel in Healdsburg?
You'll find a variety of pricing options for 5-star hotels in Healdsburg on Expedia. How much you'll pay will depend on when you want to travel, trip length and other factors. Compare all of the available properties for your chosen dates and use our pricing and other filters to lock in the perfect upscale stay.

  • Search for the lowest price per night from CA $367

What makes a hotel 5 stars in Healdsburg?
From high-end dining venues and all-day gyms to pools and premium bedding, the 5-star experience in Healdsburg is all about comfort and luxury. But it requires more than just top-notch conveniences to receive a 5-star rating. Accommodations must also deliver extraordinary guest-centric services like in-room massage treatments, on-site dry cleaning and laundry and a nightly turn-down service.