A garden pathway lined with white roses leading to a building with a stone facade and a window.

Benchmark, Healdsburg hotels

  • 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 prices for these dates

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct
Save an average of 15% on thousands of hotels when you're signed in

Top Healdsburg Hotel Reviews

Grape Leaf Inn

Grape Leaf Inn

8/10 Good
"The front desk staff could work on their hospitality. Loved the location, walkable to lots of good restaurants. Pool is quite small. Beautiful older building with lots of outdoor lounging ares."
Donna 2-night trip
Posted 1 hour ago
Grape Leaf Inn
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

8/10 Good
"Our room was quite small a king bed and daybed which was not conducive to seating. Bathroom extremely small with pedestal sink with no space at all for any toiletries! But the location of this hotel was better than perfect!"
Roseann 3-night trip
Posted 2 hours ago
Healdsburg Inn on the Plaza, A Four Sisters Inn
H2Hotel

H2Hotel

10/10 Excellent
"We LOVED our stay here! The architecture was beautiful, the room was fascinating and comfortable and modern, the complimentary wine was delicious, and the balcony in the evenings and mornings was delightful. The town itself is charming and quaint, with so much to explore and experience. HIGHLY recommend!"
Aaron 1-night trip
Posted 2 hours ago
H2Hotel
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"Convenient location. Staff was great. Rooms need to to be freshened up a bit. Also sound proofing is bad. If you are in a room that has an adjoining room, you can hear everything from the other room. Was pricey for the level of accommodations."
Esmerantina 2-night trip
Posted 5 hours ago
Dry Creek Inn MOD Collection by Sonesta
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent
"I was very impressed by the property in relation to its price. The room was good sized, quiet and had a great shower. I would for sure stay there again."
Keith 1-night trip
Posted 5 days ago
Hotel Vinea, a Travelodge by Wyndham
Hotel Healdsburg

Hotel Healdsburg

10/10 Excellent
"Wonderful location, cute rooms, great breakfast, wine tastings in the afternoon."
Summer 3-night trip
Posted 7 days ago
Hotel Healdsburg
Camellia Inn

Camellia Inn

10/10 Excellent
"In the afternoon they had a few different wines open for the guests and warm, fresh baked cookies. We loved the location to walk to the square for dinner. It was definitely an added bonus to get free wine tasting and membership pricing for purchasing wine at all the Wilson Wineries in the area (some of the best red wines in the region). And, to top it off, the breakfast in the morning was amazing, with fresh squeezed OJ, local artesian bread. We will definitely be staying again❤️"
Dennis 2-night trip
Posted 8 days ago
Camellia Inn
Calderwood Inn

Calderwood Inn

10/10 Excellent
"Very pleasant stay. So comfortable on the porch and our private patio."
Tom 3-night trip
Posted 3 weeks ago
Calderwood Inn
Montage Healdsburg

Montage Healdsburg

10/10 Excellent
"Everything was amazing. There was a large wedding event that was loud until 1am one night which we weren’t warned about but the resort and the service were perfect."
Sarah 2-night trip
Posted 2 months ago
Montage Healdsburg

Explore a world of travel with Expedia