Title: Book the Best Healdsburg Hotels with FREE PARKING in 2026 | Expedia.ca

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![Dry Creek Vineyard showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Healdsburg Hotels with Free Parking

Tonight

[Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-05&endDate=2026-02-06&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Healdsburg hotels with parking

![Business centre](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/ce06e71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Land view from property](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/9ccfe201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast served, pool views ](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/6a58eedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/beedda04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ruse

[](https://www.expedia.ca/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information)

Healdsburg

9.6/10

Exceptional

(113 reviews)

"Check-in went well, the room was absolutely gorgeous and comfortable, breakfast was just the right amount. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy

CA $393

CA $457 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/c378dfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/87ce6116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/1c4ec11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/899000/898926/9cfd0942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottages on River Road

[](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

Guerneville

9.6/10

Exceptional

(1,003 reviews)

"Great stay, we will be going back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael

[](https://www.expedia.ca/Guerneville-Hotels-Cottages-On-River-Road.h898926.Hotel-Information)

![Couples treatment rooms, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/38d2110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/3317ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/5cda420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Fireplace (standard king) (20%off spa services)](https://images.trvl-media.com/lodging/46000000/45610000/45605800/45605724/w1366h766x0y0-e5859850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boon Hotel + Spa - Adults Only

[](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

Guerneville

9.8/10

Exceptional

(63 reviews)

"Loved everything about this place. Would highly recommend:) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittany

CA $210

CA $240 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Guerneville-Hotels-Boon-Hotel-Spa.h45605724.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/8e657d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free full breakfast](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/da0aa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/53dcce2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/73020c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Trio Healdsburg

[](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(883 reviews)

"Excelente hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ruth

CA $184

CA $243 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | Living area](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (King Suite) | Living room](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/9ea12c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/08a0d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Geyserville Inn

[](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

Geyserville

9.2/10

Wonderful

(1,000 reviews)

"We LOVE the Tuscan suite! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela

CA $184

CA $229 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/e4bcc0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ca65fd77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily full breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4e36bccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/c435e442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grape Leaf Inn

[](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information)

Healdsburg

9.4/10

Exceptional

(165 reviews)

"Nice quiet property in a great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $414

CA $481 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Healdsburg-Hotels-Grape-Leaf-Inn.h6948841.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/b31e4a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/b3a5908a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/6b56192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/c1fa54a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Sonoma County Airport

[](https://www.expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information)

Santa Rosa

9.2/10

Wonderful

(1,001 reviews)

"Everything was clean, modern, comfortable and the staff were very pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joel

CA $155

CA $177 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Santa-Rosa-Hotels-Hilton-Garden-Inn-Sonoma-County-Airport.h1865821.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/03c41ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/9661d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/1302a425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Santa Rosa Sonoma Wine Country

[](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

Santa Rosa

9.6/10

Exceptional

(472 reviews)

"Staff were amazing, room was clean. This was our second time staying here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Becky

CA $167

CA $193 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/c52eb6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Windsor Wine Country by IHG

[](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

Windsor

9.0/10

Wonderful

(1,038 reviews)

"Nice place, helpful staff, clean and quiet, great value"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad

CA $135

CA $154 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/965e1808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/c1f079f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

[](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

Windsor

9.2/10

Wonderful

(1,301 reviews)

"Hotel was very clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rene

CA $135

CA $154 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&regionId=8322&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true)

## Top Healdsburg Hotel Reviews

![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg)

### Fairview Inn and Suites

10/10 Excellent

"The manager on duty was very helpful throughout my stay. The room was clean and comfortable. The property was convenient, being only a 12-minute walk or 4-minute bike ride to Healdsburg Plaza. My only complaint was the poor WiFi signal."

[](https://expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information)

![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg)

### Best Western Dry Creek Inn

10/10 Excellent

"Clean, quiet, hospitable, affordable and very close to all the activities in Healdsburg."

[](https://expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information)

![Hotel Vinea, a Travelodge by Wyndham](https://images.trvl-media.com/lodging/1000000/130000/126600/126590/b9d4555c_y.jpg)

### Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent

"Warm, friendly check-in. "

[](https://expedia.ca/Healdsburg-Hotels-Hotel-Vinea.h126590.Hotel-Information)

![Healdsburg Inn on the Plaza, A Four Sisters Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75_y.jpg)

### Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent

"👍"

[](https://expedia.ca/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.Hotel-Information)

![Calderwood Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4_y.jpg)

### Calderwood Inn

10/10 Excellent

"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."

[](https://expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information)

![Hotel Healdsburg](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/9d93bedd_y.jpg)

### Hotel Healdsburg

10/10 Excellent

"All we expected. Continental bfast unexpectedly filling and delish"

[](https://expedia.ca/Healdsburg-Hotels-Hotel-Healdsburg.h786805.Hotel-Information)

![The Madrona](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg)

### The Madrona

10/10 Excellent

"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "

[](https://expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information)

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