Title: The 10 Best Hotels Near Windsor Oaks Vineyards, Windsor from CA $122 | Expedia.ca

[Windsor Travel Guide](https://expedia.ca/Windsor.dx9542)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Oaks Vineyards Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Oaks-Vineyards.d6327443.Car-Rental-Guide)[Windsor Oaks Vineyards Vacations](https://expedia.ca/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction)

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## Check prices for these dates

Tonight

[Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6327443&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6327443&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6327443&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6327443&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Windsor Oaks Vineyards hotels

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

[](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

4.2 km from Windsor Oaks Vineyards

9.2/10

Wonderful

(1,006 reviews)

"Room was spotless and the staff was friendly "

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

Chris

CA $162

CA $185 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/1aee19ff.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)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/739126e9.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)

4.5 km from Windsor Oaks Vineyards

9.2/10

Wonderful

(1,298 reviews)

"Hotel was very clean. "

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

Rene

CA $136

CA $155 total

includes taxes & fees

Feb 1 - Feb 2

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

![Meeting facility](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/53a31e1c.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)

### Holiday Inn Windsor Wine Country by IHG

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

4.6 km from Windsor Oaks Vineyards

9.0/10

Wonderful

(1,039 reviews)

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

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

Brad

CA $136

CA $155 total

includes taxes & fees

Feb 1 - Feb 2

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

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1870000/1865900/1865821/dc1b4807.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)

### Hilton Garden Inn Sonoma County Airport

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

8.6 km from Windsor Oaks Vineyards

9.2/10

Wonderful

(1,004 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 $156

CA $178 total

includes taxes & fees

Feb 17 - Feb 18

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc.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)

![Exterior](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/4158f6e4.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)

### Hotel Trio Healdsburg

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

6.8 km from Windsor Oaks Vineyards

9.4/10

Exceptional

(880 reviews)

"Excelente hotel "

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

Ruth

CA $197

CA $258 total

includes taxes & fees

Feb 23 - Feb 24

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

![Suite (Wine Country)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/8490e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/49d4c0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Wine Country)](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/82de180a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dry Creek Inn MOD Collection by Sonesta

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

6.9 km from Windsor Oaks Vineyards

8.0/10

Very good

(1,006 reviews)

"Clean room, comfortable bed and exactly what we needed for our weekend in town. "

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

Ariana

CA $156

CA $181 total

includes taxes & fees

Jan 28 - Jan 29

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d73147d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/ca8853ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/d77f31a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### H2Hotel

[](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

5.5 km from Windsor Oaks Vineyards

9.4/10

Exceptional

(717 reviews)

"Love this place. Conveniently located. Friendly staff. "

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

Lisa

CA $307

CA $412 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/fc5798a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/6be55199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/c2b1d9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/c999c50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harmon Guest House

[](https://www.expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information)

5.5 km from Windsor Oaks Vineyards

9.4/10

Exceptional

(447 reviews)

"Friendly staff. One of our favorite hotels to visit "

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

Martin

CA $423

CA $548 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/ed6e99e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/69197b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/dff5470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lodge at Healdsburg, Tapestry Collection by Hilton

[](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

6.9 km from Windsor Oaks Vineyards

9.0/10

Wonderful

(423 reviews)

"Helpful staff, clean, modern, great shower. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Christina

CA $204

CA $237 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information)

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

![Business centre](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/44ec689d.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)

![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)

### The Ruse

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

6.2 km from Windsor Oaks Vineyards

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 $395

CA $459 total

includes taxes & fees

Feb 2 - Feb 3

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

![Exterior](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/c45d9563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Court | Living area](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/w1053h762x0y4-02f0bd93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Court | Bathroom](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/d181f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gimme Shelter](https://images.trvl-media.com/lodging/31000000/30060000/30058500/30058405/a5396e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottages at Little Saint

[](https://www.expedia.ca/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information)

5.8 km from Windsor Oaks Vineyards

9.4/10

Exceptional

(69 reviews)

"It was very easy to check in and our cottage was very comfortable. "

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

Glenn

[](https://www.expedia.ca/Healdsburg-Hotels-Cottages-At-Healdsburg.h30058405.Hotel-Information)

![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/709bb11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cabin, 1 Queen Bed, Patio, Garden View](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/a23f8ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/700c5928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/70e1c92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wildhaven Sonoma Glamping

[](https://www.expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information)

8.2 km from Windsor Oaks Vineyards

9.0/10

Wonderful

(82 reviews)

"Comfortable tent in a beautiful location."

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

Hillary

CA $107

CA $122 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information)

![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d3e1f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/ce9b62a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/672f109d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking, Jetted Tub | Bathroom sink](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/d86d36d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairview Inn and Suites

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

5 km from Windsor Oaks Vineyards

7.8/10

Good

(1,001 reviews)

"Room was spotless and the staff was excellent. "

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

David

CA $155

CA $180 total

includes taxes & fees

Jan 28 - Jan 29

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

![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/808f26c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/w2879h1660x0y0-5723c76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/5a828420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/70dda560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 27 North

[](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information)

5.7 km from Windsor Oaks Vineyards

9.6/10

Exceptional

(302 reviews)

"Overall a very nice hotel centrally located. "

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

Laurence

CA $667

CA $831 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/38211be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/c726ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/cac9e161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/790000/786900/786805/a7b7f2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Healdsburg

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

5.6 km from Windsor Oaks Vineyards

9.2/10

Wonderful

(436 reviews)

"Lovely hotel in the heart of Healdsburg. Wonderful stay. "

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

Erica

CA $529

CA $686 total

includes taxes & fees

Jan 28 - Jan 29

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

![Suite | Balcony](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/ee043234.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)

![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)

![Classic Room](https://images.trvl-media.com/lodging/7000000/6950000/6948900/6948841/4c019b36.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)

5.8 km from Windsor Oaks Vineyards

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 $264

CA $307 total

includes taxes & fees

Jan 29 - Jan 30

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

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/dcd005a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; alfresco dining](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/22bb25b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/0a5967d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/451700/451693/80a9d8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Madrona

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

6.6 km from Windsor Oaks Vineyards

9.6/10

Exceptional

(43 reviews)

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

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

Katie

CA $640

CA $788 total

includes taxes & fees

Jan 28 - Jan 29

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

![Front of property](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/f54c10e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Plaza King](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aca1ee54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Plaza King | Living area](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/680dbc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

5.5 km from Windsor Oaks Vineyards

8.6/10

Excellent

(571 reviews)

"Fabulous stay!"

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

Lynette

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

![Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/04b4cdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/053abf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/fbd45467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/0385e6c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camellia Inn

[](https://www.expedia.ca/Healdsburg-Hotels-Camellia-Inn.h19772287.Hotel-Information)

5.5 km from Windsor Oaks Vineyards

8.4/10

Very good

(604 reviews)

"Very cozy place to stay! The room was spotless and very friendly staff. Will be coming back soon!"

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

Dean

CA $234

CA $271 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Healdsburg-Hotels-Camellia-Inn.h19772287.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)

![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.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)

13.3 km from Windsor Oaks Vineyards

9.6/10

Exceptional

(467 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 $194 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.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=2026-02-10&endDate=2026-02-11&regionId=6327443&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Windsor Oaks Vineyards Hotel Reviews

![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg)

### Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent

"Very clean and comfortable"

[](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information)

![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg)

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

10/10 Excellent

"Excellent service"

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

![Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining](https://images.trvl-media.com/lodging/102000000/101950000/101943500/101943444/1f4e16a2_y.jpg)

### Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

10/10 Excellent

"Great property, beautiful location, easy communication."

[](https://expedia.ca/Healdsburg-Hotels-Charming-Retreat-Near-Healdsburg-3-BD-Den.h101943444.Hotel-Information)

![Holiday Inn Windsor Wine Country by IHG](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836_y.jpg)

### Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"Havent had the breakfast yet. Clean, a little dated but the front desk was very efficient "

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

![Flora Vina - Country Home with Vineyard Views](https://images.trvl-media.com/lodging/73000000/72990000/72982700/72982622/e8222422_y.jpg)

### Flora Vina - Country Home with Vineyard Views

10/10 Excellent

"The house was wonderful in every way. We will definitely return!"

[](https://expedia.ca/Windsor-Hotels-Flora-Vina-Country-Home-With-Vineyard-Views.h72982622.Hotel-Information)

![Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg](https://images.trvl-media.com/lodging/19000000/18770000/18767200/18767186/5a4f30ee_y.jpg)

### Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

10/10 Excellent

"Great location and cozy home."

[](https://expedia.ca/Windsor-Hotels-Modern-Farmhouse-2021-Remodel.h18767186.Hotel-Information)

![Gourmet Kitchen in Wine Country w/Hot Tub + Office ](https://images.trvl-media.com/lodging/91000000/90260000/90256700/90256643/61c75c4c_y.jpg)

### Gourmet Kitchen in Wine Country w/Hot Tub + Office 

10/10 Excellent

"This house was awesome! We stayed with 9 ladies for my daughter’s 21st wine tasting birthday trip. It was a perfect location, clean, comfortable and fully equipped. I would definitely try and rent this house next time I’m in a the area for a girls trip. "

[](https://expedia.ca/Windsor-Hotels-Gourmet-Kitchen-In-Wine-Country-WHot-Tub-Office.h90256643.Hotel-Information)

![Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/a6b02e37_y.jpg)

### Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10/10 Excellent

"What an amazing stay. Everyone in the Limerick Lane team is so welcoming and accommodating. The property is stunning and the house had literally everything anyone would need for a great time. 11/10; thank you for hosting us!"

[](https://expedia.ca/Healdsburg-Hotels-Spectacular-Views.h67543442.Hotel-Information)

![Xanadu Healdsburg | A Wine Country Escape](https://images.trvl-media.com/lodging/71000000/70560000/70558500/70558491/56b67b48_y.jpg)

### Xanadu Healdsburg | A Wine Country Escape

10/10 Excellent

"We enjoyed our stay great location."

[](https://expedia.ca/Healdsburg-Hotels-XANADU-HEALDSBURG.h70558491.Hotel-Information)

## Hotels near other Windsor Oaks Vineyards attractions

### Powell's Sweet Shoppe - Windsor

5.0/5 (6 reviews)

Enjoy an outing to Powell's Sweet Shoppe - Windsor during your stay in Windsor. Stroll along the area's riverfront, or simply savor its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532640709)

### Chalk Hill Estate Vineyard

4.0/5 (1 review)

You can enjoy a tasting or tour at Chalk Hill Estate Vineyard during your travels to Healdsburg. Stroll along the area's riverfront, or simply savor its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6240787)

### Dom Whitney Tasting Lounge

4.0/5 (3 reviews)

Enjoy an outing to Dom Whitney Tasting Lounge during your stay in Windsor. Wander the area's riverfront or simply enjoy one of its wineries. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532640707)

### Pezzi King Winery

You can enjoy a tasting or tour at Pezzi King Winery during your travels to Healdsburg. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6324664)

### Healdsburg Golf Club

Enjoy a round of golf in Healdsburg at Healdsburg Golf Club. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6327110)

### Healdsburg Museum

You can spend time browsing the exhibits at Healdsburg Museum during your travels in Healdsburg. Amble around this family-friendly area's riverfront and enjoy its wineries. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6327104)

### Matrix Winery

4.4/5 (9 reviews)

You can enjoy a tasting or tour at Matrix Winery during your travels to Healdsburg. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6324682)

### Healdsburg Center for the Arts

4.3/5 (11 reviews)

Healdsburg Center for the Arts is just one of the places to see in Healdsburg, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its wineries. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6327100)

## Frequently asked questions

### What's the area like around Windsor Oaks Vineyards?

### What's the best hotel to stay near Windsor Oaks Vineyards?

### How many hotels will I find near Windsor Oaks Vineyards?

### If I need to cancel the hotel reservation for my stay near Windsor Oaks Vineyards, will I receive a refund?

### What can I see and do near Windsor Oaks Vineyards?

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- [Safari Tentalow in Windsor ](https://www.expedia.ca/Windsor-Safari-Tentalow.d9542-aaSafariTentalow.Travel-Guide-Accommodation)

- [Flights to Healdsburg ](https://www.expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)
- [Flights from Healdsburg ](https://www.expedia.ca/lp/flights/8322/flights-from-healdsburg)
- [Flights from Windsor ](https://www.expedia.ca/lp/flights/9542/flights-from-windsor)

- [Windsor Vacations ](https://www.expedia.ca/Windsor.d9542.Destination-Travel-Guides)
- [Visit Windsor ](https://www.expedia.ca/Windsor.dx9542)

- [Car rental Healdsburg ](https://www.expedia.ca/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)
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- [Car rentals in Thrifty Car Rental 100 World Parkway ](https://www.expedia.ca/Thrifty-Car-Rental-at-100-World-Parkway-St-Johns-Newfoundland-And-Labrador-CAN.v9542.Car-Rental-Guide-Location)

- [Things to do in Windsor ](https://www.expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)