Title: Book the Best Chester WINERY Hotels in 2025 | Expedia.ca

  

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![Chester showing night scenes, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/162000/162415-Chester.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Chester from CA $189

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## Check availability on Chester Winery Hotels

Tonight

[Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Chester Winery Hotels

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/04dacf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/ea8e65b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/b72cabf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/2417cd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carden Park

Chester

9.0/10

Wonderful

(1000)

"The Vines restaurant is excellent in all aspects, food and service makes the experience really special. "

CA $209

CA $251 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chester-Hotels-Carden-Park.h190780.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23560000/23551600/23551573/c0517fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/24000000/23560000/23551600/23551573/c0320ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23560000/23551600/23551573/cf5f2f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23560000/23551600/23551573/61cf1868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super spacious barn conversion with Log fire and hot tub

Chester

8.6/10

Excellent

(66)

"Accommodation was very nice, great views from bbq and hot tub area, not far from city centre either"

CA $167

CA $497 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Chester-Hotels-Super-Spacious-Barn-Conversion-With-Free-Wifi.h23551573.Hotel-Information)

![Deluxe Apartment, 1 Double Bed, City View | Living area](https://images.trvl-media.com/lodging/79000000/78400000/78395600/78395505/100d3bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 1 Double Bed | Private kitchen](https://images.trvl-media.com/lodging/79000000/78400000/78395600/78395505/910217d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Penthouse, 2 Bedrooms, Ensuite, City View](https://images.trvl-media.com/lodging/79000000/78400000/78395600/78395505/6119f5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Double Bed, City View | Living area](https://images.trvl-media.com/lodging/79000000/78400000/78395600/78395505/3fc53037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 14-16 Grosvenor Street Luxury Apartments

Chester

6.4/10

(10)

"Perfect location, great size property. Maybe a little tired in terms of furniture but overall, highly recommend."

CA $126

CA $189 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Chester-Hotels-14-16-Grosvenor-Street-Luxury-Apartments.h78395505.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.

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## Top Chester Hotel Reviews