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

  

[Chester Travel Guide](https://expedia.ca/Chester.dx6590)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d6590.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6590.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d6590.Travel-Guide-Flights)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d6590.Travel-Guide-Activities)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6590.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6590.Destination-Travel-Guides)

![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 $179

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## Check availability on Chester Winery Hotels

Tonight

[Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This 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)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-10-17&endDate=2025-10-19&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)

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

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/1376df10.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)

### Carden Park

Chester

9.0/10

Wonderful

(1001)

"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 13 - Oct 14

[](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)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23560000/23551600/23551573/6278ae7e.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)

### 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 $468 total

includes taxes & fees

Oct 15 - Oct 16

[](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 | Living area](https://images.trvl-media.com/lodging/79000000/78400000/78395600/78395505/36710aa1.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 $118

CA $179 total

includes taxes & fees

Oct 12 - Oct 13

[](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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&regionId=6590&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Chester Hotel Reviews

![Carden Park](//images.trvl-media.com/lodging/1000000/200000/190800/190780/04dacf10_y.jpg)

### Carden Park

10/10 Excellent

"Love staying here a great resort"

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