Title: Book the Best Chester WINERY Hotels in 2026 | 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 which includes heritage elements, a monument and a city](https://images.trvl-media.com/place/6590/0bfd0264-e3fd-415b-8a1d-6befd9562ab0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Chester from CA $178

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## Check availability on Chester Winery Hotels

Tonight

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6590&startDate=2025-12-19&endDate=2025-12-21&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)

![Indoor wedding](https://images.trvl-media.com/lodging/1000000/200000/190800/190780/b72cabf0.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)

"Amazing stay loved everything about it from the food and drink to all the ammenities"

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

Diane

CA $214

CA $257 total

includes taxes & fees

Dec 9 - Dec 10

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

![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)

### 14-16 Grosvenor Street Luxury Apartments

Chester

7.0/10

Good

(12)

"Great location, 2 minutes from the town centre. Clean and compact aprtment. Would stay again"

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

Andrew

CA $118

CA $178 total

includes taxes & fees

Dec 14 - Dec 15

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

![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)

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

(68)

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

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

Gareth T.

CA $156

CA $480 total

includes taxes & fees

Dec 9 - Dec 10

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

![Premium Penthouse](https://images.trvl-media.com/lodging/77000000/76420000/76416700/76416642/a439cca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/77000000/76420000/76416700/76416642/9f7f4ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view from property](https://images.trvl-media.com/lodging/77000000/76420000/76416700/76416642/da610a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Penthouse](https://images.trvl-media.com/lodging/77000000/76420000/76416700/76416642/d23f0f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom Penthouse with Parking

Liverpool

CA $319

CA $577 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Liverpool-Hotels-2-Bedroom-Penthouse-With-Parking.h76416642.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=2025-12-22&endDate=2025-12-23&regionId=6590&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Chester Hotel Reviews

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

### Carden Park

10/10 Excellent

"Fabulous "

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