Title: Chester Inns from CA $191 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester inns ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/c887af2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/78c81c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullerton Inn [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) Chester Depot 8.2/10 Very good (410 reviews) "Great staff and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $175 CA $191 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/bb7b6824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/aa061d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Garden View](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/4f6e289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/f382420a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Weathersfield [](https://www.expedia.ca/Perkinsville-Hotels-The-Inn-At-Weathersfield.h1154949.Hotel-Information) Perkinsville 10/10 Exceptional (71 reviews) "Wonderful experience, Wonderful staff. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick [](https://www.expedia.ca/Perkinsville-Hotels-The-Inn-At-Weathersfield.h1154949.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/087b97b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/w2048h1365x0y0-758764a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/d1f41260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Room](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/f9c209eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Inn & Gallery [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) West Woodstock 8.6/10 Excellent (61 reviews) "The accommodations are perfect for a weekend away and less than a 20 minute drive to Killington resort!! It is a very warm and cute stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronda CA $187 CA $206 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/b36aec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/2245fb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/d69b46ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reluctant Panther Inn and Restaurant [](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) Manchester Village Historic District 9.8/10 Exceptional (345 reviews) "Exactly the kind of Inn you want in VT. The room was amazing, staff could not be more accommodating, and the food was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $206 CA $227 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/114000000/113060000/113050700/113050601/62d3b33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113060000/113050700/113050601/98aefc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/114000000/113060000/113050700/113050601/ddc64346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House, Mountain View | Living area](https://images.trvl-media.com/lodging/114000000/113060000/113050700/113050601/4858ba1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Valley Farms [](https://www.expedia.ca/Walpole-Hotels-Inn-At-Valley-Farms.h113050601.Hotel-Information) Walpole 10/10 Exceptional (14 reviews) "Picturesque, family run bed and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $213 CA $232 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Walpole-Hotels-Inn-At-Valley-Farms.h113050601.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/33e9ebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/54ccf51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/2603f226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/727c79da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kedron Valley Inn [](https://www.expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) South Woodstock 9.0/10 Wonderful (330 reviews) "Fantastic stay and staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie [](https://www.expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/56bf2e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/4155a46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/a22d6eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/2a0f95de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hermitage Inn Vermont [](https://www.expedia.ca/West-Dover-Hotels-The-Hermitage-Inn-Vermont.h74248370.Hotel-Information) West Dover 9.2/10 Wonderful (16 reviews) "Wonderful stay at the Carriage House! Beautiful property and excellent amenities! Perfect winter getaway! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline [](https://www.expedia.ca/West-Dover-Hotels-The-Hermitage-Inn-Vermont.h74248370.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=2026-02-12&endDate=2026-02-13®ionId=89014&adults=2&lodging=INN&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Inns.d89014-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Inns.d89014-aaInns.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Love the shire !" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Amazing staff. Comfortable beds. Clean room. Phenomenal breakfast " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "Clean and well spaced" [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Courteous and helpful staff " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Very nice room! " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Clean and easy for mt snow " [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 10/10 Excellent "Great staff and service. " [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Excellent hotel, staff well trained. " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ## Find out more about Chester ## Chester Inns information | Number of reviews | 1,246 | | ----------------- | ------- | | Accommodation | 10 Inns | | Lowest Price | CA $191 | | Highest Price | CA $232 | ## Frequently asked questions ### How much do inns in Chester cost? ### What are the best inns located in Chester? ### How many inns are there in Chester? ### Are there any family-friendly inns located in Chester? ### Why book your Chester inn with Expedia? ### What is there to do in Chester around my inn? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Andover ](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover ](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover ](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - 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