Title: Book The Best Hotels in Chester, VT for 2026 from CA $107 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d89014.Travel-Guide-Activities)[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 ## Go beyond your typical stay in Chester Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=PETS) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=POOL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&travelerType=family_friendly) Resort [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=HOTEL_RESORT) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=APART_HOTEL) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=AGRITOURISM) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=COTTAGE) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=CABIN) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=WATER_PARK) ## Check prices for these dates Tonight [Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/52ce2be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Mountain View](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/48815e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/7060d495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Hearth Inn and Eatery [](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) Chester 9.2/10 Wonderful (115 reviews) "So great all around!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $268 CA $293 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) ![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) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.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) ### Fullerton Inn [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) Chester Depot 8.2/10 Very good (420 reviews) "Great staff and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $176 CA $192 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/a0514206_edited_9a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/w648h383x0y1-a98b9847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/67f64adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hideaway Inn Mt. Snow [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) West Dover 8.8/10 Excellent (65 reviews) "Clean cozy rooms, overall good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wade CA $184 CA $203 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.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) ![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) ![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) ![King Room with Spa Bath](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/8a170d47.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 (74 reviews) "Everything was really lovely, clean and nice. Loved the downstairs lounge and bar areas, so warm and relaxing. The host was extremely gracious. Looking forward to going back soon! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $238 CA $310 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Perkinsville-Hotels-The-Inn-At-Weathersfield.h1154949.Hotel-Information) ![Standard Room, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/3973f8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/a238c10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/89435dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Putney Inn [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) Putney 8.4/10 Very good (1,003 reviews) "perfect room, very clean and friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc-André CA $107 CA $118 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Keene Hotel [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) Keene 8.4/10 Very good (1,002 reviews) "Great stay pool was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $163 CA $176 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/017470f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/95e5b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/dd472136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/7d84dbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Elm City Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) Keene 8.4/10 Very good (988 reviews) "Staff were great place was clean and nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $149 CA $161 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/cb9ce75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/5c506444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/819de6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Keene Downtown [](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) Keene 8.8/10 Excellent (766 reviews) "Everything was clean, comfortable and the staff quite conversational" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $246 CA $266 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (832 reviews) "Very friendly staff. The room and all surroundings were clean and fresh smelling." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $184 CA $203 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9384b42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/cd3048ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/2a21d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/30a7f959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Keene Downtown [](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) Keene 8.8/10 Excellent (1,001 reviews) "Really clean hotel, friendly staff and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $246 CA $266 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) ![Family Cabin | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/2150d4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Chalet | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/1e87f90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin | Private kitchen](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/0e1c79b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/d0c5a6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Bound Inn [](https://www.expedia.ca/Wilmington-Hotels-441-Coldbrook-Rd.h96600348.Hotel-Information) Wilmington 9.2/10 Wonderful (16 reviews) "Beautiful lodge very clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $286 CA $315 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Wilmington-Hotels-441-Coldbrook-Rd.h96600348.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/883050b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/ab91ee25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/323045de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen At Manchester [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) Manchester Center 8.8/10 Excellent (637 reviews) "Very nice room! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $126 CA $154 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/3d428b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-b5950146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn and Suites Manchester [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) Manchester Center 9.6/10 Exceptional (1,001 reviews) "Very clean hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $178 CA $196 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/f967c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/720b006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/6a517157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Manchester View [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) Manchester Center 9.4/10 Exceptional (814 reviews) "Great staff, huge clean room, tasty continental breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carey CA $164 CA $180 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/e8fee166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7edde5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/d878b297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/2aeb1a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) Wilmington 9.0/10 Wonderful (72 reviews) "Property was just as described, it was great staying there, outdoors was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $307 CA $338 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/4412313e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/cfdc1ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/e2a06630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/a52b1bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palmer House Resort, an Ascend Collection Hotel [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) Manchester Center 8.4/10 Very good (906 reviews) "Rooms were spotless and staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $122 CA $156 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/2ad31178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/02631e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/fa6d9e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Double Room | Living area](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/b3aada54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hartness House [](https://www.expedia.ca/Springfield-Hotels-Hartness-House-Inn.h9715200.Hotel-Information) Springfield 8.2/10 Very good (336 reviews) "nice folks, practical place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $208 CA $229 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Springfield-Hotels-Hartness-House-Inn.h9715200.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/06fc7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/889f5a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/e2c90852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/b43d03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olympia Lodge [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) Manchester Center 9.4/10 Exceptional (582 reviews) "Fantastic stay! Friendly staff, very cozy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nader CA $239 CA $263 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/92912eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/7679bd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/93d23d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toll Road Inn [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) Manchester Center 9.0/10 Wonderful (504 reviews) "Location was great, clean, spacious room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheron CA $195 CA $215 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/81424597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f2da8de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f5b14dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Brattleboro [](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) Brattleboro 8.2/10 Very good (948 reviews) "Good breakfast, great staff and very good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valdeci CA $144 CA $159 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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=2026-03-16&endDate=2026-03-17®ionId=89014&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_89014) ![](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-Hotels.d89014.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d89014.Travel-Guide-Hotels) ##

Where to stay in Chester

Chester, Vermont, offers a delightful blend of relaxation and adventure, making it a perfect getaway for Canadian travellers. Explore the charming city centre for unique shops and local eateries, or venture into nearby hidden gems that showcase the area's natural beauty. Whether you're seeking a romantic escape or a budget-friendly trip, Chester’s friendly atmosphere and proximity to ski resorts and outdoor activities will create lasting memories for every visitor. - Chester Depot ![panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway](https://images.trvl-media.com/place/553248635976384383/172b7db7-b524-4c32-84cc-eb436772ed39.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976384383) ![Chester Depot map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ooagGr%7DezLiAcAwAqGp%40iZKgJ%7DPc%40Ya%40%3Fs%40hAgB%7E%40cIe%40%7BCq%40cAJoFjA%7DEbBmDkA_%40iAp%40wA%3FqIoFiQbAsGuIoBqFgEuBrEqFbDcH%7C%40iDJ_FhCiCvOwXpPgJnDyCtLkKhQiSnDgB%7C%40%3FhAvBr%40NdGcIhA%60%40K%7CE%7C%40dHzD%7CEp%40vBbBp%40fE_%40zBrApIfI%60D%7CErG%7CDhAdBq%40%60GkHbPW%60OaFhJq%40xC%3FvBuAfC_A%3FwAgCiAq%40_Fc%40gGiDgEeA%7BBPyFzKaDhKYdIc%40vBsGbO%7D%40zDiC%7CSJnM%7D%40rHp%40hKWtAcD%7CE&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6tE1A6bFmLDnspvwJI_lpxoGnCw=) ### Chester Depot Chester Depot, a charming neighbourhood in Vermont, offers a delightful blend of adventure and culture year-round. With peak visitor numbers in February, August, and October, it's an ideal destination for skiing and outdoor experiences. Explore the scenic Lowell Lake State Park for hiking and nature, immerse yourself in local culture at DaVallia Art & Accents, or discover the fascinating Vermont Museum of Mining and Minerals for a family-friendly outing. Whether you seek adventure or relaxation, Chester Depot promises a memorable vacation experience in the heart of New England. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383) ## Stay near popular Chester attractions ### Bonnie's Bundles Dolls Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561865050) ### DaVallia Art & Accents Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666916) ## Learn more about Chester Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store. [See all hotels in Chester](https://www.expedia.ca/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&adults=2®ionId=89014) ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=900&h=530&p=1&q=high) ## Top Chester Hotel Reviews ## Recent Reviews in Chester ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "They allowed for early check-in, had a condo that slept 10 and my family was extremely comfortable" [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.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 "Clean room, friendly staff, great pool and hot tub, and very conveniently located close to Okemo. " [](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 clean and comfortable " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "Good location for our needs and very comfortable" [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Great" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Room. Staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very clean, high end, friendly staff " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "The room was very nice and confortable." [](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 "Beautiful hotel. Nice pool and gym. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ## More cheap stays in Chester ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Covered Bridge Inn 1043 Putney Road Brattleboro VT CA $97 CA $107 total Mar 4 - Mar 5 includes taxes & fees 7.6/10 Good! (1,002 reviews) [](https://expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Aspen At Manchester 5669 Main Street Manchester Center VT CA $126 CA $154 total Mar 24 - Mar 25 includes taxes & fees 8.8/10 Excellent! (637 reviews) [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Keene Elm City Hotel, an Ascend Collection Hotel 175 Key Rd Keene NH CA $149 CA $161 total Mar 3 - Mar 4 includes taxes & fees 8.4/10 Very Good! (988 reviews) [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Brattleboro I-91 1186 Putney Road Brattleboro VT CA $155 CA $170 total Mar 9 - Mar 10 includes taxes & fees 8.6/10 Excellent! (774 reviews) [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Manchester View 77 High Meadow Way & VT-7A Manchester Center VT CA $164 CA $180 total Mar 3 - Mar 4 includes taxes & fees 9.4/10 Exceptional! (814 reviews) [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hideaway Inn Mt. Snow 270 Handle Rd West Dover VT CA $184 CA $203 total Mar 10 - Mar 11 includes taxes & fees 8.8/10 Excellent! (65 reviews) [](https://expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ## Hotels in Chester with star rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.ca/5Star-Chester-Hotels.s50-0-d89014.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 22 properties [](https://expedia.ca/4Star-Chester-Hotels.s40-0-d89014.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 282 properties [](https://expedia.ca/3Star-Chester-Hotels.s30-0-d89014.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 262 properties [](https://expedia.ca/2Star-Chester-Hotels.s20-0-d89014.Travel-Guide-Filter-Hotels) ## Find out more about Chester ### Top reasons to visit Chester - **Outdoor Adventures:** Chester is perfect for skiing, hiking, and exploring local parks, catering to all adventure enthusiasts. - **Rich History:** History buffs can explore the area’s heritage at the local history museum, offering insights into the past. - **Charming Accommodations:** Enjoy a variety of cozy bed & breakfasts and agritourism properties for a unique stay. - **Scenic Beauty:** The picturesque surroundings provide stunning views and a tranquil atmosphere away from crowds. - **Family-Friendly Activities:** Chester offers various activities for families, ensuring a well-rounded vacation experience. ### Find great hotels near Chester Discover a charming selection of accommodations in Chester, Vermont, where agritourism properties and cozy bed & breakfasts cater to every type of traveler. Whether you're seeking family-friendly options, adventurous getaways, or pet-friendly stays, Chester offers a variety of hotels and inns to ensure a memorable experience. Explore the best hotels in the area, including the inviting Chester Inn, to enjoy a delightful stay in this picturesque New England town. - **[Best Western Springfield Hotel: ](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)** Embrace a pet-friendly getaway at the Best Western Springfield Hotel, located 12.9km from Chester. This welcoming property is perfect for travellers looking to bring their furry friends along for the adventure. With amenities tailored for pets, including designated areas for dogs and a relaxed atmosphere, guests can enjoy a comfortable stay while exploring the surrounding beauty of Vermont. Convenience meets hospitality in this family-friendly hotel, making it an excellent choice for those seeking a home away from home. - **[Pointe at Castle Hill Resort: ](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)** Experience the perfect blend of business and leisure at Pointe at Castle Hill Resort, just 14.5km from Chester. This 3.5-star hotel caters to business travellers with accessible meeting rooms and a fully equipped business centre. For those craving adventure, the resort offers a variety of outdoor activities, including fishing, skiing, and ziplining. After an exhilarating day, unwind at the full-service spa featuring massages and body treatments. Whether you're here for business or pleasure, this resort ensures an enriching stay. - **[Jackson Gore Village: ](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)** Ideal for families and golf enthusiasts, Jackson Gore Village is located 20.9km from Chester and offers a delightful blend of relaxation and recreation. With amenities designed for children, including a playground and arcade games, families can enjoy quality time together. Golfers will appreciate the on-site golfing experience, while the full-service spa provides rejuvenating treatments like hot stone and deep tissue massages. This 3-star hotel combines family fun with wellness, making it an excellent choice for a memorable vacation. ### Things to do near Chester Chester, Vermont, offers an exciting blend of skiing and outdoor adventures, making it an ideal destination for sports enthusiasts. Visitors can enjoy various activities at local ski resorts, explore scenic sightseeing opportunities, and unwind around cozy fire pits. Whether you're hitting the slopes or relaxing in the great outdoors, Chester promises a memorable vacation experience for all. **Shopping** In Chester, visit the [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels), a charming spot located 9.7km away, offering unique gifts and Vermont-made products. [My Minds Design](https://www.expedia.ca/My-Minds-Design-Hotels.0-l553248621532666897-0.Travel-Guide-Filter-Hotels), also 9.7km away, features eclectic home décor. If you're up for a drive, the [West River Farmers Market](https://www.expedia.ca/West-River-Farmers-Market-Hotels.0-l553248621532666878-0.Travel-Guide-Filter-Hotels), 17.7km away, showcases local produce and crafts. **Recreation** Experience the scenic [Fox Run Golf Course](https://www.expedia.ca/Fox-Run-Golf-Course-Hotels.0-l6115888-0.Travel-Guide-Filter-Hotels), just 19.3km from Chester, where you can enjoy outdoor sports in a vibrant atmosphere. Alternatively, indulge in wellness and relaxation at [The Ice House Ice Skating](https://www.expedia.ca/The-Ice-House-Ice-Skating-Hotels.0-l825491671559647232-0.Travel-Guide-Filter-Hotels), located 20.9km away, perfect for unwinding with friends and family. **Adventure** At [Okemo Mountain Resort](https://www.expedia.ca/Okemo-Mountain-Resort-Hotels.0-l6082889-0.Travel-Guide-Filter-Hotels), located 17.7km from Chester, experience thrilling skiing amidst stunning landscapes. [Morningside Flight Park](https://www.expedia.ca/Morningside-Flight-Park-Hotels.0-l553248621532666955-0.Travel-Guide-Filter-Hotels), 19.3km away, offers breathtaking scenic flights that will elevate your adventure. For more excitement, try the [Solitude Express Ski Lift](https://www.expedia.ca/Solitude-Express-Ski-Lift-Hotels.0-l750085676808343552-0.Travel-Guide-Filter-Hotels), also 19.3km from Chester, providing exhilarating access to the slopes. **Nightlife** In Chester, Vermont, the nightlife offers a mix of culture and entertainment. The [Weston Playhouse](https://www.expedia.ca/Weston-Playhouse-Hotels.0-l6330791-0.Travel-Guide-Filter-Hotels) and [Bellows Falls Opera House](https://www.expedia.ca/Bellows-Falls-Opera-House-Hotels.0-l6330782-0.Travel-Guide-Filter-Hotels) provide captivating theatrical experiences, while [Maple Lanes](https://www.expedia.ca/Maple-Lanes-Hotels.0-l553248621532666956-0.Travel-Guide-Filter-Hotels) ArcadeAdventureZone adds an adventurous twist with fun arcade games, perfect for families and friends seeking a lively night out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chester To save money on your trip to Chester, Vermont, consider visiting during the off-peak months of April to May and November for lower accommodation prices. Tuesdays are the most affordable days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to find budget-friendly options, and consider eco-certified hotels for sustainable choices. Additionally, combining your hotel, flights, and activities into an Expedia package can lead to significant savings. Take advantage of free activities in the area, and explore on foot to save on transportation costs. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Friday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chester with your flights and activities by choosing an Expedia package. ### Best time to go to Chester The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 20.7°F (-6.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly High | | February | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly High | | March | 30.7°F (-0.7°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | April | 42.8°F (6.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | June | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Average | Average | | July | 69.3°F (20.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 36.1°F (2.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | December | 27.3°F (-2.6°C) | Light Rain | Mostly Cloudy | Average | Average | ### The nearest major airports for your trip to Chester To visit Chester, Vermont, you have several airport options. Lebanon Municipal Airport ([LEB](https://www.expedia.ca/Lebanon-Municipal-Airport-Hotels.0-aLEB-0.Travel-Guide-Filter-Hotels)) is situated 46.7km away, with nearby accommodations like the 4-star [Hanover Inn Dartmouth](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information), 8.0km from the airport, and the 3-star [Hotel Coolidge](https://www.expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information), 3.2km from LEB. Rutland Southern Vermont Regional Airport ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) is 28.0km away, with options such as the 3.5-star [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), 16.1km from RUT. Lastly, Hartness State Airport (VSF) is conveniently located just 11.3km from Chester, with nearby stays like the 4-star Inn at Weathersfield, 1.6km away. Each airport offers various transportation services to ensure a smooth arrival. ## Frequently asked questions ### What is the best area to stay in Chester? > This area is the heart of Chester, centred around Main Street (Route 11) and North Street (Route 103). It's characterised by its attractive historic buildings, including the iconic stone village library and the Chester Green. You'll find a selection of local shops, art galleries, and eateries, all within an easily walkable distance. > > > For couples seeking a relaxing getaway, the village offers a delightful setting. You can enjoy strolls past historic homes, browse unique shops, and dine at charming local restaurants. Many of the guesthouses and inns in this area provide a cosy, intimate experience great for a romantic break. > > > Families will also find the village a convenient and pleasant base. The Chester Green provides open space for children to play, and the proximity to local ice cream parlours and family-friendly dining options makes evenings easy. ### What are the best hotels in Chester that travellers recommend? > The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is highly praised for its comfortable and clean rooms, as well as its excellent breakfast and food. Guests appreciate the beautiful location with mountain views and the convenience of a free buffet breakfast. > > > Another outstanding option is the King & Queen Suite in Historic Inn Circa 1780, which has an exceptional 9.8 rating. This accommodation features a kitchen, patio, and is situated in a mountainous setting. Guests frequently mention the good coffee provided. ### What are the best family hotels in Chester? > The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is an excellent choice for families. It offers a variety of amenities tailored for children, such as games and books, along with highchairs and free cribs, making it very convenient for young families. Guests frequently praise the delicious breakfast and the comfortable, clean rooms. The hotel also boasts a beautiful mountain location, with mountain views and activities like mountain climbing and mountain biking nearby. > > > Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, which has an outstanding 9.8 rating. This accommodation provides games for children and a kitchen, which can be very useful for families. It is also situated in a scenic mountain location. > > > Finally, Room in Historic Inn. 20 Minutes to Okemo. with a 9.2 rating, is another great choice. It features a sofa bed and a kitchen, offering flexibility and convenience for families. Guests often highlight the super comfortable pillows. This property also benefits from a mountain location and includes outdoor spaces like a deck or patio. ### What hotels in Chester offer free breakfast? > The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, provides a free buffet breakfast. Guests often praise the delicious breakfast and comfortable, clean rooms. The inn is set in a beautiful mountain location, offering mountain views and easy access to mountain climbing and mountain biking activities. Free WiFi and parking are also available. > > > Another good option is the Fullerton Inn, rated 8.2\. This inn offers a free continental breakfast, and guests frequently praise the great food, cozy and clean rooms, and friendly staff. Free WiFi and parking are included. > > > The Motel in the Meadow, with an 8.4 rating, also provides a free continental breakfast. This motel is a convenient choice for those travelling with pets, as pets stay free. Free WiFi and parking are also provided. Find more [hotels with free breakfast in Chester](https://www.expedia.ca/Chester-Hotels-Hotels-With-Free-Breakfast.0-0-d89014-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Chester? > The Motel in the Meadow, rated 8.4, is an excellent choice for travellers with canine companions, as it welcomes dogs and offers a Pets Stay Free policy. Guests can also enjoy a complimentary continental breakfast during their stay. See more [pet-friendly hotels in Chester](https://www.expedia.ca/Chester-Hotels-Pet-Friendly-Hotel.0-0-d89014-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Chester? > The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, offers complimentary WiFi, free toiletries, and a delicious free buffet breakfast. Guests consistently praise the great and delicious breakfast, comfortable and clean rooms, and excellent hospitality. > > > Another good option is the Motel in the Meadow, rated 8.4\. This motel provides free WiFi, complimentary breakfast, and free self-parking. Pets are also welcome to stay free of charge. > > > The Fullerton Inn, with a rating of 8.2, also offers free WiFi, complimentary toiletries, and a free continental breakfast. Travellers have highlighted the great and delicious food, cozy and clean rooms, and friendly and helpful staff. The hotel also features a great on-site restaurant. View all [budget hotels in Chester](https://www.expedia.ca/Chester-Hotels-Cheap-Hotels.0-0-d89014-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Chester for couples? > This 3-star inn, with an impressive 9.2 rating, is often praised by guests for its beautiful location and excellent hospitality. Couples particularly enjoy the comfortable and clean rooms, as well as the delicious food served. The inn offers complimentary breakfast, including a buffet option, and free WiFi. Its mountain views and proximity to mountain climbing and mountain biking activities make it a wonderful choice for an active yet romantic getaway. See all [romantic hotels in Chester](https://www.expedia.ca/Chester-Hotels-Romantic-Hotel.0-0-d89014-tRomanticHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Chester near Bonnie's Bundles Dolls? > The Fullerton Inn, with an 8.2 rating, is particularly close to Bonnie's Bundles Dolls, just 0.9 km away. Guests appreciate the complimentary continental breakfast, free toiletries, and free WiFi, along with self-parking, making for a comfortable stay. Reviewers often mention the great food and friendly staff. > > > Even closer, at only 0.8 km from Bonnie's Bundles Dolls, are the King & Queen Suite in Historic Inn Circa 1780 and the Room in Historic Inn. 20 Minutes to Okemo.. The King & Queen Suite, boasting an exceptional 9.8 rating, offers amenities such as a kitchen and games for children, set within a historic inn with mountain views. The Room in Historic Inn., rated 9.2, also features a kitchen, a sofa bed, and a private deck or patio, superb for relaxing after a day of exploring. > > > A little further out, at 1.9 km from Bonnie's Bundles Dolls, is the 3-star Stone Hearth Inn and Eatery, which has a strong 9.2 rating. This family-friendly option provides amenities like highchairs, cribs, and books for children, along with free rollaway beds. Guests consistently praise the delicious breakfast, comfortable rooms, and the beautiful mountain location. ### When is the best time to go to Chester? > For those seeking the iconic New England autumn experience, September and October are ideal. The hills around Chester explode with vibrant reds, oranges, and yellows, making it a great time for scenic drives along routes like the Okemo Mountain Road or hiking on local trails. This period also often features local harvest festivals and craft fairs, offering a taste of local culture. > > > Late spring and summer, from May to August, offer warm, sunny days great for exploring the outdoors. You can enjoy activities such as cycling the Chester Green, fishing in the West River, or visiting nearby state parks. The weather is generally comfortable for walking around the village, browsing the antique shops, and dining al fresco. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? ### How much is the nightly rate at a Chester hotel? ## 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) - [Andover Hotels ](https://www.expedia.ca/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [Inns in Andover ](https://www.expedia.ca/Andover-Inns.d6023580-aaInns.Travel-Guide-Accommodation) - [Motels in Andover ](https://www.expedia.ca/Andover-Motels.d6023580-aaMotels.Travel-Guide-Accommodation) - 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