Title: Book The Best Hotels in Chester, VT for 2026 from CA $90 - 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 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=POOL) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=PETS) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=HOTEL_RESORT) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=HOT_TUB) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=SPA_ON_SITE) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&travelerType=family_friendly) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=WATER_PARK) ## Check prices for these dates Tonight [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/9dfa0135.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 (422 reviews) "Gorgeous old Inn that is fairly well maintained to keep up with modern competition. We visited in the dead of winter so the quaint town of Chester, VT didn’t have a lot to offer. We plan on visiting again in the summer to get the full experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $176 CA $192 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![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) ![Porch](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/450d23d8.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) ![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 $259 CA $283 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/8ff4fc3b.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) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/d77aaa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (991 reviews) "It was a great experience and would recommend it to everyone " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $137 CA $149 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/9d3fcb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Electric vehicle charging station](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/083f3b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/e57dec5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) Woodstock 9.6/10 Exceptional (559 reviews) "A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Breakfast area](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/c5f36674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/a5ea8fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Covered Bridge Inn [](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) Brattleboro 7.6/10 Good (1,000 reviews) "Clean room, quiet, good price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek CA $82 CA $90 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/8319d109.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) ### The Putney Inn [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) Putney 8.4/10 Very good (1,000 reviews) "Great Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.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) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (841 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 23 - Mar 24 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/7bbf2ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/fa5ce310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/39253ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Keene NH [](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) Keene 7.0/10 Good (1,000 reviews) "It is an economy, hotel, and had all the basics covered. It was clean, and the beds were comfortable." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Julie CA $105 CA $114 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/108bf8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/9f1f0437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/26d2b6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brittany Motel [](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information) Manchester Center 9.4/10 Exceptional (336 reviews) "Check-in was easy and the property is cute and very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karin CA $102 CA $113 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/51ea72b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/322811f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/54d53274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Brattleboro I-91 [](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) Brattleboro 8.6/10 Excellent (783 reviews) "The room was clean and the staff was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianne CA $165 CA $182 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.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/2000000/1160000/1158100/1158047/1eab968f.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/81424597.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 (952 reviews) "I wish I could have stayed longer. Very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $178 CA $196 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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) ![Interior](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/286eff53.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) ![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) ### Hideaway Inn Mt. Snow [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) West Dover 8.8/10 Excellent (72 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 25 - Mar 26 [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/b839bfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1025h684x0y3-22b2c22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/24332bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Columns Inn [](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) Newfane 9.8/10 Exceptional (24 reviews) "Everything was great 👍 I will stay there again and highly recommend to others " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda [](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.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) ![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) ### 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 (1,003 reviews) "Great stay pool was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $164 CA $177 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/44151c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley View Inn [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) Bondville 9.0/10 Wonderful (427 reviews) "Great place to stay. I really loved the place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simon [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/4df4a560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/71a0fd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/61492abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/8f5011d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claremont Motor Lodge [](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) Claremont 8.8/10 Excellent (480 reviews) "Nice and clean newly renovated room. Just what we needed for a good nights rest. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $138 CA $150 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/b858846d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/f54cc2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Barn Inn [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) Keene 9.6/10 Exceptional (169 reviews) "Very helpful and welcoming host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $191 CA $207 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Private kitchenette](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/b9a1accb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/d7fa40cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Burrell House [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) Keene 9.6/10 Exceptional (158 reviews) "The building and room were very nice. The location is great, very walkable to the center of town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rochelle [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/f7a080fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/feee110b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room - King with Deck](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/cf0aab88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/8d0ef579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet 239 [](https://www.expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) West Dover 9.4/10 Exceptional (115 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $173 CA $191 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Room 4](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/22815dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/0d3a6bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/7fbb1dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/4bee0dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colonel Williams Inn [](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information) Brattleboro 9.8/10 Exceptional (349 reviews) "The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sahand CA $200 CA $221 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.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=2026-03-28&endDate=2026-03-29®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 Find the best Chester areas and neighborhoods for the activities you enjoy most. - 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 If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383) ## Stay near popular Chester attractions ### 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) ### 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) ## 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=2026-03-28&endDate=2026-03-29&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 ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg) ### Hideaway Inn Mt. Snow 10/10 Excellent "This place is a hidden gem! It looks very unassuming from the outside but inside was gorgeous and cozy. It looks newly updated/renovated, with a modern cabin feel. The room was big and spacious and even had a real record player which my husband and kids could not get enough of. Easy check in and check out, no front desk to deal with.The common areas were really nice and cozy. They had a beautiful working space, a lounge with old school arcade games and a nice playroom area for little kids. they had a supply closet in case you needed toiletries and a coffee and water machine available 24/7\. There's a boot locker in the lobby for your ski boots.The bathroom in the room had heated floors and towel heater too. Very luxurious. The place is very close to the ski mountain, walkable. There is also a shuttle that stops right at the parking lot to take you up. I highly recommend this spot if you're skiing in Mt Snow or anytime you're int he area. " [](https://expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.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 "Always a great stay - friendly and clean. " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 8/10 Good "Road surface in parking lot when exiting car was icy " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg) ### Best Western Plus Keene Hotel 2/10 Terrible "I’ve been staying here for 3 yrs for a bowling tournament. Brought my kid with me expecting the pool to be fully up and serviced. No where did it ever say pool was down. Shower handle was pretty much broken and the shower head basically dribbled out. There was empty wrappers in the bathroom and hair in the tub. There was wires sticking out of a hole in the wall. Was the worst experience I’ve had there. I will not stay next year. " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187_y.jpg) ### The Equinox Golf Resort & Spa 6/10 Okay "Hot tub nor sauna we’re working. This is pretty important for a ski Hotel, or anyone that bills themselves as a spa. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.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 "Everything was great. Clean rooms, friendly staff, good stay.." [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 8/10 Good "Yes" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "It was good to have pool option after a ski day" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent " Nice clean room. Good breakfast. Friendly staff check in with help finding dining spots in area. " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ## More cheap stays in Chester ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Covered Bridge Inn 1043 Putney Road Brattleboro VT CA $82 CA $90 total Mar 27 - Mar 28 includes taxes & fees 7.6/10 Good! (1,000 reviews) [](https://expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Keene NH 3 Ash Brook Road Keene NH CA $105 CA $114 total Mar 27 - Mar 28 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.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 $165 CA $182 total Mar 30 - Mar 31 includes taxes & fees 8.6/10 Excellent! (783 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn and Suites Manchester 4519 Main St Manchester Center VT CA $179 CA $197 total Mar 22 - Mar 23 includes taxes & fees 9.6/10 Exceptional! (1,005 reviews) [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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 25 - Mar 26 includes taxes & fees 8.8/10 Excellent! (72 reviews) [](https://expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Springfield Hotel 818 Charlestown Rd Springfield VT CA $184 CA $203 total Mar 23 - Mar 24 includes taxes & fees 8.8/10 Excellent! (841 reviews) [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.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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