Title: Book The Best Hotels in Chester, VT for 2026 from CA $120 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![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=1200&h=500&q=medium) # Find hotels in Chester, VT from CA $120 - ![](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 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=SPA_ON_SITE) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=HOTEL_RESORT) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=POOL) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=CABIN) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&travelerType=family_friendly) 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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=APARTMENT) Condo [](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=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=CONDO) ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-26&endDate=2025-12-28&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) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/69a574aa.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) ### Fullerton Inn [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) Chester Depot 8.2/10 Very good (402) "It was a perfectly clean, perfectly comfortable room in which to read and rest up." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Traveling solo CA $178 CA $194 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/327ad7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/0f0b56c0.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 (107) "this spot was perfect—close to everything nearby, including a great bar just down the street" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen Traveling solo CA $273 CA $298 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/3e81c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/2ed69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (554) "Beautiful hotel with excellent staff and room cleanliness." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek Traveling with partner CA $467 CA $574 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Two Queen Accessible](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/c243995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse B | Living area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/98f6f22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse C](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/309a4723.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 (607) "Property and room super clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $155 CA $185 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/05237c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) Woodstock 8.8/10 Excellent (893) "Great location, clean rooms, and helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/7f8e602c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/bfff23a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/f3a720e5.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 (864) "Was a nice surprise to be upgraded to a room with a little kitchenette and living room with fireplace!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trevor Traveling with friends CA $148 CA $185 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-24a9373a.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/w3835h2558x0y0-ab7af499.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 (1002) "nice hotel staffs, very clean room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) XIANG Traveling for leisure CA $180 CA $198 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.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 (549) "The room was cute , clean , and updated ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa Traveling for leisure and business CA $107 CA $226 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/7c69c2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Bear Lodge at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) Stratton 7.6/10 Good (940) "Free Breakfast / convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenifer CA $237 CA $287 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/a736e5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (927) "Awesome kitchen, comfortable bed, sauna tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith Traveling solo CA $189 CA $216 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/fddae827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/4b2f1194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/e0c2a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox Golf Resort & Spa [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) Manchester Village Historic District 7.4/10 Good (576) "Fortunately. the beds appeared clean and were at least comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie Traveling for leisure CA $206 CA $302 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/2b9fdc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/43a87c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vantage Point Villas at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) Stratton 8.4/10 Very good (70) "Amazing stay - The condo was cozy and perfect for our family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $391 CA $487 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/548b84a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/d24f8b0d.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) ### The Covered Bridge Inn [](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) Brattleboro 7.6/10 Good (1001) "rooms are always clean, well lit property, close to shopping, restaurants and fast food" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianna Traveling with partner CA $109 CA $120 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/a88566dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/e86f622b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/1702fe64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Taconic Hotel by IHG [](https://www.expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) Manchester Village Historic District 9.4/10 Exceptional (817) "The beds are extremely comfortable, and the pillows are soft — just the way I like them." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayanna Traveling with friends CA $233 CA $309 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/7a801e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/1f4ca265.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 (777) "The location was great for skiing at Stratton and close to some wonderful restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annie Traveling with family [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/fea584b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/2a499f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/047760f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Snow Grand Summit Resort [](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) West Dover 8.8/10 Excellent (243) "The showers and toilets are also very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Svitlana Traveling for leisure CA $297 CA $355 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/978b1784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/501f4323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/61c9c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) Brownsville 9.0/10 Wonderful (778) "The rooms were clean with plenty of toiletries" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan Traveling for leisure and business CA $164 CA $201 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/b5010c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/e51d292e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/707e42f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/2680e185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Brattleboro by IHG [](https://www.expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information) Brattleboro 8.8/10 Excellent (1000) "Very clean room, gentlemen at the front desk were welcoming and professional" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Belinda Traveling with family CA $198 CA $218 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/d6e454fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/b9ddca8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) Jackson Gore Base Area 8.6/10 Excellent (838) "The hotel was peaceful and clean, perfect for the weekend getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrence Traveling for leisure CA $492 CA $598 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Fireplace, Mountainside](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/e3012ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/1e06337a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/8cc0d819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deerfield Valley Inn [](https://www.expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) West Dover 9.6/10 Exceptional (86) "The room was spacious, cozy, clean and elegantly decorated with a fireplace." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ESER Traveling with family [](https://www.expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28®ionId=89014&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-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 [](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) ## 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=2025-12-27&endDate=2025-12-28&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) ### Stay near popular Chester attractions Chester, Vermont, is perfect for ski and adventure vacations, offering a variety of outdoor and cultural experiences. Visitors can explore notable attractions such as Chester Castle and the charming Chester city. The area features stunning parks and national/state parks, making it an ideal destination for families and sports enthusiasts alike. Enjoy the blend of natural beauty and local culture that Chester has to offer! [](https://expedia.ca/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels) #### Bonnie's Bundles Dolls Bonnie's Bundles Dolls offers a charming experience with romantic vibes, showcasing an exquisite collection of dolls that evoke nostalgia and whimsy, perfect for a memorable visit. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561865050) [](https://expedia.ca/DaVallia-Art-Accents-Hotels.0-l553248621532666916-0.Travel-Guide-Filter-Hotels) #### DaVallia Art & Accents Explore the vibrant atmosphere of DaVallia Art & Accents, where captivating art meets rich cultural vibes, offering a unique experience for every visitor. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666916) ## More cheap stays in Chester ![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 $112 CA $122 total Dec 18 - Dec 19 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Claremont Motor Lodge](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Claremont Motor Lodge 16 Beauregard St Claremont NH CA $139 CA $151 total Dec 17 - Dec 18 includes taxes & fees 8.6/10 Excellent! (446 reviews) [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.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 $147 CA $162 total Dec 21 - Dec 22 includes taxes & fees 8.4/10 Very Good! (740 reviews) [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Latchis Hotel 50 Main Street Brattleboro VT CA $174 CA $191 total Dec 14 - Dec 15 includes taxes & fees 8.4/10 Very Good! (835 reviews) [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.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 $180 CA $198 total Dec 14 - Dec 15 includes taxes & fees 9.6/10 Exceptional! (1,000 reviews) [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Brattleboro 1378 Putney Road Brattleboro VT CA $197 CA $217 total Dec 19 - Dec 20 includes taxes & fees 8.2/10 Very Good! (925 reviews) [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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. ## Recent reviews of Chester hotels ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 5/5 Excellent "Yea" A verified traveller stayed at Pointe at Castle Hill Resort Posted 1 day ago [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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 5/5 Excellent "Price, clean and spacious room, comfy bed." A verified traveller from Avon stayed at Comfort Inn & Suites Brattleboro I-91 Posted 1 day ago [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![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 5/5 Excellent "Clean room, very nice staff, everything was excellent! " A verified traveller stayed at Holiday Inn Club Vacations Mount Ascutney Resort by IHG Posted 2 days ago [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 5/5 Excellent "Complimentary breakfast was nice. Room was clean. " A verified traveller stayed at The Black Bear Lodge at Stratton Mountain Resort Posted 5 days ago [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 5/5 Excellent "Room was clean and smelled good, no unpleasant odors. Check-in very polite and helpful." A verified traveller stayed at Keene Elm City Hotel, an Ascend Collection Hotel Posted 5 days ago [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 5/5 Excellent "Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! " A verified traveller stayed at The Palmer House Resort, an Ascend Collection Hotel Posted 6 days ago [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 5/5 Excellent "After reading reviews I was pleasantly surprised of the high quality of our room. We had a premium king room in the river house. Was large and bathroom was also large with a jacuzzi tub, shared balcony overlooking the river. Walking distance to town, shops and restaurants. Only stayed one night for a wedding in town but overall had a very good experience!" A verified traveller stayed at The Shire Woodstock Posted 6 days ago [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 5/5 Excellent "Nice bar, comfortable lobby for meeting and greeting. Room was squeaky clean with great bed and shower. Love it here!" A verified traveller stayed at Kimpton Taconic Hotel by IHG Posted 8 days ago [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 5/5 Excellent "Excellent place to stay anytime of the year." A verified traveller stayed at On The River Inn Posted 9 days ago [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Chester? > For couples planning a romantic escape, Chester Depot provides an idyllic backdrop. Stroll hand-in-hand along the scenic paths or enjoy a cosy meal at one of the charming bistros. The peaceful surroundings and stunning views create the great setting for memorable moments together. > > > Families will also find Chester Depot appealing, as it offers a wealth of outdoor adventures suitable for all ages. From exploring the nearby state parks to enjoying family-friendly festivals, there's something for everyone. The community's warm hospitality ensures that families feel right at home while making lasting memories. ### What are the best hotels in Chester that travellers recommend? ### What are the best family hotels in Chester? ### What hotels in Chester offer free breakfast? ### What are the best budget hotels in Chester? > For families, the Stone Hearth Inn is particularly accommodating, providing free cribs and highchairs, along with an assortment of books and games for children. This thoughtful attention to family needs creates a inviting space for those traveling with kids. > > > Another budget-friendly property in Chester is the [Motel in the Meadow](https://www.expedia.ca/Chester-Hotels-Motel-In-The-Meadow.h14724639.Hotel-Information), which has a review score of 8.4\. This cozy motel allows pets, making it an excellent choice for families who want to travel with their furry companions. Guests appreciate the included continental breakfast and the convenience of free self-parking. View all [budget hotels in Chester](https://www.expedia.ca/Chester-Hotels-Cheap-Hotels.0-0-d89014-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Chester? > The peak tourist season runs from July to August when Chester sees the highest influx of visitors. During these months, you can enjoy a lively atmosphere, with numerous outdoor activities and cultural events taking place. The pleasant weather encourages leisurely strolls along the River Dee or through the picturesque rows of half-timbered buildings in the city centre. > > > If you're someone who enjoys a good balance between pleasant weather and fewer crowds, May is particularly appealing. The blooming flowers in the city's parks and gardens create an enchanting backdrop for your adventures, while the overall atmosphere remains relaxed and welcoming. Plus, with lower accommodation prices compared to the peak summer months, you'll find excellent value for your stay. > > > September is another wonderful option, especially for couples or those interested in cultural experiences. The city often hosts events celebrating local heritage, giving you a chance to engage with the community and discover Chester's rich history. Outdoor dining becomes a delightful experience as many restaurants offer al fresco seating, allowing you to enjoy local delicacies while soaking in the charming surroundings. ### 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) - [Resorts in Andover ](https://www.expedia.ca/Andover-Resort-Hotels.d6023580-aaResortHotels.Travel-Guide-Accommodation) - [Ascutney Hotels ](https://www.expedia.ca/Ascutney-Hotels.d6046953.Travel-Guide-Hotels) - [Athens Hotels ](https://www.expedia.ca/Athens-Hotels.d553248634998621896.Travel-Guide-Hotels) - [B&B in Baltimore ](https://www.expedia.ca/Baltimore-Bed-And-Breakfast.d553248634998594212-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Baltimore ](https://www.expedia.ca/Baltimore-Hostels.d553248634998594212-aaHostels.Travel-Guide-Accommodation) - [Hotels with a Pool in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotel-With-Pool.0-0-d553248634998594212-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Motels in Baltimore ](https://www.expedia.ca/Baltimore-Motels.d553248634998594212-aaMotels.Travel-Guide-Accommodation) - [Resorts in Baltimore ](https://www.expedia.ca/Baltimore-Resort-Hotels.d553248634998594212-aaResortHotels.Travel-Guide-Accommodation) - [Bellows Falls Hotels ](https://www.expedia.ca/Bellows-Falls-Hotels.d6842.Travel-Guide-Hotels) - [Cavendish Hotels ](https://www.expedia.ca/Cavendish-Hotels.d6023399.Travel-Guide-Hotels) - [Hotels with Tennis Courts in Chester Depot ](https://www.expedia.ca/Chester-Depot-Chester-Hotels-Hotels-With-Tennis-Courts.0-n553248635976384383-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chester Depot ](https://www.expedia.ca/Chester-Depot-Chester-Hotels-Luxury-Hotel.0-n553248635976384383-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chester Depot ](https://www.expedia.ca/Chester-Depot-Chester-Hotels-Pet-Friendly-Hotel.0-n553248635976384383-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chester Depot ](https://www.expedia.ca/Chester-Depot-Chester-Hotels-Romantic-Hotel.0-n553248635976384383-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chester Depot ](https://www.expedia.ca/Chester-Depot-Chester-Hotels-Spa-Hotel.0-n553248635976384383-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chester Depot Hotels ](https://www.expedia.ca/Chester-Depot-Chester-Hotels.0-n553248635976384383-0.Travel-Guide-Filter-Hotels) - [Clock Tower Base Area Hotels ](https://www.expedia.ca/Clock-Tower-Base-Area-Ludlow-Hotels.0-n825490172670586880-0.Travel-Guide-Filter-Hotels) - [Hotels near Fox Run Golf Course ](https://www.expedia.ca/Fox-Run-Golf-Course-Hotels.0-l6115888-0.Travel-Guide-Filter-Hotels) - [B&B in Grafton ](https://www.expedia.ca/Grafton-Bed-And-Breakfast.d184049-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Grafton ](https://www.expedia.ca/Grafton-Castles.d184049-aaCastles.Travel-Guide-Accommodation) - [Chalets in Grafton ](https://www.expedia.ca/Grafton-Chalets.d184049-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Grafton ](https://www.expedia.ca/Grafton-Guest-Houses.d184049-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Grafton ](https://www.expedia.ca/Grafton-Hotels-Adults-Only-Resorts.0-0-d184049-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Grafton ](https://www.expedia.ca/Grafton-Hotels-Beach-Hotel.0-0-d184049-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Grafton ](https://www.expedia.ca/Grafton-Hotels-Boutique-Hotel.0-0-d184049-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Grafton ](https://www.expedia.ca/Grafton-Hotels-Luxury-Hotel.0-0-d184049-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Grafton ](https://www.expedia.ca/Grafton-Hotels-Spa-Hotel.0-0-d184049-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Grafton ](https://www.expedia.ca/Grafton-Hotels-Winery-Hotel.0-0-d184049-tWineryHotel.Travel-Guide-Filter-Hotels) - [Grafton Hotels ](https://www.expedia.ca/Grafton-Hotels.d184049.Travel-Guide-Hotels) - [Inns in Grafton ](https://www.expedia.ca/Grafton-Inns.d184049-aaInns.Travel-Guide-Accommodation) - [Lodges in Grafton ](https://www.expedia.ca/Grafton-Lodges.d184049-aaLodges.Travel-Guide-Accommodation) - [Motels in Grafton ](https://www.expedia.ca/Grafton-Motels.d184049-aaMotels.Travel-Guide-Accommodation) - [Resorts in Grafton ](https://www.expedia.ca/Grafton-Resort-Hotels.d184049-aaResortHotels.Travel-Guide-Accommodation) - [Jackson Gore Base Area Hotels ](https://www.expedia.ca/Jackson-Gore-Base-Area-Ludlow-Hotels.0-n825491060576157696-0.Travel-Guide-Filter-Hotels) - [Hotels near Jamaica State Park ](https://www.expedia.ca/Jamaica-State-Park-Hotels.0-l553248621532666874-0.Travel-Guide-Filter-Hotels) - [Landgrove Hotels ](https://www.expedia.ca/Landgrove-Hotels.d6046153.Travel-Guide-Hotels) - [Londonderry Hotels ](https://www.expedia.ca/Londonderry-Hotels.d127228.Travel-Guide-Hotels) - [Ludlow Hotels ](https://www.expedia.ca/Ludlow-Hotels.d8496.Travel-Guide-Hotels) - [Hotels near Magic Mountain Ski Resort ](https://www.expedia.ca/Magic-Mountain-Ski-Resort-Hotels.0-l6115886-0.Travel-Guide-Filter-Hotels) - [Mount Holly Hotels ](https://www.expedia.ca/Mount-Holly-Hotels.d3000459687.Travel-Guide-Hotels) - [Pet-Friendly Hotels in North Springfield ](https://www.expedia.ca/North-Springfield-Hotels-Pet-Friendly-Hotel.0-0-d184061-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in North Springfield ](https://www.expedia.ca/North-Springfield-Hotels-Spa-Hotel.0-0-d184061-tSpaHotel.Travel-Guide-Filter-Hotels) - [North Springfield Hotels ](https://www.expedia.ca/North-Springfield-Hotels.d184061.Travel-Guide-Hotels) - [Resorts in North Springfield ](https://www.expedia.ca/North-Springfield-Resort-Hotels.d184061-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Okemo Mountain Resort ](https://www.expedia.ca/Okemo-Mountain-Resort-Hotels.0-l6082889-0.Travel-Guide-Filter-Hotels) - [Okemo Village Hotels ](https://www.expedia.ca/Okemo-Village-Ludlow-Hotels.0-n825487745274146816-0.Travel-Guide-Filter-Hotels) - [Perkinsville Hotels ](https://www.expedia.ca/Perkinsville-Hotels.d184065.Travel-Guide-Hotels) - [Castles in Proctorsville ](https://www.expedia.ca/Proctorsville-Castles.d6023678-aaCastles.Travel-Guide-Accommodation) - [Honeymoon Resorts and in Proctorsville ](https://www.expedia.ca/Proctorsville-Hotels-Honeymoon-Hotels.0-0-d6023678-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Proctorsville ](https://www.expedia.ca/Proctorsville-Hotels-Hotels-With-Indoor-Pool.0-0-d6023678-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Proctorsville Hotels ](https://www.expedia.ca/Proctorsville-Hotels.d6023678.Travel-Guide-Hotels) - [B&B in Rockingham ](https://www.expedia.ca/Rockingham-Bed-And-Breakfast.d3000008087-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Rockingham ](https://www.expedia.ca/Rockingham-Chalets.d3000008087-aaChalets.Travel-Guide-Accommodation) - [Hostels in Rockingham ](https://www.expedia.ca/Rockingham-Hostels.d3000008087-aaHostels.Travel-Guide-Accommodation) - [Cheap Hotels in Rockingham ](https://www.expedia.ca/Rockingham-Hotels-Cheap-Hotels.0-0-d3000008087-tCheapHotels.Travel-Guide-Filter-Hotels) - [Rockingham Hotels ](https://www.expedia.ca/Rockingham-Hotels.d3000008087.Travel-Guide-Hotels) - [Motels in Rockingham ](https://www.expedia.ca/Rockingham-Motels.d3000008087-aaMotels.Travel-Guide-Accommodation) - [Luxury Hotels in Saxtons River ](https://www.expedia.ca/Saxtons-River-Hotels-Luxury-Hotel.0-0-d6054130-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Saxtons River Hotels ](https://www.expedia.ca/Saxtons-River-Hotels.d6054130.Travel-Guide-Hotels) - [Inns in Saxtons River ](https://www.expedia.ca/Saxtons-River-Inns.d6054130-aaInns.Travel-Guide-Accommodation) - [South Londonderry Hotels ](https://www.expedia.ca/South-Londonderry-Hotels.d184074.Travel-Guide-Hotels) - [Farmstay in Springfield ](https://www.expedia.ca/Springfield-Agritourism.d10292-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Springfield ](https://www.expedia.ca/Springfield-Bed-And-Breakfast.d10292-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Springfield ](https://www.expedia.ca/Springfield-Chalets.d10292-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Springfield ](https://www.expedia.ca/Springfield-Guest-Houses.d10292-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Cheap-Hotels.0-0-d10292-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Springfield ](https://www.expedia.ca/Springfield-Hotels-Hotels-With-Hot-Tubs.0-0-d10292-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Luxury-Hotel.0-0-d10292-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Pet-Friendly-Hotel.0-0-d10292-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Romantic-Hotel.0-0-d10292-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Ski-Hotel.0-0-d10292-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Springfield ](https://www.expedia.ca/Springfield-Hotels-Spa-Hotel.0-0-d10292-tSpaHotel.Travel-Guide-Filter-Hotels) - [Springfield Hotels ](https://www.expedia.ca/Springfield-Hotels.d10292.Travel-Guide-Hotels) - [Resorts in Springfield ](https://www.expedia.ca/Springfield-Resort-Hotels.d10292-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Vermont Country Store ](https://www.expedia.ca/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels) - [Weathersfield Hotels ](https://www.expedia.ca/Weathersfield-Hotels.d184079.Travel-Guide-Hotels) - [Weston Hotels ](https://www.expedia.ca/Weston-Hotels.d177460.Travel-Guide-Hotels) - [Hotels near Weston Priory ](https://www.expedia.ca/Weston-Priory-Hotels.0-l6330801-0.Travel-Guide-Filter-Hotels) - [B&B in Windham ](https://www.expedia.ca/Windham-Bed-And-Breakfast.d6150553-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Windham ](https://www.expedia.ca/Windham-Hotels-Couples-Resorts-Hotels.0-0-d6150553-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Windham Hotels ](https://www.expedia.ca/Windham-Hotels.d6150553.Travel-Guide-Hotels) - [Resorts in Windham ](https://www.expedia.ca/Windham-Resort-Hotels.d6150553-aaResortHotels.Travel-Guide-Accommodation) - [Flights from Springfield ](https://www.expedia.ca/lp/flights/10292/flights-from-springfield) - [Flights from Grafton ](https://www.expedia.ca/lp/flights/184049/flights-from-grafton) - [Flights from Columbia (CAE) to Springfield (VSF) ](https://www.expedia.ca/lp/flights/cae/vsf/columbia-to-springfield) - [Flights from Charlotte (CLT) to Springfield (VSF) ](https://www.expedia.ca/lp/flights/clt/vsf/charlotte-to-springfield) - [Flights from Wilmington (ILM) to Springfield (VSF) ](https://www.expedia.ca/lp/flights/ilm/vsf/wilmington-to-springfield) - [Flights from Minneapolis (MSP) to Springfield (VSF) ](https://www.expedia.ca/lp/flights/msp/vsf/minneapolis-to-springfield) - [Flights from Ottawa (YOW) to Springfield (VSF) ](https://www.expedia.ca/lp/flights/yow/vsf/ottawa-to-springfield) - [Andover Vacations ](https://www.expedia.ca/Andover.d6023580.Destination-Travel-Guides) - [Visit Andover ](https://www.expedia.ca/Andover.dx6023580) - [Vermont Country Store ](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction) - [Car rental Grafton ](https://www.expedia.ca/Car-Rentals-In-Grafton.d184049.Car-Rental-Guide) - [Car rental Windham ](https://www.expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide) - [Book Hotels in Chester on Expedia.com ](https://www.expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app