Title: Top 10 Hotels in Chester, VT from $88 - Competitive Prices | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx89014)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=POOL) Resort [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=HOTEL_RESORT) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=PETS) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=HOT_TUB) Spa [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=SPA_ON_SITE) Cabin [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=CABIN) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&travelerType=family_friendly) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) Condo [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America®ionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO) ## Check prices for these dates Tonight [Feb 5 - Feb 6](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.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) ### Pointe at Castle Hill Resort [](https://www.expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (972 reviews) "Friendly staff, clean rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirt $142 nightly $154 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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) ![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/7060d495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/450d23d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Hearth Inn and Eatery [](https://www.expedia.com/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) Chester 9.2/10 Wonderful (111 reviews) "So great all around!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet $311 nightly $340 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.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) ![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) ### Fullerton Inn [](https://www.expedia.com/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) Chester Depot 8.2/10 Very Good (412 reviews) "Great staff and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris $129 nightly $141 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/c4d30349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/2b1767e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/a77374fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Mountain Lodge, Tapestry Collection by Hilton [](https://www.expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) Killington 7.4/10 Good (1,000 reviews) "Nice place for a family staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $156 nightly $172 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/bb7b6824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Garden View | Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/4f6e289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Spa Bath | Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/8a170d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1155000/1154949/aa061d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Weathersfield [](https://www.expedia.com/Perkinsville-Hotels-The-Inn-At-Weathersfield.h1154949.Hotel-Information) Perkinsville 10/10 Exceptional (72 reviews) "Wonderful experience, Wonderful staff. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick $196 nightly $214 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Perkinsville-Hotels-The-Inn-At-Weathersfield.h1154949.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo Hotel Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/1d8473ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Castle Queen Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/41e84082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/754a77bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Hill Resort And Spa [](https://www.expedia.com/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) Cavendish 9.0/10 Wonderful (105 reviews) "Great place for a good price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew $254 nightly $277 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17970000/17969100/17969015/547c5c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17970000/17969100/17969015/bb1e9eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/18000000/17970000/17969100/17969015/b1cefbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17970000/17969100/17969015/04a30284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golden Stage Inn B&B [](https://www.expedia.com/Cavendish-Hotels-Golden-Stage-Inn-Bed-And-Breakfast.h17969015.Hotel-Information) Cavendish 10/10 Exceptional (37 reviews) "Food was great, staff was super kind and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Uri [](https://www.expedia.com/Cavendish-Hotels-Golden-Stage-Inn-Bed-And-Breakfast.h17969015.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/67ba1eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Laptop workspace, iron/ironing board, rollaway beds, free WiFi](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.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (822 reviews) "The whole building was very clean. The holiday decorations were so cute and the breakfast was pretty good too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine $152 nightly $167 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/645e5fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/4a1ad77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/1c6e2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (562 reviews) "Excellent hotel, staff well trained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian $349 nightly $384 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/2ad31178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/02631e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/76338d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/fa6d9e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hartness House [](https://www.expedia.com/Springfield-Hotels-Hartness-House-Inn.h9715200.Hotel-Information) Springfield 8.2/10 Very Good (333 reviews) "nice folks, practical place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark $165 nightly $182 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Springfield-Hotels-Hartness-House-Inn.h9715200.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/e39e227b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/9203f709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![30-inch flat-screen TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/ee42c4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/d59fdf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHO Inn & Motor Lodge [](https://www.expedia.com/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) Weston 9.4/10 Exceptional (58 reviews) "Good place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) steven $178 nightly $194 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/e4ab8f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/19942074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/2bcff138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/ff2febb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gentian Lodge at Magic Mountain [](https://www.expedia.com/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) Londonderry 9.2/10 Wonderful (113 reviews) "Lovely pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather $171 nightly $189 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/4061cf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Queen with Balcony | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/03fd0b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington [](https://www.expedia.com/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) Killington 9.2/10 Wonderful (989 reviews) "Clean room, friendly staff, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viktor $261 nightly $288 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/ea77c71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/27e1cc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/9331b839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG [](https://www.expedia.com/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) Brownsville 9.0/10 Wonderful (791 reviews) "Good rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ke $144 nightly $157 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/693700/693673/14ae3f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/693700/693673/6911fba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/700000/693700/693673/9ba52749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/700000/693700/693673/323f8d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Grand Hotel [](https://www.expedia.com/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information) Base Area 8.8/10 Excellent (201 reviews) "Spacious room and close to the lifts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $1,438 nightly $1,576 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 Bedroom, Jetted Tub - Non-Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain [](https://www.expedia.com/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) Londonderry 8.2/10 Very Good (691 reviews) "This place was a dream, everybody was so nice! We felt at home and safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gracie $125 nightly $137 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/01c7b4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/910c669e.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) ### Grand Summit Resort, A Vail Resorts Property [](https://www.expedia.com/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) West Dover 8.6/10 Excellent (254 reviews) "Ski slopes were accessible and pool was really nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia $336 nightly $369 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/323d1a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/48358610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Align Inn Vermont [](https://www.expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.Hotel-Information) Quechee 9.4/10 Exceptional (1,100 reviews) "Clean room, nice breakfast, nice restaurant next door" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $120 nightly $132 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.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.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20®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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d89014.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/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. [Learn more about Chester](https://www.expedia.com/Chester.dx89014) - 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.com/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, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976384383) ## Stay near popular Chester attractions ### Bonnie's Bundles Dolls This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561865050) ### DaVallia Art & Accents This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666916) ## Learn more about Chester Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store. [See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&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 ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Staff very nice and professional. Hotel clean" [](https://expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "." [](https://expedia.com/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Clean room! Great food!" [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!" [](https://expedia.com/Woodstock-Hotels-The-Shire-Woodstock.h10453651.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 "Staff was great! Used the business office which was easily accessible, location is great! " [](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Bromley View Inn](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "Clean room/ great breakfast" [](https://expedia.com/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Awesome stay thank you" [](https://expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1_y.jpg) ### Long Trail House at Stratton Mountain Resort 10/10 Excellent "Nice place and great location!!!" [](https://expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "The MV was perfect for a getaway to the southern greens for snow. Place was clean, great water pressure, and heat. Had to upgrade my room and it wasn't a problem. Looking forward to coming back. " [](https://expedia.com/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ## 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 $81 nightly $88 total Feb 8 - Feb 9 Total with taxes and fees 7/10 Good! (999 reviews) [](https://expedia.com/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 $105 nightly $114 total Feb 17 - Feb 18 Total with taxes and fees 8.6/10 Excellent! (467 reviews) [](https://expedia.com/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.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 $114 nightly $125 total Mar 1 - Mar 2 Total with taxes and fees 8.2/10 Very Good! (940 reviews) [](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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 $123 nightly $135 total Mar 1 - Mar 2 Total with taxes and fees 8.4/10 Very Good! (760 reviews) [](https://expedia.com/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 $123 nightly $135 total Mar 2 - Mar 3 Total with taxes and fees 8.4/10 Very Good! (845 reviews) [](https://expedia.com/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 $130 nightly $143 total Feb 22 - Feb 23 Total with taxes and fees 9.6/10 Exceptional! (1,000 reviews) [](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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.com/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.com/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.com/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.com/2Star-Chester-Hotels.s20-0-d89014.Travel-Guide-Filter-Hotels) ## Find out more about Chester ### Top reasons to visit Chester - **Outdoor Adventures:** Chester offers a range of activities, from skiing in winter to hiking in the warmer months, perfect for adventure enthusiasts. - **Charming Downtown:** Explore quirky shops and historical sites in Chester's delightful downtown area. - **Family-Friendly Activities:** Discover local parks and history museums, ideal for family outings. - **Cozy Accommodations:** Enjoy a variety of lodging options, including charming bed & breakfasts and agritourism stays. - **Scenic Beauty:** Experience the picturesque landscapes that make Chester a hidden gem for relaxation. ### Find great hotels near Chester Explore the charming town of Chester, Vermont, where you can find a range of cozy accommodations, including agritourism properties and delightful bed & breakfasts. Whether you’re looking for family-friendly options, adventure-filled stays, or pet-friendly getaways, Chester has something for everyone. Discover various hotels and inns, complete with helpful reviews and comfortable rooms, to make your vacation memorable. - **[Best Western Springfield Hotel: ](https://www.expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)** Located 8 miles from Chester, the Best Western Springfield Hotel offers a welcoming atmosphere for travelers seeking a pet-friendly experience. This hotel is ideal for those who wish to bring their furry companions along for the adventure. With amenities designed for pet owners, including a pet policy that permits dogs and waives fees for service animals, guests can enjoy a comfortable stay without leaving their pets behind. The hotel is well-equipped for a relaxing vacation, ensuring you feel right at home during your visit. - **[Pointe at Castle Hill Resort: ](https://www.expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)** Situated 9 miles from Chester, the Pointe at Castle Hill Resort is a 3.5-star retreat perfect for those looking for a blend of relaxation and adventure. This property caters to business travelers with multiple meeting rooms and an accessible business center, while also offering exciting outdoor activities like skiing, horse riding, and biking nearby. For relaxation, guests can indulge in a full-service spa featuring hot stone massages and aromatherapy treatments. Whether you're here for business or leisure, this resort provides a versatile experience tailored to your needs. - **[Jackson Gore Village: ](https://www.expedia.com/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)** Jackson Gore Village, located 13 miles from Chester, is an excellent choice for families and golf enthusiasts. This 3-star lodging is perfect for those looking to enjoy a ski vacation, with easy access to ski lifts and shuttles. Families will appreciate the variety of child-friendly amenities, including a mini-golf course, an arcade game room, and a shared playground. Guests can also relish in the golf-themed activities available on-site, making it a fun-filled destination for both adults and children alike. ### Where to stay near Chester Chester, Vermont, is a hidden gem for travelers seeking a blend of adventure and relaxation. Enjoy skiing in the winter or explore the charming downtown filled with friendly locals and historical sites. Ideal for a weekend getaway, Chester offers a variety of recreational opportunities, from outdoor sports to serene walks. Nearby areas present a luxurious atmosphere, making it perfect for budget-conscious travelers who still want to indulge in scenic beauty and warm hospitality. - **[Ludlow: ](https://www.expedia.com/Ludlow-Hotels.d8496.Travel-Guide-Hotels)** Nestled approximately 11 miles from Chester, Ludlow is a vibrant city that attracts visitors year-round, particularly during the winter months from December to February. Known for its thrilling ski resorts, Ludlow is a haven for adventure seekers and sports enthusiasts. The local terrain features stunning mountains and valleys, with easy access to ski fields that promise exciting winter sports experiences. In addition to skiing, visitors can enjoy the picturesque views of nearby lakes, making Ludlow a perfect blend of adventure and natural beauty. - **[Springfield: ](https://www.expedia.com/Springfield-Hotels.d10292.Travel-Guide-Hotels)** Located just 6 miles from Chester, Springfield is a charming city with a welcoming atmosphere for travelers. The city's visitor numbers peak during February, July, and September, making it a year-round destination for outdoor activities. Springfield is another hotspot for skiing, offering access to excellent ski fields and resorts. The area is also known for its scenic lakes and proximity to a national state park, providing ample opportunities for hiking, fishing, and exploring Vermont's beautiful landscapes. - **[Grafton: ](https://www.expedia.com/Grafton-Hotels.d184049.Travel-Guide-Hotels)** Also situated 6 miles away from Chester, Grafton boasts a serene environment that welcomes tourists seeking outdoor adventures. With peak visitor traffic in July and September to October, the city offers a range of activities focused on skiing and outdoor exploration. Grafton's stunning natural surroundings include breathtaking mountains and tranquil valleys, perfect for hiking, picnicking, and enjoying the great outdoors. The local ski resorts add to the excitement, making Grafton an ideal destination for those looking to connect with nature. ### Things to do near Chester Chester, Vermont, is an ideal destination for outdoor enthusiasts seeking adventure and sports. Visitors can indulge in skiing at local resorts and explore the surrounding ski fields. In addition to outdoor activities, Chester boasts quirky shops that offer unique finds, making it a perfect spot for a memorable vacation filled with both excitement and charm. **Shopping** In Chester, you can explore the charming [Vermont Country Store](https://www.expedia.com/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels) and [My Minds Design](https://www.expedia.com/My-Minds-Design-Hotels.0-l553248621532666897-0.Travel-Guide-Filter-Hotels), both located 6 miles away. If you're up for a drive, check out the [West River Farmers Market](https://www.expedia.com/West-River-Farmers-Market-Hotels.0-l553248621532666878-0.Travel-Guide-Filter-Hotels), 11 miles from Chester, where you can enjoy a lively atmosphere and local produce. **Recreation** Enjoy a round of golf at [Fox Run Golf Course](https://www.expedia.com/Fox-Run-Golf-Course-Hotels.0-l6115888-0.Travel-Guide-Filter-Hotels), where you can soak in the beautiful outdoor scenery. For a relaxing experience, visit [The Ice House Ice Skating](https://www.expedia.com/The-Ice-House-Ice-Skating-Hotels.0-l825491671559647232-0.Travel-Guide-Filter-Hotels), perfect for unwinding on the ice. [Stratton Mountain Golf Course](https://www.expedia.com/Stratton-Mountain-Golf-Course-Hotels.0-l553248621532666869-0.Travel-Guide-Filter-Hotels) also offers a scenic setting for golf enthusiasts. **Adventure** At [Okemo Mountain Resort](https://www.expedia.com/Okemo-Mountain-Resort-Hotels.0-l6082889-0.Travel-Guide-Filter-Hotels), 11 miles from Chester, enjoy thrilling skiing on diverse trails perfect for all skill levels. [Morningside Flight Park](https://www.expedia.com/Morningside-Flight-Park-Hotels.0-l553248621532666955-0.Travel-Guide-Filter-Hotels), 12 miles away, offers breathtaking scenic flights that showcase stunning landscapes. For a unique experience, ride the [Solitude Express Ski Lift](https://www.expedia.com/Solitude-Express-Ski-Lift-Hotels.0-l750085676808343552-0.Travel-Guide-Filter-Hotels), also 12 miles from Chester, for exhilarating mountain views. **Nightlife** Experience the charm of Chester's nightlife with a show at the [Weston Playhouse](https://www.expedia.com/Weston-Playhouse-Hotels.0-l6330791-0.Travel-Guide-Filter-Hotels), only 10 miles away, for a touch of culture and romance. For adventure seekers, [Maple Lanes](https://www.expedia.com/Maple-Lanes-Hotels.0-l553248621532666956-0.Travel-Guide-Filter-Hotels) arcade, 14 miles away, offers thrilling games, while the [Bellows Falls Opera House](https://www.expedia.com/Bellows-Falls-Opera-House-Hotels.0-l6330782-0.Travel-Guide-Filter-Hotels), 12 miles away, enhances the evening with entertainment. \*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 in the cheaper months of April to May and November, with Tuesday being the least expensive day to stay. Use Expedia's search tool to find budget-friendly hotels, and filter for Eco-certified options for sustainable choices. Look for package deals that combine flights, hotels, and activities for additional savings. Joining Expedia's One Key membership can also provide exclusive discounts and earn you OneKeyCash for future bookings. Exploring free local attractions and utilizing public transport can further enhance your budget-friendly experience. - **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:** Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can arrange your results to display the lowest prices first, making it easy to find the most affordable hotels. Additionally, you have the option to refine your search by hotel type. By selecting the Eco-certified filter, you'll be shown sustainable and environmentally friendly hotels available for booking. - **Consider bundling your trip:** You can potentially save money by combining your hotel stay in Chester with your flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions in and around Chester Chester, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering a variety of outdoor activities. Visitors can explore local parks, national and state parks, and history museums, making it perfect for those seeking cultural and family experiences. With its charming surroundings, Chester provides numerous attractions that cater to both adventure seekers and those interested in history. - **[DaVallia Art & Accents: ](https://www.expedia.com/DaVallia-Art-Accents-Hotels.0-l553248621532666916-0.Travel-Guide-Filter-Hotels)** Immerse yourself in the vibrant culture of Chester at DaVallia Art & Accents, a charming gallery showcasing local and regional artists. Enjoy unique artworks and handcrafted items that reflect the artistic spirit of the area. - **[Lowell Lake State Park: ](https://www.expedia.com/Lowell-Lake-State-Park-Hotels.0-l553248621561864975-0.Travel-Guide-Filter-Hotels)** Experience adventure and breathtaking scenery at Lowell Lake State Park, located 9 miles from Chester. Explore scenic trails, enjoy picnicking by the lake, or partake in outdoor activities like kayaking and hiking amidst stunning natural views. - **[Bonnie's Bundles Dolls: ](https://www.expedia.com/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels)** Step into a world of charm at Bonnie's Bundles Dolls, where you can discover beautifully crafted dolls that evoke a sense of nostalgia and romance. This unique attraction offers a delightful experience for doll collectors and enthusiasts alike. ### Best time to go to Chester The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 When planning your trip to Chester, Vermont, there are three major airports to consider. Lebanon Municipal Airport ([LEB](https://www.expedia.com/Lebanon-Municipal-Airport-Hotels.0-aLEB-0.Travel-Guide-Filter-Hotels)) is located 29 miles away, with nearby hotel options such as the 4-star [Hanover Inn Dartmouth](https://www.expedia.com/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information), 5 miles from the airport, and the 3-star [Hotel Coolidge](https://www.expedia.com/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information), 2 miles away. Rutland Southern Vermont Regional Airport ([RUT](https://www.expedia.com/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) is 25 miles from Chester, with hotels like the 3.5-star [Killington Grand Hotel](https://www.expedia.com/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), 10 miles away, and the [Killington Mountain Lodge](https://www.expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information), also 11 miles distant. The closest is Hartness State Airport ([VSF](https://www.expedia.com/Hartness-State-Airport-Hotels.0-aVSF-0.Travel-Guide-Filter-Hotels)) in Springfield, just 7 miles away, with accommodations like the 4-star Inn at Weathersfield, 1 mile from the airport. ## Frequently asked questions ### What is the best area to stay in Chester? > This central area is characterized by its well-preserved 19th-century architecture, including the iconic stone village library and several historic inns. Main Street and North Street intersect here, forming the core of the town with local shops and eateries. It's a very walkable area, allowing easy access to everything Chester has to offer. Couples looking for a quiet, picturesque New England getaway will appreciate the tranquil setting and the convenience of having dining and shopping within a short stroll. > > > For travelers seeking a more secluded and expansive experience, particularly families, the areas just outside the Village Green, offering larger accommodations like vacation rentals or inns with more acreage, are ideal. These properties often provide more space for children to play and are still just a short drive from the village center. ### What are the best hotels in Chester that travelers recommend? > The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is praised for its excellent and delicious breakfast, which is provided free of charge. Guests frequently mention the comfortable and clean rooms, as well as the excellent hospitality. The hotel also boasts a beautiful location with mountain views and is convenient for mountain climbing and mountain biking activities. > > > The King & Queen Suite in Historic Inn Circa 1780, rated 9.8, offers air conditioning and a kitchen, along with a porch or patio for relaxation. This historic inn is located in a mountainous area and is close to Bonnie's Bundles Dolls. > > > Another excellent option is Room in Historic Inn. 20 Minutes to Okemo., which has a 9.2 rating. This accommodation also features air conditioning, a kitchen, and a balcony or patio. It is situated in a mountainous area and is very close to Bonnie's Bundles Dolls. Guests particularly highlight the super comfortable pillows. ### 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. Guests consistently praise its delicious breakfast, comfortable and clean rooms, and excellent food and hospitality. The inn provides amenities such as free cribs and rollaway beds, highchairs for children, and games and books for younger guests. Its beautiful location offers mountain views, and activities like mountain climbing and biking are available nearby. > > > Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, boasting a remarkable 9.8 rating. This accommodation offers a kitchen, games for children, and is situated in a mountainous area. It is conveniently located just half a mile from Bonnie's Bundles Dolls. > > > The Room in Historic Inn. 20 Minutes to Okemo., with a 9.2 rating, also caters to families. This option includes a kitchen, a sofa bed, and features a porch, balcony, or patio for relaxation. Like the King & Queen Suite, it is also in a mountainous setting and is half a mile from Bonnie's Bundles Dolls. Find more [child-friendly accommodations in Chester](https://www.expedia.com/Chester-Hotels-Family-Hotel.0-0-d89014-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What hotels in Chester offer free breakfast? > The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, provides free buffet breakfast daily. Guests frequently praise its great food and comfortable rooms, and the location is described as beautiful, offering mountain views and nearby opportunities for mountain climbing and biking. Free self-parking and WiFi are also available. > > > Another excellent option is the Fullerton Inn, which has an 8.2 rating and offers free continental breakfast. Guests consistently highlight the great food and cozy, clean rooms, as well as the friendly and helpful staff. Free self-parking and WiFi are included. > > > The Motel in the Meadow, with an 8.4 rating, also provides free continental breakfast daily. This hotel offers the added convenience of allowing pets to stay for free, along with free self-parking and WiFi. Find more [hotels with free breakfast in Chester](https://www.expedia.com/Chester-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d89014-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Chester? > The Motel in the Meadow, with an 8.4 rating, warmly welcomes pets, and they stay free of charge. Guests can also enjoy a complimentary continental breakfast, adding to the convenience of their stay. See more [pet-friendly hotels in Chester](https://www.expedia.com/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 comfortable and clean rooms. Guests consistently praise the delicious and free breakfast, excellent food, and the beautiful location. Complimentary self-parking and free WiFi are also provided. > > > Another great option is the Motel in the Meadow, which holds an 8.4 rating. This motel is convenient for pet owners as pets stay free. It also offers complimentary self-parking, free continental breakfast, and free WiFi. > > > The Fullerton Inn, rated 8.2, is also a good choice. Guests often praise the great and delicious food, cozy and clean rooms, and the friendly and helpful staff. The inn provides free self-parking, free continental breakfast, and free WiFi. View all [budget hotels in Chester](https://www.expedia.com/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 praised by guests for its comfortable and clean rooms, excellent hospitality, and delicious, complimentary buffet breakfast. The beautiful location offers splendid mountain views, and the inn provides free WiFi and free self-parking. It is also conveniently located near opportunities for mountain climbing and mountain biking, making it ideal for active couples. ### What are the best hotels in Chester near Bonnie's Bundles Dolls? > The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is located 1.2 miles from Bonnie's Bundles Dolls. This inn is much-loved for its comfortable and clean rooms, delicious breakfast, and excellent hospitality. It also provides family-friendly amenities such as cribs, highchairs, games, and books for children, and offers views of the mountains. > > > The Fullerton Inn, rated 8.2, is conveniently situated just 0.5 miles from Bonnie's Bundles Dolls. Guests frequently praise its cozy and clean rooms, friendly staff, and the great food served at its on-site restaurant. This inn provides free breakfast, free continental breakfast, and free self-parking, along with free WiFi and complimentary toiletries. > > > The King & Queen Suite in Historic Inn Circa 1780, with an impressive 9.8 rating, is also only 0.5 miles from Bonnie's Bundles Dolls. This historic inn offers a kitchen and games for children, and guests have noted the good coffee available. Its location also provides mountain views. ### When is the best time to go to Chester? > For those seeking picturesque landscapes, the fall offers a spectacular display of vibrant reds, oranges, and yellows across the Green Mountains. This period is ideal for scenic drives along Route 103 or hiking trails, where the crisp air and colorful surroundings create a memorable experience. Couples often find this time particularly romantic for a getaway. > > > Summer is great for travelers who enjoy outdoor adventures. The weather is generally warm and pleasant, making it suitable for exploring the numerous hiking and biking trails, visiting local farms, or enjoying a picnic by the Williams River. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Chester hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Depot ](https://www.expedia.com/Chester-Depot-Chester-Hotels.0-n553248635976384383-0.Travel-Guide-Filter-Hotels) - [Hotels near Bonnie's Bundles Dolls ](https://www.expedia.com/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels) - [Andover Hotels ](https://www.expedia.com/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [B&B in Andover ](https://www.expedia.com/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Andover ](https://www.expedia.com/Andover-Cabins.d6023580-aaCabins.Travel-Guide-Accommodation) - [Resorts in Andover ](https://www.expedia.com/Andover-Resorts.d6023580-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Andover ](https://www.expedia.com/5Star-Andover-Hotels.s50-0-d6023580.Travel-Guide-Filter-Hotels) - 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