Title: Best Apartments in Chester, VT for Your Vacation from $172 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx89014)[Hotels in Chester](https://expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)[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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester apartments ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/04000126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/dec25c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den [](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information) Dover 9.2/10 Wonderful (22 reviews) "Highly recommend clean beautiful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas D. $282 nightly $318 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/32e08d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5813deda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/39387b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/4e3b9b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Double Queen Suite | 10 Mins to Killington [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) Bridgewater 8.8/10 Excellent (5 reviews) "This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna L. $197 nightly $215 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121770000/121762500/121762412/2839dc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121770000/121762500/121762412/6211d6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121770000/121762500/121762412/afc852a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121770000/121762500/121762412/ad439812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Large 2-bedrooms with office in Keene [](https://www.expedia.com/Keene-Hotels-Central-Large-3-Bedroom-Apartment-In-Keene.h121762412.Hotel-Information) Keene 10/10 Exceptional (2 reviews) "We really enjoyed our stay! Jess is a great host! Very flexible and helpful and always was available if we communicated with her she got right back to us!The place was exactly as depicted in pictures and continently located to Granite Gore mountain and downtown Keene!We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisa S. $159 nightly $172 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Central-Large-3-Bedroom-Apartment-In-Keene.h121762412.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/39b8fc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/9c3e040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/f52abcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/59f11c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Efficient condo near slopes with kitchenette & great location [](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information) Ludlow 8.6/10 Excellent (32 reviews) "Nice place close to mountain easy in easy out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron B. $204 nightly $230 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/38f7fdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/965a693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bromley Retreat [](https://www.expedia.com/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information) Bromley Mountain 9.4/10 Exceptional (10 reviews) "As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa P. $300 nightly $339 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/856198d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/5f696632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/a7362efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/b6f307fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Well-appointed studio right downtown - less than a mile to Okemo Mountain [](https://www.expedia.com/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information) Ludlow 8.6/10 Excellent (12 reviews) "Clean with everything we needed for a few nights stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra S. $276 nightly $312 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/6d76f584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/199e0f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/6dcb8ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/c4046f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn [](https://www.expedia.com/West-Dover-Hotels-Mt-Snow-Condo-With-Pool-Mountain-Views-12-Mile-To-Mtn.h96021068.Hotel-Information) Dover 9.6/10 Exceptional (5 reviews) "Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayanne S. $421 nightly $475 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Mt-Snow-Condo-With-Pool-Mountain-Views-12-Mile-To-Mtn.h96021068.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38194900/38194814/w1999h1332x1y1-7c3c3328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38194900/38194814/w2000h1332x0y1-bab1ded3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38194900/38194814/w1999h1332x1y1-694963e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38194900/38194814/w1997h1332x0y1-b5bcbc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 103 Deluxe One bedroom Queen Suite w/ outdoor heated pool [](https://www.expedia.com/Killington-Hotels-103-Deluxe-One-Bedroom-Queen-Suite-W-Outdoor-Heated-Pool.h38194814.Hotel-Information) Killington 9.6/10 Exceptional (17 reviews) "Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah M. $239 nightly $261 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-103-Deluxe-One-Bedroom-Queen-Suite-W-Outdoor-Heated-Pool.h38194814.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/24b58385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/f19c2ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/41ea60d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/f02964b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna [](https://www.expedia.com/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information) Stratton $193 nightly $218 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/w512h683x256y0-c202cc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/42f22084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/w512h683x256y0-cfd75642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/w910h683x57y0-eeb31612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House [](https://www.expedia.com/West-Dover-Hotels-6BD-3BA-Mount-Snow-VT-Ski-Back-Trail-Shuttle.h113732215.Hotel-Information) Dover $643 nightly $727 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-6BD-3BA-Mount-Snow-VT-Ski-Back-Trail-Shuttle.h113732215.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/4a93132f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/91caff7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/249fcf43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/ac25f168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Suite | 10 Min to Woodstock & Killington [](https://www.expedia.com/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) Bridgewater 10/10 Exceptional (5 reviews) "We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosie L. $189 nightly $207 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/527e393f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/8ea0f7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/1a688f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/f0755ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home with Colonial Charm in Manchester [](https://www.expedia.com/Manchester-Center-Hotels-Historic-Home-With-Colonial-Charm-In-Manchester.h118754448.Hotel-Information) Manchester $379 nightly $428 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Manchester-Center-Hotels-Historic-Home-With-Colonial-Charm-In-Manchester.h118754448.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/13076901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/7ddaf7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/ebe22124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/cf3838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Suite | 10 Min to Killington & Woodstock [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) Bridgewater 9.2/10 Wonderful (7 reviews) "Overall, a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan J. $176 nightly $193 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/beac47e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/w1024h677x0y3-fe132eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/w1024h680x0y3-f605bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/w1024h680x0y0-130c7974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Okemo | Studio Condo + Loft | Near Slopes + Pool [](https://www.expedia.com/Ludlow-Hotels-Okemo-Studio-Condo-Loft-Near-Slopes-Pool.h96900398.Hotel-Information) Jackson Gore Base Area 10/10 Exceptional (2 reviews) "Very conveinent check in, nice property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $485 nightly $535 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Okemo-Studio-Condo-Loft-Near-Slopes-Pool.h96900398.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/69136b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/db0bd570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/48833132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/eec23673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway. [](https://www.expedia.com/Wallingford-Hotels-Quiet-Apt-Close-To-Okemo-And-Killington-Off-Rt-7-With-Private-Driveway.h126773059.Hotel-Information) Wallingford $187 nightly $209 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Wallingford-Hotels-Quiet-Apt-Close-To-Okemo-And-Killington-Off-Rt-7-With-Private-Driveway.h126773059.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/cacc5348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/3485b063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/a8509aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/aedd8286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Mountain Retreat w/ Chef’s Kitchen [](https://www.expedia.com/Manchester-Center-Hotels-Modern-Mountain-Retreat-W-Chefs-Kitchen.h118925261.Hotel-Information) Manchester $416 nightly $470 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Manchester-Center-Hotels-Modern-Mountain-Retreat-W-Chefs-Kitchen.h118925261.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/a0b2c466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/a462fd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/d874013d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/34ebb77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Studio | Murphy Bed + Sofa [](https://www.expedia.com/West-Dover-Hotels-Deluxe-Studio-Murphy-Bed-Sofa.h113670772.Hotel-Information) West Dover $408 nightly $450 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Deluxe-Studio-Murphy-Bed-Sofa.h113670772.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/de4dc3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/ba2cdf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/d6be40c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/e1bd917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Suite | Minutes to Killington | Skiing [](https://www.expedia.com/Bridgewater-Hotels-Long-Trail-Suite-At-The-Bridgewater-Inn.h90115094.Hotel-Information) Bridgewater 8.0/10 Very Good (2 reviews) "clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda K. $221 nightly $242 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-Long-Trail-Suite-At-The-Bridgewater-Inn.h90115094.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/bd9e5999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a8fc6b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/023bb657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a9f17f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio Condo with Great Location, WiFi & Kitchenette [](https://www.expedia.com/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information) Ludlow 8.8/10 Excellent (30 reviews) "Great location and great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda G. $211 nightly $239 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/d59bd417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/51a8f483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/79d773f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/2b442c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio | Ski-In Access + Kitchenette [](https://www.expedia.com/West-Dover-Hotels-Cozy-Studio-Ski-In-Access-Kitchenette.h113670768.Hotel-Information) West Dover 10/10 Exceptional (3 reviews) "Room was spacious & kitchen was equipped with essentials needed for a weekend stay. The extra sink area outside the Bathroom was an added bonus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean Marie L. $411 nightly $453 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Cozy-Studio-Ski-In-Access-Kitchenette.h113670768.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=2026-03-18&endDate=2026-03-19®ionId=89014&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_89014) ## Find vacation rentals that suit your style Cabins [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN) Private vacation homes [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME) Aparthotels [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APART_HOTEL) Condos [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO) Apartments [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT) Cottages [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE) Chalets [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CHALET) Villas [](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=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA) ![](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-Apartments.d89014-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Apartments.d89014-aaApartments.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Clean and close to the slopes" [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "They allowed for early check-in, had a condo that slept 10 and my family was extremely comfortable" [](https://expedia.com/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "Friendly and helpful staff " [](https://expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa_y.jpg) ### Aspen At Manchester 10/10 Excellent "Great room very clean" [](https://expedia.com/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/4412313e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "Charming little motel. Rooms beautifully appointed. " [](https://expedia.com/Bennington-Hotels-The-Palmer-House-Resort.h6028480.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 "We loved our stay at the Black Bear! The check-in went smoothly with desk staff, Noah. She was very helpful and went over everything about our stay. The room was very clean. The hot tub was very nice and clean and a welcome after a day on the slopes. The shuttle to the mountain was great and ran frequently. The breakfast was always hot and had many options. We would definitely stay there again!" [](https://expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "Good location for our needs and very comfortable" [](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very clean, high end, friendly staff " [](https://expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56_y.jpg) ### The Manchester View 10/10 Excellent "The room was very nice and confortable." [](https://expedia.com/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ## Find out more about Chester ## Chester Apartments information | Number of reviews | 149 | | ----------------- | -------------- | | Accommodation | 174 Apartments | | Lowest Price | $172 | | Highest Price | $727 | ## Frequently asked questions ### What's it like to stay at an apartment in Chester? ### Are you thinking about apartments over traditional hotel rooms? ### What's a favorite apartment I should consider for a stay in Chester? ### What will the weather be like during my trip to Chester? ### What should I see and do in Chester? ### What's the best way to get to and around Chester? ## 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) - 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