Title: Best Apartments in Chester, VT for Your Vacation from $174 | 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 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=89014&startDate=2026-07-03&endDate=2026-07-05&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) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/5200a28c.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) ### 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 9.4/10 Exceptional (23 reviews) "Highly recommend clean beautiful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas D. $274 nightly $310 total Mar 17 - Mar 18 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) ![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/262afaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/75d33052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/c9f7c522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/41130fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy apt in beautiful secluded spot 15 mins from Mt Snow [](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information) Dover 10/10 Exceptional (4 reviews) "Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica H. $183 nightly $207 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.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) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/f4ee1a7f.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) ![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) ### 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. $203 nightly $229 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/4e3b9b73.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/d9fbc096.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. $191 nightly $209 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.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) ![Miscellaneous](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/fc9e744d.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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/a7362efd.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 8.8/10 Excellent (13 reviews) "This place was so close to Okemo, and walking distance to the local pub and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian $277 nightly $313 total Mar 16 - Mar 17 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) ![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) ![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) ![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) ### 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. $288 nightly $325 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38200000/38194900/38194814/65c9c72c.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/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. $238 nightly $260 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) ![Private kitchen](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/eec23673.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) ![Room](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/w2696h2025x0y0-2edb214d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/db0bd570.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 $156 nightly $174 total Mar 16 - Mar 17 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) ![Exterior](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/a7755447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/2005e8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/fb6928e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/1717113e.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 $195 nightly $220 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Stratton-Hotels-Walk-To-Lifts.h126623945.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. $382 nightly $431 total Apr 5 - Apr 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) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/beac47e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96910000/96900400/96900398/c9fcc2c5.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) ### 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 $252 nightly $278 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Okemo-Studio-Condo-Loft-Near-Slopes-Pool.h96900398.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) ![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) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/d78262e4.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 $371 nightly $419 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Manchester-Center-Hotels-Historic-Home-With-Colonial-Charm-In-Manchester.h118754448.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113740000/113732300/113732215/w1003h683x10y0-ac175deb.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) ### 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 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-6BD-3BA-Mount-Snow-VT-Ski-Back-Trail-Shuttle.h113732215.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) ![Interior](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/aedd8286.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) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/58607bff.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 $404 nightly $456 total Apr 7 - Apr 8 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) ![Pool](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/34ebb77f.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) ![Travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670772/61a94eda.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 $338 nightly $373 total Apr 13 - Apr 14 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/91000000/90120000/90115200/90115101/4a93132f.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/7783a137.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. $197 nightly $215 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/cf3838ef.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) ### 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. $178 nightly $195 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/d2344568.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) ![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. $187 nightly $205 total Apr 15 - Apr 16 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) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a9f17f8f.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) ### Cozy Studio Condo with Great Location, WiFi & Kitchenette [](https://www.expedia.com/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information) Ludlow 8.6/10 Excellent (32 reviews) "Great location and great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda G. $207 nightly $234 total Mar 18 - Mar 19 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) ![Travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113680000/113670800/113670768/4b03570b.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. $344 nightly $379 total Apr 13 - Apr 14 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=2026-03-29&endDate=2026-03-30®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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VACATION_HOME) 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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=COTTAGE) 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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CONDO) 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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APART_HOTEL) 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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APARTMENT) 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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&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=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&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 "Great!" [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Grand Summit Resort, A Vail Resorts Property](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/7d1f7aea_y.jpg) ### Grand Summit Resort, A Vail Resorts Property 10/10 Excellent "Great place to stay for ski trip" [](https://expedia.com/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg) ### Hideaway Inn Mt. Snow 10/10 Excellent "This place is a hidden gem! It looks very unassuming from the outside but inside was gorgeous and cozy. It looks newly updated/renovated, with a modern cabin feel. The room was big and spacious and even had a real record player which my husband and kids could not get enough of. Easy check in and check out, no front desk to deal with.The common areas were really nice and cozy. They had a beautiful working space, a lounge with old school arcade games and a nice playroom area for little kids. they had a supply closet in case you needed toiletries and a coffee and water machine available 24/7\. There's a boot locker in the lobby for your ski boots.The bathroom in the room had heated floors and towel heater too. Very luxurious. The place is very close to the ski mountain, walkable. There is also a shuttle that stops right at the parking lot to take you up. I highly recommend this spot if you're skiing in Mt Snow or anytime you're int he area. " [](https://expedia.com/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Always a great stay - friendly and clean. " [](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 8/10 Good "Road surface in parking lot when exiting car was icy " [](https://expedia.com/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg) ### Best Western Plus Keene Hotel 2/10 Terrible "I’ve been staying here for 3 yrs for a bowling tournament. Brought my kid with me expecting the pool to be fully up and serviced. No where did it ever say pool was down. Shower handle was pretty much broken and the shower head basically dribbled out. There was empty wrappers in the bathroom and hair in the tub. There was wires sticking out of a hole in the wall. Was the worst experience I’ve had there. I will not stay next year. " [](https://expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187_y.jpg) ### The Equinox Golf Resort & Spa 6/10 Okay "Hot tub nor sauna we’re working. This is pretty important for a ski Hotel, or anyone that bills themselves as a spa. " [](https://expedia.com/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "Everything was great. Clean rooms, friendly staff, good stay.." [](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "It was good to have pool option after a ski day" [](https://expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ## Find out more about Chester ## Chester Apartments information | Number of reviews | 160 | | ----------------- | -------------- | | Accommodation | 174 Apartments | | Lowest Price | $174 | | 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 - 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