Title: Top Chalets in Massachusetts - Expedia.com [Massachusetts Travel Guide](https://expedia.com/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.com/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Vacation Rentals in Massachusetts](https://expedia.com/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[Massachusetts Flights](https://expedia.com/Destinations-In-Massachusetts.d223.Flight-Destinations)[Things to do in Massachusetts](https://expedia.com/Things-To-Do-In-Massachusetts.d223.Travel-Guide-Activities)[Car Rentals in Massachusetts](https://expedia.com/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[Massachusetts Vacations](https://expedia.com/Massachusetts.d223.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.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 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Massachusetts ![Nantucket which includes cbd, boating and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26131-Nantucket.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Nantucket [](https://expedia.com/Nantucket-Chalets.d285-aaChalets.Travel-Guide-Accommodation) ![Springfield featuring night scenes, a high rise building and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63440-Springfield-Western-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Springfield [](https://expedia.com/Springfield-Chalets.d6047669-aaChalets.Travel-Guide-Accommodation) ![Plymouth featuring shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105337-Southeast-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.com/Plymouth-Chalets.d9512-aaChalets.Travel-Guide-Accommodation) ![Worcester showing night scenes, a fountain and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80021-Worcester-Mass.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Worcester [](https://expedia.com/Worcester-Chalets.d6023336-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Massachusetts chalets ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/161b78a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/2cc76c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/cdc0837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/f1ca888d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Longbow Lakefront Chalet [](https://www.expedia.com/Becket-Hotels-Little-Longbow-Lakefront-Chalet.h82464081.Hotel-Information) Becket 9.8/10 Exceptional (22 reviews) "It was nice and quiet the foliage was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlie M. [](https://www.expedia.com/Becket-Hotels-Little-Longbow-Lakefront-Chalet.h82464081.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/25c4cb63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/046492f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/e609cc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/0f37f6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Chalet Nestled in the Woods of Ashfield [](https://www.expedia.com/Ashfield-Hotels-Sunny-Chalet-Nestled-In-The-Woods-Of-Ashfield.h83993401.Hotel-Information) Ashfield 9.6/10 Exceptional (21 reviews) "Place was great and great communication from the host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David D. [](https://www.expedia.com/Ashfield-Hotels-Sunny-Chalet-Nestled-In-The-Woods-Of-Ashfield.h83993401.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/0c48dd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/e9b4a869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/648486e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, music library, stereo](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/05c036ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut [](https://www.expedia.com/Monterey-Hotels-Private-Berkshires-Hilltop-Retreat-W-Magic-View.h32404738.Hotel-Information) Monterey 9.8/10 Exceptional (27 reviews) "Idyllic, beautiful vistas, full relaxation and fun a reality for all ages, with a wonderful lake, forest, ponds, trails, and towns nearby, but not too close :-)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn M. [](https://www.expedia.com/Monterey-Hotels-Private-Berkshires-Hilltop-Retreat-W-Magic-View.h32404738.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/654c4568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/37ca2a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/0cc9c308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/d7cd9400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Chalet at Camp Coldbrook! [](https://www.expedia.com/Barre-Hotels-Family-Friendly-Property.h88197124.Hotel-Information) Barre [](https://www.expedia.com/Barre-Hotels-Family-Friendly-Property.h88197124.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=2026-03-08&endDate=2026-03-09®ionId=223&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_223) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=HOUSE_BOAT) Condos [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Massachusetts%2C+United+States+of+America®ionId=223&latLong=42.407211%2C-71.382439&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&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%2FMassachusetts-Chalets.d223-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMassachusetts-Chalets.d223-aaChalets.Travel-Guide-Accommodation) ## Top Massachusetts Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "The Dagny was outstanding — beautiful rooms, warm service, and a calm, polished atmosphere that made the whole stay feel effortless. The location is perfect for exploring the city, and every space in the hotel feels thoughtfully designed and genuinely relaxing. Would absolutely stay again." [](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Great hotel- room was clean, beds comfortable. " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Staffs were very friendly. I w" [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Very nice hotel" [](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Great vibe and very clean" [](https://expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Wonderful stay!" [](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Clean rooms, great location. Bar was amazing and the cafe next door was great!" [](https://expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Very nice and clean. Staff is soo nice. The hotel is so modern and unique. Very nice vibes, great view. Great location. Was awesome" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "The room was spotless and every staff member we interacted with was amazing - from the front desk to the bellman and everyone in between. We will definitely be back!" [](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ## Find out more about Massachusetts ## Massachusetts Chalets information | Number of reviews | 68 | | ----------------- | --------- | | Accommodation | 5 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [B&B in Sudbury ](https://www.expedia.com/Sudbury-Bed-And-Breakfast.d9770-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Sudbury ](https://www.expedia.com/Sudbury-Motels.d9770-aaMotels.Travel-Guide-Accommodation) - [Hostels in Sudbury ](https://www.expedia.com/Sudbury-Hostels.d9770-aaHostels.Travel-Guide-Accommodation) - [Vacation Homes in Sudbury ](https://www.expedia.com/Sudbury-Private-Vacation-Homes.d9770-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Houseboats in Sudbury ](https://www.expedia.com/Sudbury-Houseboats.d9770-aaHouseboats.Travel-Guide-Accommodation) - 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