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 [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=223&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=223&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 four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=223&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) ## 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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/dbb06288.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 (21 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) ![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) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/3bfbec0c.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) ### 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) ![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) ![Interior](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/648486e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/w1242h901x5y0-6f805579.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) ![Living area](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/d7cd9400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/785d57b5.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) ### 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=2026-02-27&endDate=2026-02-28®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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CABIN) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=HOUSE_BOAT) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VILLA) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CHALET) ![](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 is in a great location within walking distance to all the main attractions. The staff is amazing! Friendly and accommodating. The hotel is clean and updated but still has a great historic feel. Definitely recommend a stay here! " [](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "We stay there every trip to Boston for Celtic games. Staff and rooms have always been great. " [](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg) ### The Westin Copley Place, Boston, a Marriott Hotel 10/10 Excellent "Staff were wonderful, room was clean and housekeeping was fantastic " [](https://expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.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 "Everything was excellent!!! I will be back!!! " [](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 rooms were clean and the staff was very friendly and attentive to our requests! 10/10 stay! The hotel was beautiful. " [](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Clean" [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Hyatt Place Boston/Seaport District](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/5fe1e844_y.jpg) ### Hyatt Place Boston/Seaport District 10/10 Excellent "Staff and cleanliness " [](https://expedia.com/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.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 "It amazing!! Check in was so good! From check in to check out! The dining staff was beyond what I used to! Such a nice night away." [](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Yes" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ## Find out more about Massachusetts ## Massachusetts Chalets information | Number of reviews | 67 | | ----------------- | --------- | | 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) - 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