Title: Western Massachusetts Chalets | Expedia.ca [Western Massachusetts Travel Guide](https://expedia.ca/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Vacation Rentals in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Vacation-Rentals.d6234063.Travel-Guide-VacationRentals)[Flights to Western Massachusetts](https://expedia.ca/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Massachusetts.d6234063.Car-Rental-Guide)[Western Massachusetts Vacation Packages](https://expedia.ca/Western-Massachusetts.d6234063.Destination-Travel-Guides) ![The Berkshires featuring snow as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71827-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Western Massachusetts ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Western Massachusetts Chalets ![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/80517dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/ca0dd917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/d2180d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/89cf30d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Adirondack Cabin with Sauna on Lake Monomonac Rindge 10/10 Exceptional (23) "The perfect cabin for a weekend getaway. The cabin had everything we needed and more!!! " CA $300 CA $500 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Rindge-Hotels-Beautiful-Adirondack-Cabin-With-Sauna-On-Lake-Monomonac.h106335693.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/6eef057c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/2d0f8d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/d3aa8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/e32ae717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vikings Villages Resort - Double Bed Room Guilford CA $384 CA $512 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/89954d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/f59a163f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House Dover 9.8/10 Exceptional (22) "We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!" CA $119 CA $510 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/dfb0d0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/52e194b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Chalet mins from Mt Snow Skiing/hiking East Dover 9.8/10 Exceptional (9) "Easy to find! Clean! Cozy!! Would definitely stay again! " CA $183 CA $634 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/83acf129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/cc65421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/56b575b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/fc99bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Chalet: walk to hiking/biking trails and golf course Dover 9.6/10 Exceptional (5) "We spent the week, excellent location and the home was exactly as described in listing." CA $278 CA $825 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1071x0y2-62744863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/84b8211e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/8581675a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1076x0y4-eec2a42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub! Dover 10/10 Exceptional (4) "We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. " CA $767 CA $1,395 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/14b70d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/163b8b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/3a874a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/c26da9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private West Dover 10/10 Exceptional (20) "Whole hearted recommend this property for anyone looking to stay in the area. Great location, great atmosphere and most importantly great house. 10/10 hidden gem. " CA $237 CA $836 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/5f637af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/9a7f483c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/130b5998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/4f9d8172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Chalet w. Hot Tub - 1 mile to Mt. Snow Dover 10/10 Exceptional (13) "The Chalet was perfect for my families stay in Vermont. We spent the week hiking, exploring the waterfalls and all the towns. The house had everything we needed after a day of hiking. All the games were great too. The house was very clean and well maintained. Thank you for allowing us to stay at The Chalet!" CA $417 CA $993 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/76d2f10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/bfdbff3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/accd446a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109560000/109550900/109550875/f9ad7feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus Dover 10/10 Exceptional (8) "Communication was exceptional and property was as described. Great location, comfortable beds, well supplied and super easy check-in and checkout. " CA $227 CA $903 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/West-Dover-Hotels-Brand-New-Hot-Tub.h109550875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/w2392h1338x0y2-be276e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/0d4d95fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/e95e3631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/w2180h1456x4y0-3d3ff46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Private Chalet - 4 mins to Mt Snow Dover 10/10 Exceptional (1) CA $285 CA $855 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.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.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=6234063&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWestern-Massachusetts-Chalets.d6234063-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestern-Massachusetts-Chalets.d6234063-aaChalets.Travel-Guide-Accommodation) ## Top Western Massachusetts Hotel Reviews ![Marriott Springfield Downtown](//images.trvl-media.com/lodging/1000000/10000/6300/6279/c4768c07_y.jpg) ### Marriott Springfield Downtown 10/10 Excellent "Stayed only one night so didn't go outside the hotel. The room was great and the staff was very efficient and friendly. I was alone so sat at the bar and had a glass of wine and dinner; and the bartender was very friendly and easy to chat with. The food was great. All in all a great stay. The parking garage gave me a bit of trouble, but that was on me. Love that there was a big sign on the wall on the way out that told me exactly how to get onto 91N." [](https://expedia.ca/Springfield-Hotels-Tower-Square-Hotel-Springfield.h6279.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Great place! Food excellent ss well!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Great!" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hilton Garden Inn-Springfield, MA](//images.trvl-media.com/lodging/1000000/900000/892100/892040/2726a1b6_y.jpg) ### Hilton Garden Inn-Springfield, MA 10/10 Excellent "Great vaca spot" [](https://expedia.ca/Springfield-Hotels-Hilton-Garden-Inn-Springfield.h892040.Hotel-Information) ![D. Hotel Suites & Spa](//images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "Hotel is nice and rooms are nice. They could use some updating of the furniture in the room I stayed at but overall a nice place with a nice breakfast included " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](//images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg) ### Red Roof Inn PLUS+ South Deerfield – Amherst 8/10 Good "Nice location, " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Sheraton Springfield Monarch Place Hotel](//images.trvl-media.com/lodging/1000000/30000/21500/21419/74f0d068_y.jpg) ### Sheraton Springfield Monarch Place Hotel 10/10 Excellent "Nice place to stay. Pub food worst ever — eat elsewhere. " [](https://expedia.ca/Springfield-Hotels-Sheraton-Springfield-Monarch-Place-Hotel.h21419.Hotel-Information) ![Howard Johnson by Wyndham Springfield](//images.trvl-media.com/lodging/1000000/60000/55000/54940/c03c95ba_y.jpg) ### Howard Johnson by Wyndham Springfield 10/10 Excellent "The hotel is renovated and is clean " [](https://expedia.ca/Springfield-Hotels-Howard-Johnson-By-Wyndham-Springfield.h54940.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Lovely place with lovely people. Food is great. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ## Find out more about Western Massachusetts ## Western Massachusetts Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Academy of Music Theater](https://www.expedia.ca/Academy-Of-Music-Theater-Hotels.0-l6070271-0.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chester](https://www.expedia.ca/Chester-Hotels-Spa-Hotel.0-0-d6005399-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chester Hotels](https://www.expedia.ca/Chester-Hotels.d6005399.Travel-Guide-Hotels) - [Apartments in Chesterfield](https://www.expedia.ca/Chesterfield-Apartments.d89029-aaApartments.Travel-Guide-Accommodation) - [B&B in Chesterfield](https://www.expedia.ca/Chesterfield-Bed-And-Breakfast.d89029-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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