Title: Top Chalets in Hampshire County in 2026 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Car-Rental-Destinations)[Hampshire County Vacations](https://expedia.ca/Hampshire-County.d3000443223.Destination-Travel-Guides) ![A6F6E7 AJ9295, Amherst, MA, Massachusetts. Image shot 2001. Exact date unknown.](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chalets in Hampshire County ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000443223&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 four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Hampshire County ![](https://mediaim.expedia.com/destination/2/8b79416c267c66a0fe7820cb30d71155.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Amherst [](https://expedia.ca/Amherst-Chalets.d5948-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/62e8fd70ba8b07a5665a19f5becce243.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Northampton [](https://expedia.ca/Northampton-Chalets.d9187-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/429e802d31ae1701bd60611bd011435a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### South Hadley [](https://expedia.ca/South-Hadley-Chalets.d6747-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/1c480d69ccad89b23bddcbee4c3f5644.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hadley [](https://expedia.ca/Hadley-Chalets.d11961-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Hampshire County 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/cdc0837e.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) ### Chalet in Becket [](https://www.expedia.ca/Becket-Hotels-Little-Longbow-Lakefront-Chalet.h82464081.Hotel-Information) 9.6/10 Exceptional (20) "Beautiful property, very clean.. excellent place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jason g. [](https://www.expedia.ca/Becket-Hotels-Little-Longbow-Lakefront-Chalet.h82464081.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/e609cc3c.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) ![3 bedrooms, desk, iron/ironing board, travel crib](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/84000000/84000000/83993500/83993401/046492f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Ashfield [](https://www.expedia.ca/Ashfield-Hotels-Sunny-Chalet-Nestled-In-The-Woods-Of-Ashfield.h83993401.Hotel-Information) 9.6/10 Exceptional (21) "The perfect spot for a quiet weekend. Super comfy and beautiful place, highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra [](https://www.expedia.ca/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) ### Chalet in Monterey [](https://www.expedia.ca/Monterey-Hotels-Private-Berkshires-Hilltop-Retreat-W-Magic-View.h32404738.Hotel-Information) 9.8/10 Exceptional (25) "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.ca/Monterey-Hotels-Private-Berkshires-Hilltop-Retreat-W-Magic-View.h32404738.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90700000/90691800/90691748/b67de559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90700000/90691800/90691748/e76db864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90700000/90691800/90691748/c295312d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90700000/90691800/90691748/1a6019d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Union [](https://www.expedia.ca/Stafford-Hotels-Hidden-Lake-Chalet-W-Fire-Pit.h90691748.Hotel-Information) 10/10 Exceptional (15) "Beautiful and comfortable lake house property! It was a great get away, looking forward to our next stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah B. [](https://www.expedia.ca/Stafford-Hotels-Hidden-Lake-Chalet-W-Fire-Pit.h90691748.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) ![Interior](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/785d57b5.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) ![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) ### Chalet in Barre [](https://www.expedia.ca/Barre-Hotels-Family-Friendly-Property.h88197124.Hotel-Information) [](https://www.expedia.ca/Barre-Hotels-Family-Friendly-Property.h88197124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88820000/88817400/88817395/1714dde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88820000/88817400/88817395/0de12f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88820000/88817400/88817395/75f2072f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88820000/88817400/88817395/f3e6194e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Whitingham [](https://www.expedia.ca/Whitingham-Hotels-Secluded-Mountain-Chalet.h88817395.Hotel-Information) 10/10 Exceptional (2) "We had a wonderful time - delightfully snowy and the house was quiet and cozy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) zoe h. [](https://www.expedia.ca/Whitingham-Hotels-Secluded-Mountain-Chalet.h88817395.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121320000/121311000/121310988/027cc9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121320000/121311000/121310988/a131ec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121320000/121311000/121310988/98472dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/122000000/121320000/121311000/121310988/a4b14b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Canaan [](https://www.expedia.ca/Canaan-Hotels-Cozy-3-Bedroom-Chalet-With-Mountain-Views.h121310988.Hotel-Information) [](https://www.expedia.ca/Canaan-Hotels-Cozy-3-Bedroom-Chalet-With-Mountain-Views.h121310988.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=2025-12-25&endDate=2025-12-26®ionId=3000443223&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Chalets.d3000443223-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Chalets.d3000443223-aaChalets.Travel-Guide-Accommodation) ## Top Hampshire County Hotel Reviews ![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg) ### Candlewood Suites Windsor Locks Bradley Arpt by IHG 10/10 Excellent "The place was extremely clean, the staff was top notch! Love the cabinet you can borrow from, we borrowed a crockpot to make meals, will definitely stay again, love the free laundry also!" [](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.Hotel-Information) ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "I honestly love the fresh cold water! " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Days Inn by Wyndham Windsor Locks / Bradley Intl Airport](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1_y.jpg) ### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport 10/10 Excellent "The staff members are very friendly and attentive to any issues that may arise " [](https://expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/c76c1f43_y.jpg) ### MGM Springfield 10/10 Excellent "Room was great. Staff was very courteous." [](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "Clean room, staff were friendly, helpful and kind. Quiet even with planes landing right next door. Can't compliment this place enough." [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![Hampton Inn Springfield South Enfield](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/1e4caef0_y.jpg) ### Hampton Inn Springfield South Enfield 10/10 Excellent "Staff and everyone were most friendly and respectful. Helpful with anything we requested. Peaceful atmosphere. Spacious room. Breakfast could use a bit more variety with hot foods other than that we were very much pleased with our stay." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Springfield-South-Enfield.h2351481.Hotel-Information) ![Holiday Inn Express Springfield Downtown by IHG](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/4d56c1cb_y.jpg) ### Holiday Inn Express Springfield Downtown by IHG 10/10 Excellent "Very good " [](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60_y.jpg) ### La Quinta Inn & Suites by Wyndham Springfield MA 10/10 Excellent "The staff was amazing and so helpful. They answered all questions and even when i got there at 930 pm they greeted us so cheerfully! In the morning my key card wasnt working for the gym and they came up and opened it for me" [](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information) ## Find out more about Hampshire County ## Hampshire County Chalets information | Number of reviews | 80 | | ----------------- | --------- | | Accommodation | 6 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) - [Hotels near Amherst Golf Course ](https://www.expedia.ca/Amherst-Golf-Course-Hotels.0-l553248621563221012-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Amherst ](https://www.expedia.ca/Amherst-Hotels-Beach-Hotel.0-0-d5948-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Amherst ](https://www.expedia.ca/Amherst-Hotels-Best-Western.0-0-d5948--bBestWestern.Travel-Guide-Filter-Hotels) - 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