Title: Greenfield Chalets from CA $464 | Expedia.ca [Hotels in Greenfield](https://expedia.ca/Greenfield-Hotels.d8027.Travel-Guide-Hotels)[Vacation Rentals in Greenfield](https://expedia.ca/Greenfield-Vacation-Rentals.d8027.Travel-Guide-VacationRentals)[Greenfield Car Rentals](https://expedia.ca/Car-Rentals-In-Greenfield.d8027.Car-Rental-Guide)[Greenfield Vacation Packages](https://expedia.ca/Greenfield.d8027.Destination-Travel-Guides) ![The Mohawk Trail through The Berkshire Hills (Massachusetts, USA) in autumn](https://images.trvl-media.com/place/8027/451ceee3-7430-40be-a0f3-4fdb2dca05a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8027/451ceee3-7430-40be-a0f3-4fdb2dca05a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8027&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8027&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8027&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8027&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Greenfield chalets ![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.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) ![Aerial view](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/dfcf40ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in East Dover [](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) 9.8/10 Exceptional (10 reviews) "Easy to find! Clean! Cozy!! Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy-michael G. CA $130 CA $564 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/fe04814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/ef743cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/f1c572ee.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) ### Chalet in West Dover [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) 10/10 Exceptional (21 reviews) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua L. CA $289 CA $901 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/394573d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/07d1d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/7eb92a36.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) ### Chalet in Guilford [](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information) CA $382 CA $464 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/225c30fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/c8edb36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/ba39107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/ff859ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Charlemont [](https://www.expedia.ca/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.Hotel-Information) CA $313 CA $900 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.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=2026-01-27&endDate=2026-01-28®ionId=8027&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=APART_HOTEL) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America®ionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CONDO) ![](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%2FGreenfield-Chalets.d8027-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenfield-Chalets.d8027-aaChalets.Travel-Guide-Accommodation) ## Top Greenfield Hotel Reviews ![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg) ### Valley Craft Ales 10/10 Excellent "Clean simple room over the brewery was convenient for dinner and relaxing after. Being right on the main road wasn't loud, but made it a little difficult to get in and out of with traffic, especially with slightly slippery conditions." [](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg) ### Hampton Inn Brattleboro 10/10 Excellent "Fantastic experience! Great staff! Very comfortable room. Thanks . " [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Everything was clean and very nice." [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "Great staff!!" [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg) ### Red Roof Inn PLUS+ South Deerfield – Amherst 10/10 Excellent "Really nice place staff " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg) ### Hotel Northampton 10/10 Excellent "Overall nice place to stay. Our "go to" when we're in the area, 4-5 times a year. " [](https://expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information) ![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg) ### Quality Inn & Suites Northampton - Amherst 10/10 Excellent "The staff was extremely friendly and helpful!!" [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information) ![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg) ### Inn on Boltwood 10/10 Excellent "Idyllic New England inn…. Cozy, super clean, great restaurant on the property, roaring fireplace, great way to spend weekend with family over the holidays!" [](https://expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information) ![Homewood Suites by Hilton Hadley Amherst](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/d135e2ba_y.jpg) ### Homewood Suites by Hilton Hadley Amherst 10/10 Excellent "Aside from the scrambled eggs and tater tots being cold, all other breakfast items were fresh and delicious " [](https://expedia.ca/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information) ## Find out more about Greenfield ## Greenfield Chalets information | Number of reviews | 29 | | ----------------- | ---------- | | Accommodation | 19 Chalets | | Lowest Price | CA $464 | | Highest Price | CA $901 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Bernardston ](https://www.expedia.ca/Bernardston-Bed-And-Breakfast.d6146822-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Bernardston ](https://www.expedia.ca/Bernardston-Hotels-Cheap-Hotels.0-0-d6146822-tCheapHotels.Travel-Guide-Filter-Hotels) - 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