Title: Book The Best Hotels in Chesterfield, MA for 2026 from CA $108 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d89029.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d89029.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d89029.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 ## Go beyond your typical stay in Chesterfield Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=PETS) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=POOL) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=CABIN) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=HOT_TUB) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America®ionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=COTTAGE) ## Check prices for these dates Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield hotels ![Exterior](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/a50fdd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Multiple Beds](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/1eae2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/b8e5643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Multiple Beds](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/9704ee61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Valley Inn [](https://www.expedia.ca/West-Hatfield-Hotels-Hatfield-Inn.h107579521.Hotel-Information) West Hatfield 8.6/10 Excellent (105 reviews) "Clean room, staff were excellent, and provided everything I needed. Its a cozy, relaxed place with minimal intrusion. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $116 CA $130 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/West-Hatfield-Hotels-Hatfield-Inn.h107579521.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a97806ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) Pittsfield 8.0/10 Very good (1,002 reviews) "Staff was very courteous and rooms clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $133 CA $149 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/b9956cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/dffd5115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/08190a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/f36d24b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Chicopee Springfield [](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) Chicopee 9.0/10 Wonderful (1,005 reviews) "Friendly clean accommodation were just what we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $133 CA $151 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/a06cdca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/e6cbbcf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Hadley - Amherst [](https://www.expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) Hadley 9.2/10 Wonderful (1,004 reviews) "Very clean rooms, comfy bed, decent breakfast in the morning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $153 CA $170 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/cab085ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive King Room](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/4ae0b464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### D. Hotel Suites & Spa [](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) Holyoke 9.2/10 Wonderful (2,232 reviews) "Great, great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $176 CA $205 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/537cea4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/b1dcd87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/e036973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/ab501d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites West Springfield by IHG [](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information) West Springfield 8.4/10 Very good (833 reviews) "The room was clean and staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $108 CA $123 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21300/21212/c31a7f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21300/21212/fc5fc5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/21300/21212/65617a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/21300/21212/683c1f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn West Springfield [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-West-Springfield.h21212.Hotel-Information) West Springfield 8.2/10 Very good (1,000 reviews) "Very good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria CA $101 CA $116 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-West-Springfield.h21212.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/02a266b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/775c3761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/w1020h764x4y4-6e21e3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/9d1d3cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue – A Modern Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information) West Springfield 9.4/10 Exceptional (139 reviews) "great room . wish they had better breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sregor CA $149 CA $511 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/143e42a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/7d7cb3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/9e7aab54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/df38277f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ellery [](https://www.expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) Northampton 9.2/10 Wonderful (957 reviews) "clean room, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $162 CA $181 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![37-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/6c251969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/a53eec54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/f3890e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/60af1c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel UMass [](https://www.expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) Amherst 8.8/10 Excellent (1,002 reviews) "Friendly staff, access to a meal during a snowstorm, under-roof parking also during a snowstorm and a very clean room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $171 CA $193 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/51285776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/5f79da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/d8217024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/afa8b6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Westfield - Springfield [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information) Westfield 7.2/10 Good (911 reviews) "Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria CA $120 CA $134 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/27ba18f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/w696h390x1y0-dec65b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/59bbbbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lenox Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) Pittsfield 9.2/10 Wonderful (665 reviews) " Nice staff - beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARY CA $187 CA $208 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/0f74ae3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c24971a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee - Lenox South [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) Lee 8.4/10 Very good (1,000 reviews) "Safe, clean rooms, decent breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil CA $115 CA $128 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/571ba9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/46ef42a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/c45af589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/33000000/32060000/32052900/32052899/cf1063e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn [](https://www.expedia.ca/Adams-Hotels-Rodeway-Inn.h32052899.Hotel-Information) Adams 7.6/10 Good (235 reviews) "The room was clean and nice but i was confusing about the abandoned vehicles directly behind the hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $93 CA $103 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Adams-Hotels-Rodeway-Inn.h32052899.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/fdc80b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/c8b24996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blooming Inn [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) Shelburne Falls 9.2/10 Wonderful (130 reviews) "Beautiful comfortable home with many thoughtful touches" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $123 CA $204 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/5f761ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Smoke Free)](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/ec8c0b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/6eebd994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/b8545843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn PLUS+ South Deerfield – Amherst [](https://www.expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) South Deerfield 7.2/10 Good (1,004 reviews) "Really nice place staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Omayra CA $121 CA $135 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/90293a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/eaa5d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/e2688ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/5c3a2624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott West Springfield [](https://www.expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information) West Springfield 9.2/10 Wonderful (596 reviews) "Nice and very clean hotel ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan CA $172 CA $197 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/1b1adba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/3ec00e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/148f2c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/42933ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Greenfield [](https://www.expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information) Greenfield 8.6/10 Excellent (887 reviews) "Very clean, including a nice clean bathroom. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $218 CA $243 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (826 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $134 CA $180 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/34065f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Refrigerator](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/04ad8e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/cde7c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/241daa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Westfield [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information) Westfield 8.4/10 Very good (825 reviews) "I will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jailene CA $169 CA $189 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.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=2026-02-17&endDate=2026-02-18®ionId=89029&adults=2&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%2FChesterfield-Hotels.d89029.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Hotels.d89029.Travel-Guide-Hotels) ## Stay near popular Chesterfield attractions ### Chesterfield Gorge Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forest while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666609) ### Krug Sugarbush You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392809247760384) ### Chesterfield Public Library Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909393830101508096) ### Chesterfield Town Hall After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Amble around the area's parks or visit its shops. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392010971025408) ### Chesterfield Gorge Reservation You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909393238931439616) ## Top Chesterfield Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "We had a lovely extended family weekend here. The staff was outstanding, every staff member was helpful, friendly and courteous. The large room in back of the lobby was especially helpful for our large group to hang out in and be comfortable. Everyone enjoyed the pool and hot tub despite it being so cold out. The hotel is well maintained. The only small complaint I had was that the bathroom in our room needs to be refreshed. We have already started talking about coming back in the warmer weather to enjoy some of the outdoor activities in in the area." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 "Clean, cozy on a very cold night! Breakfast had a good variety and staff was pleasant. Will definitely go back " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.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 "All good. Strange stay as there was a large storm approaching." [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "Comfortable room, great breakfast with cozy fireplace. Friendly and efficient staff. Easy parking. Walkable area amidst Smith College and fifteen minute walk to downtown Northampton attractions and restaurants. " [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Blue – A Modern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/02a266b2_y.jpg) ### Blue – A Modern Hotel, an Ascend Collection Hotel 10/10 Excellent "great room . wish they had better breakfast " [](https://expedia.ca/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information) ![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg) ### Tru by Hilton Chicopee Springfield 10/10 Excellent "The room was as I would expect . Danielle at the front desk was beyond accommodating. 5 Stars for her " [](https://expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Room was clean, spacious and modern. Staff was friendly. Nicevariety to choose from for breakfast." [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Residence Inn by Marriott West Springfield](https://images.trvl-media.com/lodging/1000000/860000/852800/852716/fb4f9524_y.jpg) ### Residence Inn by Marriott West Springfield 10/10 Excellent "Cozy hotel with great breakfast " [](https://expedia.ca/Springfield-Hotels-Residence-Inn-By-Marriott-West-Springfield.h852716.Hotel-Information) ![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg) ### Hotel UMass 10/10 Excellent "Friendly staff, access to a meal during a snowstorm, under-roof parking also during a snowstorm and a very clean room." [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ## More cheap stays in Chesterfield ![Riverdale Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459711/28e65efc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Riverdale Inn 1500 Riverdale Street West Springfield MA CA $94 CA $108 total Feb 8 - Feb 9 includes taxes & fees 5.8/10 (1,001 reviews) [](https://expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-West-SpringfieldRoute-5.h459711.Hotel-Information) ![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn West Springfield 1150 Riverdale St West Springfield MA CA $103 CA $117 total Mar 1 - Mar 2 includes taxes & fees 7/10 Good! (1,003 reviews) [](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information) ![Red Roof Inn PLUS+ West Springfield](https://images.trvl-media.com/lodging/1000000/30000/27100/27090/23b7c14f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn PLUS+ West Springfield 1254 Riverdale Street West Springfield MA CA $115 CA $132 total Feb 11 - Feb 12 includes taxes & fees 6.8/10 (1,002 reviews) [](https://expedia.ca/Springfield-Hotels-Red-Roof-Inn-PLUS-West-Springfield.h27090.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn PLUS+ South Deerfield – Amherst 9 Greenfield Rd South Deerfield MA CA $121 CA $135 total Mar 1 - Mar 2 includes taxes & fees 7/10 Good! (1,003 reviews) [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites 400 Russell St Hadley MA CA $153 CA $170 total Mar 1 - Mar 2 includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn & Suites Northampton - Amherst 117 Conz St Northampton MA CA $153 CA $171 total Mar 1 - Mar 2 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information) ## Hotels in Chesterfield with star rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 1 properties [](https://expedia.ca/4Star-Chesterfield-Hotels.s40-0-d89029.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 79 properties [](https://expedia.ca/3Star-Chesterfield-Hotels.s30-0-d89029.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 69 properties [](https://expedia.ca/2Star-Chesterfield-Hotels.s20-0-d89029.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### When is the best time to go to Chesterfield? > This period offers stunning natural beauty as the Berkshire Hills transform with vibrant fall foliage. The weather is typically crisp and pleasant, ideal for outdoor activities like hiking, scenic drives, and exploring the local area. You'll find fewer crowds compared to peak summer, allowing for a more relaxed experience. > > > Couples looking for a romantic getaway will particularly enjoy Chesterfield in the autumn. The picturesque landscapes provide a beautiful backdrop for leisurely drives along Route 143 or walks through the Chesterfield Gorge. Many local inns and bed and breakfasts offer cosy amenities, great for a peaceful escape. > > > For travellers interested in outdoor pursuits, the autumn weather is great for exploring the many hiking trails in the surrounding state forests, such as the Knightville Dam area. The cooler temperatures make for comfortable walking, and the changing leaves offer spectacular views. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chesterfield hotel booking with Expedia? ### How much is the nightly rate at a Chesterfield hotel? ## 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) - [Ashfield Hotels ](https://www.expedia.ca/Ashfield-Hotels.d3000421239.Travel-Guide-Hotels) - [Becket Hotels ](https://www.expedia.ca/Becket-Hotels.d6005395.Travel-Guide-Hotels) - [Chester Hotels ](https://www.expedia.ca/Chester-Hotels.d6005399.Travel-Guide-Hotels) - [Conway Hotels ](https://www.expedia.ca/Conway-Hotels.d6285365.Travel-Guide-Hotels) - [B&B in Cummington ](https://www.expedia.ca/Cummington-Bed-And-Breakfast.d183324-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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