Title: Book The Best Hotels in Chesterfield, MA for 2025 from CA $125 - 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Chesterfield, MA from CA $125 ![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 ## 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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&travelerType=family_friendly) 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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=POOL) 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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=HOT_TUB) 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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=COTTAGE) 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=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=PETS) ## Check prices for these dates Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 473 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/4efc6996.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) ![Deluxe Apartment](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/eba22fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blooming Inn Shelburne Falls 9.2/10 Wonderful (114) "Lovely Inn and very responsive and approachable staff. " CA $125 CA $208 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) ![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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/w3839h2584x0y3-17f28d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/w3838h2587x1y0-b516eca4.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) ### Hampton Inn Westfield Westfield 8.4/10 Very good (790) "Room was clean and very spacious. " CA $217 CA $242 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/532eb0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/6e1bd1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/2b7db78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Westfield - Springfield Westfield 7.2/10 Good (858) "Was centrally located and the room was immaculate Thank you for an amazing stay " CA $136 CA $152 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.6/10 Exceptional (45) "Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout" CA $207 CA $232 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c3ea2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (776) "Great property! Very large clean room in a unique hotel! " CA $223 CA $249 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/978d1151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/31f9c61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/df76619f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/09821be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Hadley Amherst Hadley 9.0/10 Wonderful (663) "Very friendly front desk staff and super comfy bed!" CA $249 CA $278 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/e9a71558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/bc7070b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/75f09757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on Boltwood Amherst 9.4/10 Exceptional (720) "Great stay" CA $271 CA $303 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/507a7437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable/satellite channels, TV, MP3 dock](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/8f88194e.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 Pittsfield 9.2/10 Wonderful (647) "We always stay at the Garden Inn when visiting the Berkshires." CA $195 CA $218 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/d135e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/c72d1025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/e288114b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/6a82b362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Hadley Amherst Hadley 9.4/10 Exceptional (683) "Had a great experience, close to everything and the college" CA $254 CA $283 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge Pittsfield 9.0/10 Wonderful (668) "Very convenient set up of both room and kitchen, resort very easy to navigate. " CA $150 CA $198 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/bcd941e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/069efa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/3908ae38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/8a7ba253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Hadley-Amherst Area Hadley 9.0/10 Wonderful (943) "The hotel was clean, well lighted, and the staff was friendly. The breakfasts were delicious wuth a good variety of options. Would recommend this property. " CA $218 CA $243 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Hadley-Amherst-Area.h1217805.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites Pittsfield 8.8/10 Excellent (321) "Nice place " CA $138 CA $154 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91.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/1000000/490000/480800/480785/86052d09.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/cf677880.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/df5cebb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel UMass Amherst 8.8/10 Excellent (1025) "Great stay!" CA $208 CA $234 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ![Deluxe Studio Suite](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/deba2bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/0c23c7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite | Living area](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/2db55d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite | Living area](https://images.trvl-media.com/lodging/107000000/106120000/106114100/106114099/576faa48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Walnut Inn Amherst 9.8/10 Exceptional (88) "Was a wonderful inn and breakfast absolutely delicious!" CA $368 CA $411 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Amherst-Hotels-Black-Walnut-Inn.h106114099.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/13746b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/66332ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/44eeeb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Hadley 9.2/10 Wonderful (1017) "Great stay!" CA $206 CA $230 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/8f954601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn Pittsfield 7.8/10 Good (822) "The bed was very comfortable." CA $120 CA $134 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.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/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (885) "Our stay was very pleasant " CA $145 CA $162 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34820000/34814400/34814366/fc57caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daniel Stebbins Room #2](https://images.trvl-media.com/lodging/35000000/34820000/34814400/34814366/7a3b2f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/35000000/34820000/34814400/34814366/96e39ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34820000/34814400/34814366/522cc3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daniel Stebbins House South Hadley 10/10 Exceptional (47) "The area is lovely and this building is full of history but they have managed to fit modern air-conditioning into this 226 year old building. " CA $376 CA $420 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/South-Hadley-Hotels-Daniel-Stebbins-Bed-And-Breakfast.h34814366.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/13980508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/23d4dded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/b911328d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/504d95c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Hadley Amherst Hadley 9.8/10 Exceptional (44) "Beautiful property, clean and new" CA $244 CA $272 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/5bcca6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/7a497aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/be3999ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/2bb92acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Trail in Adams - Berkshires’ Art Hotel Adams 8.8/10 Excellent (136) "We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. " CA $242 CA $270 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.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=2025-10-15&endDate=2025-10-16®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 [](https://expedia.ca/Chesterfield-Gorge-Hotels.0-l553248621532666609-0.Travel-Guide-Filter-Hotels) #### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666609) ## More cheap stays in Chesterfield ![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 $117 CA $134 total Oct 15 - Oct 16 includes taxes & fees 7/10 Good! (1,036 reviews) [](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.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 $176 CA $197 total Oct 5 - Oct 6 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information) ![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tru by Hilton Chicopee Springfield 440 Memorial Dr, Chicopee, MA CA $173 CA $196 total Oct 22 - Oct 23 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.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 $130 CA $149 total Oct 7 - Oct 8 includes taxes & fees 6.8/10 (1,000 reviews) [](https://expedia.ca/Springfield-Hotels-Red-Roof-Inn-PLUS-West-Springfield.h27090.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 $206 CA $230 total Oct 5 - Oct 6 includes taxes & fees 9.2/10 Wonderful! (1,016 reviews) [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![FairBridge Inn Express](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### FairBridge Inn Express 16 Cheshire Road, Pittsfield, MA CA $112 CA $125 total Oct 2 - Oct 3 includes taxes & fees 5.2/10 (785 reviews) [](https://expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ## Recent reviews of Chesterfield hotels ![Tru by Hilton Chicopee Springfield](//images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg) ### Tru by Hilton Chicopee Springfield 5/5 Excellent "Pleasant stay" A verified traveller stayed at Tru by Hilton Chicopee Springfield Posted 23 hours ago [](https://expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) ![Quality Inn West Springfield](//images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg) ### Quality Inn West Springfield 5/5 Excellent "Clean place " A verified traveller stayed at Quality Inn West Springfield Posted 1 day ago [](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information) ![D. Hotel Suites & Spa](//images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 5/5 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 " A verified traveller stayed at D. Hotel Suites & Spa Posted 1 day ago [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Quality Inn Chicopee - Springfield](//images.trvl-media.com/lodging/1000000/860000/856300/856259/4454c273_y.jpg) ### Quality Inn Chicopee - Springfield 5/5 Excellent "The staff was very friendly and professional. Rooms are very clean and quiet. Will definitely stay again." A verified traveller stayed at Quality Inn Chicopee - Springfield Posted 2 days ago [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Chicopee-Springfield.h856259.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg) ### Comfort Inn & Suites 5/5 Excellent "excellent" A verified traveller stayed at Comfort Inn & Suites Posted 2 days ago [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.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 4/5 Good "Nice location, " A verified traveller stayed at Red Roof Inn PLUS+ South Deerfield – Amherst Posted 2 days ago [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Courtyard by Marriott West Springfield](//images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/90293a2b_y.jpg) ### Courtyard by Marriott West Springfield 5/5 Excellent "Ryan at front desk was friendly and courteous over the phone and upon arrival! " A verified traveller stayed at Courtyard by Marriott West Springfield Posted 2 days ago [](https://expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information) ![The Ellery](//images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 5/5 Excellent "Great stay" A verified traveller stayed at The Ellery Posted 2 days ago [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "A bit out dated but nice area for fireplace during winter overlooking the pool. Rugs need to go in the hallways, they are UGLY! Service was friendly, the rooms are equiped with utensils, fridge, microwave etc and spacious. Hot tub and grills. Recommend" A verified traveller stayed at Berkshire Mountain Lodge Posted 3 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - 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) - [Castles in Cummington](https://www.expedia.ca/Cummington-Castles.d183324-aaCastles.Travel-Guide-Accommodation) - 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