Title: Chesterfield Condo Rentals from CA $116 | Expedia.ca [Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d89029.Travel-Guide-Hotels)[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) # Search Condos Rentals in Chesterfield from CA $116 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=89029&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 four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=89029&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) ## Browse Select Chesterfield Condo Rentals No exact matches found, but these alternatives could be just right ## Recommended hotels in Chesterfield ![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/40e8ece9.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) ![Business centre](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/01823615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Chicopee Springfield Chicopee 8.8/10 Excellent (1003) " Staff was wonderful and hotel was spotless. Great breakfast also!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $122 CA $139 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.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/1000000/10000/2100/2067/207845f4.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) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (958) "Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey CA $124 CA $138 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.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) ![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/9d1d3cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/772cf402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue – A Modern Hotel, an Ascend Collection Hotel West Springfield 9.6/10 Exceptional (92) "Great staff super nice beautiful hotel lots of parking " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yovelys CA $141 CA $162 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/cde7c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/35e3e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Westfield Westfield 8.4/10 Very good (810) "Good staff, clean, convenient" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harlan CA $155 CA $173 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.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) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/b5e2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.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) ### Quality Inn Lee 8.4/10 Very good (1001) "Clean room and good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $130 CA $145 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.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) ![Studio Suite](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/b005a67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/a37fc75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### D. Hotel Suites & Spa Holyoke 9.4/10 Exceptional (2245) "Very clean room, great variety of food at breakfast, friendly and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz CA $149 CA $174 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.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) ![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) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/17d6e064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Hadley 9.2/10 Wonderful (1007) "Hotel was clean, bed was comfortable, staff was friendly and good breakfast options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandi CA $178 CA $198 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b.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) ![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) ![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 South Deerfield 7.2/10 Good (1002) "Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Max CA $125 CA $140 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1217900/1217805/b2e75c4f.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) ### Hampton Inn Hadley-Amherst Area Hadley 9.0/10 Wonderful (953) "Nice hotel, friendly helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $167 CA $187 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Hadley-Amherst-Area.h1217805.Hotel-Information) ![Basic Studio, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/b05651fb.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) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/83622709.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/b2e93f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Valley Inn West Hatfield 8.6/10 Excellent (95) "Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb CA $148 CA $166 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/West-Hatfield-Hotels-Hatfield-Inn.h107579521.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/6d13ff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/1d1dace5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/51c29111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/781f36ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites West Springfield by IHG West Springfield 8.4/10 Very good (785) "staff was great! the borrow cabinet is an awesome feature and the pool and hot tub were amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $137 CA $157 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/483e190d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep soaking bathtub](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/14870b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn Lee 7.6/10 Good (410) "Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $114 CA $127 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.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) ![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) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.4/10 Exceptional (59) "Room was far from spotless but overall good and nice breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah CA $148 CA $165 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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) ![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/4efc6996.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) ![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) ### Blooming Inn Shelburne Falls 9.2/10 Wonderful (118) "When visiting the friends that live in Shelburne Falls; I wouldn't stay anywhere else." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christian CA $126 CA $210 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.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 (893) "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 $131 CA $146 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.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/bd8e0182.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) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/8c645106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott West Springfield West Springfield 9.2/10 Wonderful (567) "Work trip meet my needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $166 CA $190 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c07737f7.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn Pittsfield 7.8/10 Good (838) "This property has a mid century motel look from the street but the rooms have been recently upgraded and are fully modern inside. A great value and comfortable place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip CA $103 CA $116 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge Pittsfield 9.0/10 Wonderful (758) "All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/72e137d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/a441dd28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/486cbce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/d56bdb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Greenfield Greenfield 8.6/10 Excellent (873) "Check in was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $234 CA $262 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.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) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.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) ![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) ### Hilton Garden Inn Lenox Pittsfield Pittsfield 9.2/10 Wonderful (657) "Clean and convenient to Mt. Greylock. Kind staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $156 CA $174 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.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=2025-11-30&endDate=2025-12-01®ionId=89029&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT) Cabins [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CABIN) Cottages [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE) Villas [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VILLA) Private vacation homes [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VACATION_HOME) Chalets [](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=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&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%2FChesterfield-Condos.d89029-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Condos.d89029-aaCondos.Travel-Guide-Accommodation) ## Top Chesterfield Hotel Reviews ### Quality Inn West Springfield 10/10 Excellent "Very courteous staff. Comfortable, clean room. Always interesting people travelling through." [](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information) ### Berkshire Mountain Lodge 10/10 Excellent "The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ### Red Roof Inn PLUS+ South Deerfield – Amherst 10/10 Excellent "Stop over hotel " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ### Comfort Inn & Suites 10/10 Excellent "The room was clean and comfortable. The bed and pillows were wonderful. The breakfast wasn’t the typical beige breakfast. There were waffles, muffins, yogurt, fresh fruit, cereal, sausage, ham, coffee, etc. I would stay there again. " [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ### Hotel UMass 10/10 Excellent "Great on campus location!" [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "The staff were awesome! Both ladies at the front desk were so nice and accommodating. Would definitely stay there again!" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ### The Ellery 10/10 Excellent "I stayed in a double queen room with my daughter on a visit to Smith. The room was very comfortable, the host was delightful l, and the breakfast was delicious! Will be back!" [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ### Inn on Boltwood 10/10 Excellent "Excellent " [](https://expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information) ### Homewood Suites by Hilton Hadley Amherst 10/10 Excellent "Really good place to go " [](https://expedia.ca/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information) ## Find out more about Chesterfield ## Chesterfield Condo Rentals information | Number of reviews | 15,088 | | --- | --- | | Accommodation | 3 Condo Rentals | | Lowest Price | CA $116 | | Highest Price | CA $262 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Ashfield](https://www.expedia.ca/Ashfield-Hotels-Cheap-Hotels.0-0-d3000421239-tCheapHotels.Travel-Guide-Filter-Hotels) - [Ashfield Hotels](https://www.expedia.ca/Ashfield-Hotels.d3000421239.Travel-Guide-Hotels) - [Spa Hotels in Chester](https://www.expedia.ca/Chester-Hotels-Spa-Hotel.0-0-d6005399-tSpaHotel.Travel-Guide-Filter-Hotels) - 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