Title: Chesterfield B&B: Find the Best Bed and Breakfast from CA $214 | 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) # Find a Bed and Breakfast in Chesterfield from CA $214 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&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&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesterfield B&B ![Room, River View (The Williamsburg Suite) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/e7482ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Non Smoking, River View](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/00dcd6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/177e0ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/ff08161f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Mill Inn Hatfield 9.4/10 Exceptional (499) "What a lovely stay at this unique property! We loved how quiet and clean our stay was- very welcoming staff. Fun spot for a get away!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlyn CA $539 CA $603 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Springfield-Hotels-Old-Mill-Inn.h1639314.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 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 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/107000000/106120000/106114100/106114099/576faa48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Walnut Inn Amherst 10/10 Exceptional (95) "Was a wonderful inn and breakfast absolutely delicious!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie [](https://www.expedia.ca/Amherst-Hotels-Black-Walnut-Inn.h106114099.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) ![28-inch TV with digital channels, Netflix, pay movies](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/0db93a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![28-inch TV with digital channels, Netflix, pay movies](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/be3999ec.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) ### The Trail in Adams - Berkshires’ Art Hotel Adams 8.8/10 Excellent (141) "It was clean and quiet good Breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $244 CA $272 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/7b825179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/38e7a71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Shared Dormitory](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/f69b88ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/3033684f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UU Rowe Camp and Conference Center Rowe CA $203 CA $214 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Rowe-Hotels-UU-Rowe-Camp-And-Conference-Center.h110897047.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/6f32fa47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Private Bathroom (Field of Dreams)](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/d973dbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/ffb7a388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/b3ee4f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour House Inn Cheshire 9.4/10 Exceptional (52) "We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie CA $335 CA $355 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Cheshire-Hotels-Harbour-House-Inn.h17326568.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=2025-11-25&endDate=2025-11-26®ionId=89029&adults=2&lodging=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d89029-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Bed-And-Breakfast.d89029-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Chesterfield Hotel Reviews ![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 10/10 Excellent "Helpful and friendly staff. Rooms comfortable " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Quality Inn West Springfield](//images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg) ### Quality Inn West Springfield 10/10 Excellent "The owner makes me feel like I am a personal friend of his and the best part of his day is when I walk in the door. " [](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 10/10 Excellent "Very comfortable stay" [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![The Ellery](//images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "I didn't get to interact much with anyone due to my late check in and having to be out early in the morning for the horse show, but the place was beautiful and the rooms stunning. I also appreciated being able to bring my little dog. Someone set this reservation up for me which was also a breeze." [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Candlewood Suites West Springfield by IHG](//images.trvl-media.com/lodging/1000000/900000/897600/897535/6d13ff43_y.jpg) ### Candlewood Suites West Springfield by IHG 10/10 Excellent "V" [](https://expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Quality Inn Chicopee - Springfield](//images.trvl-media.com/lodging/1000000/860000/856300/856259/4454c273_y.jpg) ### Quality Inn Chicopee - Springfield 8/10 Good "Had to change rooms from second floor to first where I got woken up by drink kids" [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Chicopee-Springfield.h856259.Hotel-Information) ![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! " [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Hotel UMass](//images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg) ### Hotel UMass 10/10 Excellent "Yes" [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ## Find out more about Chesterfield ## Chesterfield B&B information | Number of reviews | 688 | | --- | --- | | Accommodation | 8 B&B | | Lowest Price | CA $214 | | Highest Price | CA $603 | ## Frequently asked questions ### What is the nightly rate for a Bed & Breakfast in Chesterfield? > Prices for B&Bs in Chesterfield often vary, but you can find a great deal from CA $214 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesterfield B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high. ### What is the difference between a Chesterfield Bed and Breakfast and a hotel? > Every Chesterfield B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chesterfield B&Bs. ## 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) - [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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