Title: Cheshire B&B: Find the Best Bed and Breakfast from CA $365 | Expedia.ca [Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Vacation Rentals in Cheshire](https://expedia.ca/Cheshire-Vacation-Rentals.d183057.Travel-Guide-VacationRentals)[Flights to Cheshire](https://expedia.ca/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d183057.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d183057.Destination-Travel-Guides) ![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tai Bui ![](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cheshire bed & breakfast ![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123140000/123133900/123133866/ca51e277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123140000/123133900/123133866/e5959b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven](https://images.trvl-media.com/lodging/124000000/123140000/123133900/123133866/d9cfa554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123140000/123133900/123133866/3e91ff57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming and cozzy 1-bedroom in New Haven [](https://www.expedia.ca/New-Haven-Hotels-Charming-And-Cozzy-1-Bedroom-In-New-Haven.h123133866.Hotel-Information) The Hill CA $94 CA $152 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/New-Haven-Hotels-Charming-And-Cozzy-1-Bedroom-In-New-Haven.h123133866.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/0852e895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a35721c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/daf94a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a18e931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bevin House Bed & Breakfast [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.Hotel-Information) East Hampton 9.6/10 Exceptional (83 reviews) "Wonderful stay. Excellent staff that treats the guest like family and friends. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $328 CA $365 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.Hotel-Information) ![Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/d058828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/37cb6818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/40781b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/90437a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Homestead [](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) Madison Center 10/10 Exceptional (91 reviews) "Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $391 CA $434 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/cb2d285a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/ecd1ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/0729361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/5aa07695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space [](https://www.expedia.ca/Hamden-Hotels-2500-SF-Loft-You-Own-Full-Floor-Luxury-Oasis-In-A-Commercial-Space.h101878830.Hotel-Information) Hamden CA $875 CA $1,355 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Hamden-Hotels-2500-SF-Loft-You-Own-Full-Floor-Luxury-Oasis-In-A-Commercial-Space.h101878830.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01®ionId=183057&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%2FCheshire-Bed-And-Breakfast.d183057-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Bed-And-Breakfast.d183057-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Cheshire Hotel Reviews ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Great staff. Clean, comfortable room." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Very welcoming nice staff love how they where festive also nice touch " [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Beautifully appointed, great staff, comfortable beds and hearty breakfast!! We’d have no problem recommending this hotel to family and friends. 😁" [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![DoubleTree by Hilton Hartford Downtown](https://images.trvl-media.com/lodging/1000000/10000/1700/1637/1dfc2c6d_y.jpg) ### DoubleTree by Hilton Hartford Downtown 10/10 Excellent "Good" [](https://expedia.ca/Hartford-Hotels-Hilton-Hartford.h1637.Hotel-Information) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "Everything was good. " [](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Clean and good size room with comfortable king bed. " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent " Reds to offer breakfast again " [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "The staff was kind and courteous from the moment we arrived. Our room was very clean and our breakfast was good as well. We would most likely return if in the area in the future." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "Yes " [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ## Find out more about Cheshire ## Cheshire B&B information | Number of reviews | 174 | | ----------------- | --------- | | Accommodation | 9 B&B | | Lowest Price | CA $365 | | Highest Price | CA $1,355 | ## Frequently asked questions ### Searching for B&Bs in Cheshire? ### How do you know if a B&B is a good option for your stay? ### What are the best B&Bs in Cheshire? ### When should I book my B&B in Cheshire? ### What is there to do in Cheshire? ### How can I get to and around Cheshire? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Brookside Park ](https://www.expedia.ca/Brookside-Park-Hotels.0-l553248621557919974-0.Travel-Guide-Filter-Hotels) - 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