Title: Cheshire Historic District B&B: Find the Best Bed and Breakfast from CA $1,368 | Expedia.ca [Hotels in Cheshire Historic District](https://expedia.ca/Cheshire-Historic-District-Hotels.d6346724.Travel-Guide-Hotels)[Vacation Rentals in Cheshire Historic District](https://expedia.ca/Cheshire-Historic-District-Vacation-Rentals.d6346724.Travel-Guide-VacationRentals)[Cheshire Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire-Historic-District.d6346724.Car-Rental-Guide)[Cheshire Historic District Vacation Packages](https://expedia.ca/Cheshire-Historic-District.d6346724.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 Cheshire Historic District from CA $1,368 - ![](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 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6346724&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6346724&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6346724&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6346724&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cheshire Historic District B&B ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/056c3b04.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/102000000/101880000/101878900/101878830/5aa07695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/cb2d285a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space Hamden CA $889 CA $1,368 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-21&endDate=2025-11-22®ionId=6346724&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-Historic-District-Bed-And-Breakfast.d6346724-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Historic-District-Bed-And-Breakfast.d6346724-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Cheshire Historic District Hotel Reviews ![Holiday Inn Express Hartford South - Rocky Hill by IHG](//images.trvl-media.com/lodging/1000000/290000/281700/281661/6f7968e2_y.jpg) ### Holiday Inn Express Hartford South - Rocky Hill by IHG 10/10 Excellent "They were fresh." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Hartford-South-Rocky-Hill.h281661.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "Staff at the desk were very helpful and nice." [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![Cambria Hotel New Haven University Area](//images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "Great hotel. The WiFi didn’t work well but all else was great. " [](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "." [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Awesome " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](//images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 10/10 Excellent "All of it " [](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](//images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "The stay was fantastic. The fact that there was a starbucks made my wife very happy but on our last night of our stay there was a bit of a scare that quite honestly could have escalated into something terrifying. There was a man who somehow gained access to our room (luckily we had the door latch on). The man was trying to get in to our room after gatting it opened. We dont understand how this guy got a key to our room. The man was naked from the waist down and was very drunk. He was also very rude when we confronted him. We called front desk twice and they managed to get him into his correct room two doors down. This could have been dangerous ..we could of reacted and hurt this man, or he could have hurt us while trying to get in the room...This is unacceptable...a person should feel safe in their room. " [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](//images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Brian, front of house, kind and excellent communicator!" [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "No Breakfast provided " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ## Find out more about Cheshire Historic District ## Cheshire Historic District B&B information | Number of reviews | | | --- | --- | | Accommodation | 4 B&B | | Lowest Price | CA $1,368 | | Highest Price | CA $1,368 | ## Frequently asked questions ### Searching for B&Bs in Cheshire Historic District? > If you're looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be a great option for your vacation. ### Why should you consider B&Bs instead of traditional hotels? > B&Bs all have a unique charm. Whether it's a picturesque garden or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a home away from home. ### What are the top B&Bs in Cheshire Historic District? > Below are some well-liked B&Bs in the area: [Jay's Ranch](https://www.expedia.ca/Hamden-Hotels-Jays-Ranch.h93133074.Hotel-Information): 3 rooms. 10.1 mi (16.2 km) from the heart of Cheshire Historic District.[Higganum House B&B](https://www.expedia.ca/Higganum-Hotels-Higganum-House-BB.h114814862.Hotel-Information): 4 rooms. 17.6 mi (28.3 km) from the downtown core. Enjoy the private yard and unique décor. [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): Situated 10.7 mi (17.2 km) from the heart of Cheshire Historic District. [Thimble Islands Bed & Breakfast](https://www.expedia.ca/New-Haven-Hotels-Thimble-Islands-Bed-Breakfast.h34508249.Hotel-Information): 2 rooms. 17.7 mi (28.5 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. ### When is the best time to book my B&B in Cheshire Historic District? > When you're planning your trip to Cheshire Historic District, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire Historic District is 54 inches. ### How can I get to and around Cheshire Historic District? > You can plan your excursions in and around Cheshire Historic District ahead of time with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12.3 mi (19.8 km) away from the city center. Otherwise, look for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 15.8 mi (25.5 km) away. 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