Title: Book the Best Cheshire FAMILY FRIENDLY Hotels from CA $110 - Kid-Friendly Hotels in Cheshire, CT | 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) ![](https://mediaim.expedia.com/destination/2/ab039a4411a79c16e7c533ffaba43069.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tai Bui # Find Family Hotels in Cheshire, CT from CA $110 ![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 ## Check availability on Cheshire Family Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-10-06&endDate=2025-10-07&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-10-07&endDate=2025-10-08&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cheshire Family Hotels ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/afd83ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/bc78fd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford Guilford 8.4/10 Very good (36) "Good clean property with great staff " CA $156 CA $179 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/74bd7e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/d26781d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/ebe022ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31e09d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Bristol Bristol 9.4/10 Exceptional (137) "Such a great stay " CA $212 CA $244 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/fcbc5aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/1f2f0ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/5079c0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton East Haven New Haven The Centre 9.6/10 Exceptional (399) "Very nice rooms and staff" CA $186 CA $214 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/cfcd9b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/dd0bc684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/0c158267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 New Haven - Branford, CT Branford 7.0/10 Good (1007) "This motel is very clean staff is friendly." CA $94 CA $110 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Studio, 1 King Bed with Sofa bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/w4000h2663x0y0-497d73e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/c4055e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/9bc1a677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/86503aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New Haven Hamden Hamden 9.4/10 Exceptional (398) "Great hotel." CA $232 CA $266 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hamden-Hotels-Residence-Inn-By-Marriott-New-Haven-Hamden.h91226444.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/814e9800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/fd0bf8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/c4681fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/bb946d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Southington Southington 7.2/10 Good (1002) "The person who checked us in and out were very pleasant and polite. The breakfast was good. Rooms were big and water pressure on the shower was great. " CA $124 CA $143 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14000/13976/25cacd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14000/13976/3f5fc976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14000/13976/43259728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14000/13976/1c60af2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Cromwell - Middletown Cromwell 6.6/10 (1001) "I stay here whenever I'm in the Middletown area; convenient to where I need to get to. Good room; good price for what I want in a room" CA $112 CA $129 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hartford-Hotels-Quality-Inn-Cromwell-Middletown.h13976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/ff6d89d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/5ef2aedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/657809e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/b3db2b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New England Inn & Suites Berlin 8.6/10 Excellent (1002) "This property is very relaxing " CA $134 CA $154 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766612/824920b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766612/84aed3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766612/0cc0cc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766612/dffc82b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Branford - Guilford Branford 7.6/10 Good (290) "Clean room, friendly staff, safe location." CA $119 CA $136 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/New-Haven-Hotels-Rodeway-Inn-Suites-Branford-Guilford.h1766612.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/6016d0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/20124035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/894da154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avon Old Farms Hotel Avon 8.4/10 Very good (1003) "We stayed one night. Room was clean, bed was comfy and bathroom roomy. Morning buffet was good. " CA $194 CA $254 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.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=2025-10-20&endDate=2025-10-21®ionId=183057&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Cheshire Hotel Reviews ![Best Western Hartford Hotel & Suites](//images.trvl-media.com/lodging/1000000/20000/12200/12156/cfbe36c4_y.jpg) ### Best Western Hartford Hotel & Suites 10/10 Excellent "the hotel was very cozy, we loved it! very quiet and the staff was amazing, definitely would book again " [](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information) ![Hampton Inn by Hilton Shelton](//images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "the rooms were very clean the people were very friendly " [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Extended Stay America Suites Hartford Farmington](//images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg) ### Extended Stay America Suites Hartford Farmington 10/10 Excellent "The staff was welcoming and friendly. The clerk noticed that I had booked a handicap room, which I was unaware of, and upgraded me to a regular room without a problem. This location is excellent as it is right off the interstate, and easy access to shops nearby." [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "Great hotel Lobby!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.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 "Room service was great made sure we had everything we needed daily. Front desk very helpful. Was quiet until last night party on 2nd floor people running up and down hallway child kicked our door very hard around 2am. I believe mother worked for hotel and had family party out of control my husband got up and went out they quieted down after that.Overall the place was great though." [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](//images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Fresh food at breakfast. Staff was attentive." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Clean room" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![The Capitol Hotel](//images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 10/10 Excellent "Great " [](https://expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "I love our annual meetings at your hotel. You have the nicest staff. I love Dorie-she is so welcoming and efficient. Amber ,at the front desk is so friendly and helpful. Paul did a great job in the bar keeping all the preordered meals organized. You are so fortunate to have such a hard working staff. I look forward to next years visit. Many thanks. " [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ## Frequently asked questions ### What's Cheshire like for family-friendly vacations? > You might want to consider the historic destination of Cheshire if you've been thinking about a trip for the whole family. The beautiful waterfalls, forests, and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the city center. ### When's the best time to book a family-friendly vacation in Cheshire? > 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 is 54 inches. ### What's there to see and do with your family in Cheshire? > Cheshire Hollow Farm and Maplecroft Plaza Shopping Center are interesting attractions you and your family might enjoy exploring while you are staying in Cheshire. 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