Title: Book the Best Cheshire FAMILY FRIENDLY Hotels from CA $85 - 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) ![Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.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 availability on Cheshire Family Hotels Tonight [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-20&endDate=2026-01-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Cheshire family-friendly hotels ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (83 reviews) "The front desk staff were excellent, clean and comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JUstine CA $144 CA $165 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/14935502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/6a3f3167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/fb23f66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen and One Sofa Bed](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/1c04f073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Hartford/East Hartford [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) East Hartford 9.0/10 Wonderful (1,107 reviews) "Had my daughter's birthday there, great experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $124 CA $143 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/cefd8f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/a42cca00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/b6943108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Haven Hotel [](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) Downtown New Haven 9.0/10 Wonderful (2,008 reviews) "Great place, location and staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larissa CA $135 CA $155 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/8d78f89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/45ba9e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Waterbury Downtown [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) Waterbury 8.4/10 Very good (1,109 reviews) "A wonderful staff and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julce CA $123 CA $142 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/c6d80879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/c4c1ea44.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/1000000/10000/6800/6777/3d1b4d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capitol Hotel [](https://www.expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) Downtown Hartford 7.6/10 Good (1,153 reviews) "Loved my time there " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maritza CA $110 CA $126 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9cda9029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/w1703h1271x0y0-b305e0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/fce9c835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Cheshire - Southington by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) Southington 8.4/10 Very good (1,004 reviews) "Wonderful staff, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $117 CA $134 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/6990d1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/74479b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/f82e8189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/bb589663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel New Haven University Area [](https://www.expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) West River 8.8/10 Excellent (1,003 reviews) "The room was nice and the staff seemed friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy CA $144 CA $165 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/593124d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/49253eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/0a1f1c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d09d2b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heritage Hotel, Golf, Spa & Conference Center [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) Southbury 8.4/10 Very good (1,009 reviews) "Very nice, staff were excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $152 CA $199 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/94c389ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/e3c0e906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/d9e2e7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/ca46eeef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New England Inn & Suites [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) Berlin 8.6/10 Excellent (1,001 reviews) "Excellent Very warm staff Beds are very comfortable Coffee machine is such a great idea Breakfast was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $110 CA $127 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/e6e88a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/1a2e417f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/692a6601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/0d6c5364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Wethersfield, CT - Hartford [](https://www.expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.Hotel-Information) Wethersfield 7.2/10 Good (1,035 reviews) "Room was clean and nice. Great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelene CA $74 CA $85 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.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=2026-02-03&endDate=2026-02-04®ionId=183057&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Cheshire Hotel Reviews ![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 "Nice Room - Overlooks Yale’s campus. " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 10/10 Excellent "Stayed here for a two night work trip. The hotel was quiet, clean, and comfortable. Just what I needed. " [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Great value." [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Friendly staff, great location. Cheers!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "All good." [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.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 room was drafty around the heating unit. Additionally, this hotel, like most newly built hotels, uses an automatic thermostat for the heat and cool. When the thermostat is set and it gets a little too warm in the room, and you turn it down a couple degrees the AC kicks on rather than just allowing the ambient temp drop. When the outside temp is 18 degrees having the AC running is not a pleasant experience. Overall, this is a really nice place to stay. Staff is friendly and its clean." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![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) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Tim at the front desk was impressive. Guys got a bright future. Very attentive and extremely professional. Had a parking situation and he handled quickly." [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.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) ## Frequently asked questions ### What's Cheshire like for family-friendly vacations? ### When's the best time to book a family-friendly vacation in Cheshire? ### What's there to see and do with your family in 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) - [B&B in Cheshire Historic District ](https://www.expedia.ca/Cheshire-Historic-District-Bed-And-Breakfast.d6346724-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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