Title: Book The Best Hotels in Cheshire, CT for 2026 from CA $89 - Fully Refundable Options - Expedia.ca [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 ## Go beyond your typical stay in Cheshire Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&amenities=PETS) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&amenities=WATER_PARK) Condo [](https://www.expedia.ca/Hotel-Search?destination=Cheshire%2C+Connecticut%2C+United+States+of+America®ionId=183057&latLong=41.508366%2C-72.910622&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-17&d2=2026-02-17&lodging=CONDO) ## Check prices for these dates Tonight [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cheshire hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/c0034c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/6132396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/d936e083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/00c69c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheshire Welcome Inn [](https://www.expedia.ca/New-Haven-Hotels-Cheshire-Welcome-Inn.h1896545.Hotel-Information) Cheshire 8.4/10 Very good (777 reviews) "The room was clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $109 CA $125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/New-Haven-Hotels-Cheshire-Welcome-Inn.h1896545.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/3627bf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/da165588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/6fb2c5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Southington by IHG [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) Southington 8.6/10 Excellent (1,209 reviews) "Clean comfortable room, friendly staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $112 CA $128 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a.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) ![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) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.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 (1,002 reviews) "Wonderful staff, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $131 CA $150 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/9d2203cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/2a06d04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milford / New Haven [](https://www.expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) Milford 8.6/10 Excellent (1,233 reviews) "The staff was great, the room was very clean and the breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg CA $130 CA $149 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![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) ![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) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/174f7a84.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 (88 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 $166 total includes taxes & fees Feb 11 - Feb 12 [](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) ![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) ![Reception](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/dfe729db.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 (1,113 reviews) "Room was clean and staff was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Junior CA $122 CA $141 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/0a1f1c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/a84dbb59.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 (1,001 reviews) "Very nice, staff were excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $150 CA $196 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.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) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/f62eb852.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/8d78f89d.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 (1,117 reviews) "A wonderful staff and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julce CA $121 CA $139 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.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) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/ce9d1772.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 (2,015 reviews) "Great place, location and staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larissa CA $142 CA $164 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55210000/55208000/55207976/80bb47c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/56000000/55210000/55208000/55207976/793fb60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/56000000/55210000/55208000/55207976/e8e606f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/56000000/55210000/55208000/55207976/0b50de57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites by Marriott Hartford Cromwell [](https://www.expedia.ca/Hartford-Hotels-Springhill-Suites-By-Marriott-Hartford-Cromwell.h55207976.Hotel-Information) Cromwell 8.6/10 Excellent (671 reviews) "Clean comfortable hotel w very nice staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ceylan CA $146 CA $168 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Hartford-Hotels-Springhill-Suites-By-Marriott-Hartford-Cromwell.h55207976.Hotel-Information) ![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/w3837h2574x3y0-3bc96ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/5802b8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Days Inn by Wyndham Southington [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.Hotel-Information) Southington 7.4/10 Good (1,000 reviews) "Clean room, very nice staff, great breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $109 CA $125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/b8a2e8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/268b5ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/ba785aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/84719ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milford [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) Milford 8.4/10 Very good (1,004 reviews) "staff was wonderful everything was spotless" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $145 CA $167 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) ![Deluxe Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/fd93f670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/f4aacb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/7d962b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Hotel Of New Haven - West Haven [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) West Haven 8.0/10 Very good (1,546 reviews) "Decent hotel for the price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexa CA $143 CA $164 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ac051f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/8f354477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ecdb1729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/565b381f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Plainville [](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) Plainville 8.6/10 Excellent (927 reviews) "Rooms were clean and staff was courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $138 CA $158 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/b8fd3dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/fe5d083b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/f54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/826c1c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Hartford South Hotel [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-South-Hotel.h8221.Hotel-Information) Rocky Hill 8.4/10 Very good (1,000 reviews) "The stay was ok the hotel is very outdated " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $150 CA $172 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-South-Hotel.h8221.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/b6f421aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/9f9f33c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/0494208e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/252d4dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites New Haven - South - West Haven [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-Suites-New-Haven-South-West-Haven.h2078403.Hotel-Information) West Haven 8.4/10 Very good (1,000 reviews) "Overall great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $161 CA $185 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-Suites-New-Haven-South-West-Haven.h2078403.Hotel-Information) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1210000/1207700/1207655/ccf5c3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1207700/1207655/542d061d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1207700/1207655/f5dbbd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1210000/1207700/1207655/6bc9c0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Hartford South – Rocky Hill [](https://www.expedia.ca/Hartford-Hotels-Howard-Johnson-By-Wyndham-Rocky-Hill.h1207655.Hotel-Information) Rocky Hill 8.2/10 Very good (1,000 reviews) "Great place to stay. Easy check in. Friendly staff. Very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tania CA $108 CA $124 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Hartford-Hotels-Howard-Johnson-By-Wyndham-Rocky-Hill.h1207655.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) ![Lobby](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/bb589663.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) ![Property amenity](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/10d147a5.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 (1,004 reviews) "The room was nice and the staff seemed friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy CA $146 CA $168 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/7fe4c218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/a72b8077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/5c1dcb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Branford-New Haven by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Branford-New-Haven.h124313.Hotel-Information) Branford 8.8/10 Excellent (1,001 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $150 CA $172 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Branford-New-Haven.h124313.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/b3db2b30.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) ### 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 (1,000 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 $119 CA $136 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.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=2026-02-15&endDate=2026-02-16®ionId=183057&adults=2&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-Hotels.d183057.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Hotels.d183057.Travel-Guide-Hotels) ## Stay near popular Cheshire attractions ### Roaring Brook Park 3.5/5 (2 reviews) Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886458) ### Cheshire Hollow Farm 3.5/5 (2 reviews) Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886472) ### Maplecroft Plaza Shopping Center 3.5/5 (2 reviews) You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621557931242) ### Barker Character, Comic and Cartoon Museum 3.0/5 (1 review) You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theater scene in this romantic area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6269046) ### Quinnipiac Recreation Area 4.3/5 (3 reviews) Explore the great outdoors at Quinnipiac Recreation Area, a lovely green space in Cheshire. Experience the entertainment venues and theater scene in this romantic area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621557934305) ### Bartlem Park 3.0/5 (1 review) Explore the great outdoors at Bartlem Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886357) ### Lock 12 Historical Park Explore the great outdoors at Lock 12 Historical Park, a lovely green space in Cheshire. While in this family-friendly area, you can enjoy the restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=858298854529851392) ### Drazen Orchards 3.0/5 (1 review) Explore the great outdoors at Drazen Orchards, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886358) ## Learn more about Cheshire Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm. [See all hotels in Cheshire](https://www.expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16&adults=2®ionId=183057) ![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=900&h=506&p=1&q=high) ## Top Cheshire Hotel Reviews ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Room was a safe haven during a bad winter storm. The front desk attendant - I believe his name was Suvar was incredibly kind and accommodating - let us know the only place that was open and where we could get a hot meal after a 12 hour shift in the hospital." [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.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 "Kind staff, and a spotless room!" [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "The rooms are very neat, and the workers are courteous and helpful " [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Everything was great" [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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 "Nice hotel, clean room, helpful staff, easy parking " [](https://expedia.ca/Hartford-Hotels-Hilton-Hartford.h1637.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 "staff was terrific gentleman at the front desk (on 12/31/25) - I don’t recall his name but was super kind" [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.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 "Nice fromt desk staff. Clean & comfortable room." [](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "Room was extremely clean. It was quiet and easy to get in and out of. Didn't see any signs of any bugs or otherwise. Was a great day especially for the price point. I would absolutely come again." [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg) ### Homewood Suites by Hilton Orange New Haven 10/10 Excellent "The helpful staff, clean rooms, great customer service at front desk. I spilled a cup of coffee and knocked on the kitchen door to ask for the mop. She would not allow me to do it which I thought was very nice, she said no ma’am I’ve got. I told her I was raised to clean after myself she said she was too but proceeded to mop, with no problem it was awesome 💞" [](https://expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ## More cheap stays in Cheshire ![Motel 6 Wethersfield, CT - Hartford](https://images.trvl-media.com/lodging/1000000/990000/986100/986068/692a6601_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Wethersfield, CT - Hartford 1341 Silas Deane Hwy Wethersfield CT CA $77 CA $89 total Feb 8 - Feb 9 includes taxes & fees 7/10 Good! (1,041 reviews) [](https://expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 New Haven - Branford, CT 320 E Main St Branford CT CA $90 CA $104 total Feb 5 - Feb 6 includes taxes & fees 7/10 Good! (1,000 reviews) [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Comfort Inn Wethersfield - Hartford](https://images.trvl-media.com/lodging/1000000/20000/17700/17635/13705d6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Wethersfield - Hartford 1330 Silas Deane Hwy Wethersfield CT CA $93 CA $107 total Feb 26 - Feb 27 includes taxes & fees 5.4/10 (1,006 reviews) [](https://expedia.ca/Hartford-Hotels-Comfort-Inn-Wethersfield-Hartford.h17635.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Southington by IHG 120 Laning St Southington CT CA $112 CA $128 total Feb 13 - Feb 14 includes taxes & fees 8.6/10 Excellent! (1,209 reviews) [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Best Western Hartford Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/12200/12156/cfbe36c4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Hartford Hotel & Suites 185 Brainard Rd Hartford CT CA $140 CA $161 total Feb 8 - Feb 9 includes taxes & fees 7.6/10 Good! (1,009 reviews) [](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Executive Hotel Of New Haven - West Haven 490 Saw Mill Rd West Haven CT CA $143 CA $164 total Feb 5 - Feb 6 includes taxes & fees 8/10 Very Good! (1,541 reviews) [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ## Hotels in Cheshire with star rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 12 properties [](https://expedia.ca/4Star-Cheshire-Hotels.s40-0-d183057.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 123 properties [](https://expedia.ca/3Star-Cheshire-Hotels.s30-0-d183057.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 179 properties [](https://expedia.ca/2Star-Cheshire-Hotels.s20-0-d183057.Travel-Guide-Filter-Hotels) ## Find out more about Cheshire ### Top reasons to visit Cheshire - **Charming Outdoor Parks:** Cheshire Park offers a perfect setting for family outings, recreational activities, and enjoying nature. - **Cultural Enrichment:** Explore local education centres, theatres, and historical sites that reflect the town's rich heritage. - **Fun Amusement Parks:** Nearby amusement parks provide thrills and excitement for visitors of all ages. - **Unique Downtown Shopping:** Stroll through downtown Cheshire for distinctive shops and local boutiques. - **Diverse Accommodations:** Enjoy a range of welcoming hotels catering to various travel needs, including pet-friendly options. ### Find great hotels near Cheshire Discover a variety of hotel accommodations in Cheshire, Connecticut, tailored to meet every traveler's needs. From pet-friendly options to welcoming spaces for LGBTQIA travelers, you’ll find the ideal spot for your stay. Whether you're seeking business-focused amenities or a relaxing getaway, Cheshire offers a selection of hotels that ensure a comfortable and enjoyable experience in this charming New England town. - **[Clarion Inn: ](https://www.expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information)** Located a mere 12.9km from Cheshire, the Clarion Inn stands out as a welcoming haven for both business and leisure travellers. This 3-star hotel is LGBTQIA-friendly and pet-friendly, making it an ideal choice for inclusive travel experiences. The property boasts extensive business amenities, including multiple meeting rooms, a business centre, and conference space, catering to corporate needs. Additionally, the hotel features a flexible pet policy, allowing dogs and cats with certain restrictions, ensuring that your furry companions can join you on your travels. - **[Red Roof Inn Hartford - New Britain: ](https://www.expedia.ca/Hartford-Hotels-Red-Roof-Inn-Hartford-New-Britain.h23407.Hotel-Information)** Situated 20.9km from Cheshire, the Red Roof Inn Hartford - New Britain is a family-oriented hotel that warmly welcomes LGBTQIA guests and their pets. This property is perfect for those travelling with children, offering amenities such as window guards for safety and complimentary cribs. The hotel's pet policy allows for some pets in rooms, ensuring your four-legged family members are accommodated. With a focus on family-friendly experiences, this hotel is an excellent choice for those seeking a comfortable stay with loved ones. - **[Courtyard by Marriott Waterbury Downtown: ](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information)** Just 11.3km from Cheshire, the Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel that embraces an LGBTQIA-friendly environment. Perfect for both business and leisure travellers, it offers contemporary accommodations and a welcoming atmosphere. Guests can enjoy the modern amenities and convenient access to local attractions, making it an excellent base for exploring the area. The hotel prides itself on exceptional service and comfort, ensuring a memorable stay for all visitors. ### Where to stay near Cheshire Cheshire, Connecticut, offers a delightful blend of family-friendly activities, cultural experiences, and scenic outdoor adventures. Stroll through the charming downtown area for unique shopping opportunities, or enjoy a relaxing getaway surrounded by historical charm. With its welcoming atmosphere and friendly locals, Cheshire is perfect for creating memorable experiences with loved ones while exploring nearby attractions that enhance your vacation. - **[Meriden: ](https://www.expedia.ca/Meriden-Hotels.d8818.Travel-Guide-Hotels)** Meriden is a vibrant city located 9.7km from Cheshire. Known for its family-friendly atmosphere and rich cultural offerings, it attracts visitors year-round, peaking in April, July, and September. Outdoor enthusiasts will find plenty to explore, including scenic parks and golf courses. Highlights include a historic college university and an exciting theme park, making Meriden a fantastic spot for educational and recreational activities. The local theatre scene also adds to the cultural experience, ensuring there's something for everyone to enjoy. - **[Waterbury: ](https://www.expedia.ca/Waterbury-Hotels.d10425.Travel-Guide-Hotels)** Located 11.3km from Cheshire, Waterbury is a bustling city perfect for families and adventure seekers. With peak visitor numbers in April, June, and July, Waterbury offers a range of outdoor activities, including access to a popular amusement park and a waterpark for those hot summer days. The city is also home to various educational venues and resorts, which provide a nice balance of relaxation and adventure. Waterbury’s vibrant community and fun attractions make it a must-visit destination. - **[Wallingford: ](https://www.expedia.ca/Wallingford-Hotels.d7533.Travel-Guide-Hotels)** Just 9.7km from Cheshire, Wallingford is a charming city that caters to families and couples alike. With its peak visitation months in April, July, and September, it offers a rich cultural experience, featuring theatres and golf courses. Visitors can explore the historic and modern college universities nearby, as well as various event venues that host exciting gatherings. The romantic ambiance, combined with family-friendly attractions, makes Wallingford an ideal spot for creating lasting memories. ### Things to do in and around Cheshire Cheshire, Connecticut, is a delightful destination for families and culture enthusiasts alike, offering a variety of outdoor activities. Visitors can explore local education centres, enjoy performances at the theatre, and have fun at nearby amusement parks. For those seeking nightlife, Cheshire has options to unwind after dark, while golf enthusiasts will find satisfying challenges on the local courses. This charming town provides a well-rounded vacation experience for all ages. **Shopping** In Cheshire, explore [Maplecroft Plaza Shopping Center](https://www.expedia.ca/Maplecroft-Plaza-Shopping-Center-Hotels.0-l553248621557931242-0.Travel-Guide-Filter-Hotels) for local shops and family vibes. Nearby, the [Brass Mill Center](https://www.expedia.ca/Brass-Mill-Center-Hotels.0-l6220535-0.Travel-Guide-Filter-Hotels) offers a lively atmosphere and entertainment just 11.3km away. If you're up for a drive, [Westfield Meriden](https://www.expedia.ca/Westfield-Meriden-Hotels.0-l553248621557919976-0.Travel-Guide-Filter-Hotels) is 9.7km away, featuring a diverse selection of stores and dining options. **Recreation** [Hubbard Park](https://www.expedia.ca/Hubbard-Park-Hotels.0-l553248621532665857-0.Travel-Guide-Filter-Hotels), located 8.0km from Cheshire, offers serene walking trails and peaceful picnic spots, perfect for relaxation. The [Cheshire Golf Course](https://www.expedia.ca/Cheshire-Golf-Course-Hotels.0-l553248621563220877-0.Travel-Guide-Filter-Hotels) provides an invigorating outdoor experience with its beautiful greens, while [Falcon Field](https://www.expedia.ca/Falcon-Field-Hotels.0-l553248621557919975-0.Travel-Guide-Filter-Hotels), 12.9km away, hosts various sports events, making it a vibrant hub for activity. **Adventure** Experience [Powder Ridge Mountain Park and Resort](https://www.expedia.ca/Powder-Ridge-Mountain-Park-And-Resort-Hotels.0-l553248621560918651-0.Travel-Guide-Filter-Hotels), a thrilling ski field located 14.5km from Cheshire, where you can enjoy skiing and snowboarding amidst beautiful winter scenery. For karting enthusiasts, [Checkered Flag Raceway](https://www.expedia.ca/Checkered-Flag-Raceway-Hotels.0-l553248621561886279-0.Travel-Guide-Filter-Hotels), located 17.7km away, offers an exhilarating racing experience. Embrace nature at [Shade Swamp Sanctuary](https://www.expedia.ca/Shade-Swamp-Sanctuary-Hotels.0-l553248621557918625-0.Travel-Guide-Filter-Hotels), a scenic hiking trail 22.5km away, perfect for outdoor adventures. **Nightlife** In Cheshire, the [Toyota Oakdale Theatre](https://www.expedia.ca/Toyota-Oakdale-Theatre-Hotels.0-l6089829-0.Travel-Guide-Filter-Hotels) showcases captivating performances just 8.0km away, offering a blend of culture and romance. [Crystal Bees](https://www.expedia.ca/Crystal-Bees-Hotels.0-l553248633992453242-0.Travel-Guide-Filter-Hotels), located 14.5km away, provides an exciting adventure at its arcade. For a unique experience, visit the [Van Vleck Observatory](https://www.expedia.ca/Van-Vleck-Observatory-Hotels.0-l553248621532665893-0.Travel-Guide-Filter-Hotels), 20.9km away, for stargazing entertainment. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Cheshire For an affordable trip to Cheshire, Connecticut, consider visiting between December and February when accommodation prices are lower. Booking your stay on a Monday can also help you save, as Saturday is typically the priciest. Use Expedia to compare room rates, seek hotel deals, and take advantage of package deals that combine flights and activities. Don't miss free local attractions, and explore public transport options for budget-friendly travel within the area. With some planning, you can enjoy a memorable vacation without overspending. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Cheshire are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Cheshire is Monday. The most expensive day to stay in Cheshire is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Cheshire with your flights and activities through an Expedia package deal. ### Find the best attractions near Cheshire Cheshire, Connecticut, offers a delightful mix of family-friendly and cultural outdoor activities, making it an ideal vacation spot. Visitors can explore urban parks, historic colleges and universities, and nearby national and state parks. Notable attractions include Cheshire Park, perfect for family outings and recreational activities. Whether you're looking to immerse yourself in local culture or enjoy nature, Cheshire has something for everyone. - **[Quinnipiac University: ](https://www.expedia.ca/Quinnipiac-University-Hotels.0-l502014-0.Travel-Guide-Filter-Hotels)** Immerse yourself in the rich history and vibrant culture of Quinnipiac University, located a mere 9.7km from Cheshire. Explore its picturesque campus, and enjoy the scholarly atmosphere that fosters creativity and learning. - **[Choate Rosemary Hall: ](https://www.expedia.ca/Choate-Rosemary-Hall-Hotels.0-l553248635939586716-0.Travel-Guide-Filter-Hotels)** Experience the modern elegance of Choate Rosemary Hall, only 9.7km away. This esteemed institution boasts contemporary architecture and a dynamic city vibe that attracts students from around the globe. - **[Lake Compounce: ](https://www.expedia.ca/Lake-Compounce-Hotels.0-l6089781-0.Travel-Guide-Filter-Hotels)** Discover the thrill of adventure at Lake Compounce, located 14.5km from Cheshire. This amusement park offers an array of family-friendly rides and outdoor activities, making it an ideal destination for a fun-filled day. ### Best time to go to Cheshire The best time to visit Cheshire is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 29.1°F (-1.6°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 30.7°F (-0.7°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 37.9°F (3.3°C) | Light Rain | Mostly Sunny | Average | Average | | April | 48.7°F (9.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 59.2°F (15.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 67.5°F (19.7°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 74.3°F (23.5°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Average | Average | | September | 65.8°F (18.8°C) | Light Rain | Mostly Sunny | Average | Average | | October | 55.0°F (12.8°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 35.4°F (1.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Cheshire Cheshire, Connecticut, is conveniently accessible from several major airports. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, located 49.9km away, offers nearby accommodations such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) and the [Marriott Hartford Downtown](https://www.expedia.ca/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information), both providing easy airport access. White Plains Airport ([HPN](https://www.expedia.ca/Westchester-County-Airport-Hotels.0-aHPN-0.Travel-Guide-Filter-Hotels)) in New York is 82.1km away, with excellent hotel options like [The Opus Westchester](https://www.expedia.ca/White-Plains-Hotels-The-Opus-Westchester.h1789323.Hotel-Information), Autograph Collection and [Sonesta White Plains Downtown](https://www.expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information), featuring efficient transportation services. Islip MacArthur Airport ([ISP](https://www.expedia.ca/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)) is also 82.1km from Cheshire, with hotels like [Hyatt Regency Long Island](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) and Jake's 58 Casino Hotel, all offering straightforward access to the airport. ## Frequently asked questions ### What is the best area to stay in Cheshire? > This area serves as the heart of Cheshire, offering a convenient and pleasant base for visitors. Main Street is lined with a mix of local businesses, dining options, and green spaces, giving it a friendly, small-town feel. It's generally easy to navigate, with many establishments within walking distance of each other. > > > Couples often find this area appealing due to its relaxed pace and access to local amenities. You can enjoy a leisurely stroll to a local cafe for breakfast or explore independent shops. The linear park, which follows the Farmington Canal Heritage Trail, is easily accessible from Main Street, offering a pleasant route for a walk or cycle ride together. > > > For business travellers, staying on or just off Main Street provides easy access to local businesses and key routes. Many accommodations in this area offer amenities like good Wi-Fi and comfortable workspaces, ensuring a productive stay. ### What are the best hotels in Cheshire that travellers recommend? > The Cheshire Welcome Inn, with an 8.4 rating, is praised by guests for its clean and cosy rooms, as well as its comfortable beds. Travellers frequently highlight the great service and staff. Its location is described as beautiful and convenient, being just 1.5 km from Bartlem Park and 1.3 km from Lock 12 Historical Park. The inn offers amenities such as air conditioning, climate control, and free self-parking, and features a historic property design with a yard. ### What are the best family hotels in Cheshire? > The Cheshire Welcome Inn, with an 8.4 rating, offers comfortable and clean rooms, which guests often describe as cosy. It provides convenient amenities such as free self-parking, wired and free WiFi, and complimentary toiletries. The location is beautiful and convenient, being just 1.5 kilometres from Bartlem Park and 1.3 kilometres from Lock 12 Historical Park. Guests consistently praise the great service and staff. Find more [child-friendly accommodations in Cheshire](https://www.expedia.ca/Cheshire-Hotels-Family-Hotel.0-0-d183057-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Cheshire near Lock 12 Historical Park? > This hotel, with an 8.4 rating, is located just 1.3 km from Lock 12 Historical Park, making it very convenient for exploring the area. Guests consistently praise its clean and cosy rooms, comfortable beds, and the great service provided by the staff. Furthermore, it offers free WiFi and complimentary self-parking, adding to the convenience for travellers. Its location is often described as beautiful and convenient, and Bartlem Park is also just 1.5 km away. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Cheshire hotel booking with Expedia? ### How much is the nightly rate at a Cheshire hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beacon Falls Hotels ](https://www.expedia.ca/Beacon-Falls-Hotels.d6348182.Travel-Guide-Hotels) - [Bethany Hotels ](https://www.expedia.ca/Bethany-Hotels.d3000429883.Travel-Guide-Hotels) - [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) - [Country Houses in Cheshire Historic District ](https://www.expedia.ca/Cheshire-Historic-District-Country-House.d6346724-aaCountryHouse.Travel-Guide-Accommodation) - 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