Title: Book The Best Hotels in Cheshire, CT for 2026 from CA $100 - 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) ![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7/scenic-fall-foliage-forest-road-golden-hour-sunbeams-drive.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tai Bui # Find hotels in Cheshire, CT from CA $100 - ![](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 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=HOT_TUB) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=OCEAN_VIEW) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=PETS) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&travelerType=family_friendly) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=COTTAGE) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=APARTMENT) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2025-12-26&endDate=2025-12-28&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 (770) "This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $110 CA $127 total includes taxes & fees Dec 21 - Dec 22 [](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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/a5f1e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/d045ec83.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 (1169) "Friendly, courteous staff; a quiet, comfortable, clean room; good breakfast, and right off highway 84." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $108 CA $124 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.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) ![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) ![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) ![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 (66) "Comfortable beds, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $143 CA $165 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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) ![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) ![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 (1009) "great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $120 CA $138 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/b6943108.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) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/ce9d1772.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 (1935) "Location, friendly staff, clean a comfortable room. Will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $147 CA $168 total includes taxes & fees Dec 28 - Dec 29 [](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) ![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) ### 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 (1067) "The staff were amazing,The rooms were very clean,when ever i'm in town this is were I always stay. thank you to the staff for all you do to always make my stay comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $123 CA $141 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.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 (1082) "We enjoyed our visit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $134 CA $155 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.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) ![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) ![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) ### Holiday Inn Cheshire - Southington by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) Southington 8.2/10 Very good (1001) "Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $136 CA $157 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/ff093bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/68510516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Shelton [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) Shelton 8.4/10 Very good (1008) "Place was great quiet and relaxing I enjoyed my time there thank you. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette CA $160 CA $184 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/5802b8df.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) ![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 (1005) "Staff was so friendly and check in was a breeze. Looks like they are doing really nice renovations. Travel for business and the do charge a reasonable fee for dogs but worth it. Will be staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $110 CA $127 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.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/f82e8189.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) ![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 (994) "Yes very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $142 CA $164 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281700/281661/6f7968e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281700/281661/e5266dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/290000/281700/281661/83fdf135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281700/281661/6ff9383b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hartford South - Rocky Hill by IHG [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Hartford-South-Rocky-Hill.h281661.Hotel-Information) Rocky Hill 8.6/10 Excellent (1000) "The hotel is convenient to the highway and local dining. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NAVRAJ CA $123 CA $141 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Hartford-South-Rocky-Hill.h281661.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) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/84719ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/5af2dc31.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) ### Hilton Garden Inn Milford [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) Milford 8.4/10 Very good (1001) "Very nice hotel clean friendly convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $134 CA $155 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.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) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/e0dc5e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/d24fcc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton East Haven New Haven [](https://www.expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) The Centre 9.6/10 Exceptional (444) "Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frances CA $157 CA $181 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ecdb1729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/9c0a3e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/w531h370x4y0-37170d0b.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 (911) "Great place stayed several times." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlene D CA $132 CA $152 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.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) ![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/c4603508.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) ### 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 (1484) "Carpet in room needs changing Breakfast very good Staff is great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carolyn CA $132 CA $152 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/0494208e.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) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/ac805c69.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 (1000) "always a very friendly front desk and the location is convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $119 CA $137 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-Suites-New-Haven-South-West-Haven.h2078403.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) ![Eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/3dac5338.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) ### The Capitol Hotel [](https://www.expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) Downtown Hartford 7.6/10 Good (1116) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $110 CA $127 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15690000/15682300/15682208/9972142d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15690000/15682300/15682208/30ed0547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Room amenity](https://images.trvl-media.com/lodging/16000000/15690000/15682300/15682208/44e287b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/16000000/15690000/15682300/15682208/2603671e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Hartford Downtown by IHG [](https://www.expedia.ca/Hartford-Hotels-Candlewood-Suites-Hartford-Downtown.h15682208.Hotel-Information) Downtown Hartford 8.0/10 Very good (914) "Great room and amazing location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $156 CA $179 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Hartford-Hotels-Candlewood-Suites-Hartford-Downtown.h15682208.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/26c48632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/676266ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/a5e9ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/ac5f55ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn North Haven - New Haven North [](https://www.expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) North Haven 7.6/10 Good (1004) "I would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $112 CA $128 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-03®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) ## 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=2026-01-02&endDate=2026-01-03&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) ### Stay near popular Cheshire attractions [](https://expedia.ca/Barker-Character-Hotels.0-l6269046-0.Travel-Guide-Filter-Hotels) #### Barker Character, Comic and Cartoon Museum 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6269046) [](https://expedia.ca/Cheshire-Hollow-Farm-Hotels.0-l553248621561886472-0.Travel-Guide-Filter-Hotels) #### Cheshire Hollow Farm 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886472) [](https://expedia.ca/Cheshire-Golf-Course-Hotels.0-l553248621563220877-0.Travel-Guide-Filter-Hotels) #### Cheshire Golf Course Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621563220877) [](https://expedia.ca/Bartlem-Park-Hotels.0-l553248621561886357-0.Travel-Guide-Filter-Hotels) #### Bartlem Park 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886357) [](https://expedia.ca/Roaring-Brook-Park-Hotels.0-l553248621561886458-0.Travel-Guide-Filter-Hotels) #### Roaring Brook Park 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886458) [](https://expedia.ca/Quinnipiac-Recreation-Area-Hotels.0-l553248621557934305-0.Travel-Guide-Filter-Hotels) #### Quinnipiac Recreation Area 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621557934305) ## 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 $87 CA $100 total Dec 21 - Dec 22 includes taxes & fees 7/10 Good! (1,022 reviews) [](https://expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.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 $96 CA $110 total Dec 28 - Dec 29 includes taxes & fees 5.4/10 (1,001 reviews) [](https://expedia.ca/Hartford-Hotels-Comfort-Inn-Wethersfield-Hartford.h17635.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 $101 CA $117 total Dec 27 - Dec 28 includes taxes & fees 7/10 Good! (1,003 reviews) [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.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 $108 CA $124 total Jan 3 - Jan 4, 2026 includes taxes & fees 8.6/10 Excellent! (1,169 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 $130 CA $150 total Dec 25 - Dec 26 includes taxes & fees 7.6/10 Good! (1,002 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 $132 CA $152 total Dec 23 - Dec 24 includes taxes & fees 7.8/10 Good! (1,482 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 13 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 120 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 138 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. ## Recent reviews of Cheshire hotels ![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 5/5 Excellent "Fast checkin, friendly staff, room was nice and clean" A verified traveller from Binghamton stayed at Wyndham Southbury Posted 1 day ago [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 5/5 Excellent "Great location and a very clean and comfortable room. The staff was very helpful and went out of their way to help me." A verified traveller stayed at The Capitol Hotel Posted 2 days ago [](https://expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.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 5/5 Excellent "Clean room -comfortable bed. no complaints " A verified traveller stayed at Hamden Hotel and Suites – Hamden New Haven Posted 2 days ago [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 5/5 Excellent "The property was well lite and safe. Excellent job with rooms being clean." A verified traveller stayed at Hampton Inn by Hilton Shelton Posted 2 days ago [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.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 5/5 Excellent "Absolutely love the Hyatt! Staff is super friendly! " A verified traveller stayed at Hyatt Place Milford / New Haven Posted 3 days ago [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 5/5 Excellent "Loved that EV charging is on site with no need to pay for parking." A verified traveller stayed at Hotel Marcel New Haven, Tapestry Collection By Hilton Posted 3 days ago [](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 5/5 Excellent "Enjoyed the room how close it was to restaurants and museums. The staff was wonderful. Will stay again!" A verified traveller stayed at New Haven Hotel Posted 4 days ago [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 5/5 Excellent "Clean room. Great location. Very nice staff." A verified traveller stayed at Holiday Inn Express Southington by IHG Posted 5 days ago [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.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 5/5 Excellent "We are always happy at Courtyard, and this location was extra special because the staff were super friendly and helpful! " A verified traveller from Troy stayed at Courtyard by Marriott Waterbury Downtown Posted 5 days ago [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Cheshire that travellers recommend? ### What are the best family hotels in Cheshire? ### What hotels in Cheshire offer free breakfast? ### What are the top pet-friendly hotels in Cheshire? ### What are the most romantic hotels in Cheshire for couples? ### When is the best time to go to Cheshire? > As tourism peaks from May to July, you'll find a lot of outdoor activities and events taking place. Festivals celebrating local culture, food, and music are abundant, providing excellent opportunities for visitors to engage with the community and experience the unique charm of Cheshire. The warm weather is ideal for al fresco dining, allowing you to indulge in local delicacies while soaking up the sun. > > > For those seeking a quieter visit and potentially more affordable accommodation options, consider coming in September. This month usually sees a slight dip in tourist numbers, yet the weather remains quite pleasant, with temperatures still around 17°C. It's a fantastic time to enjoy leisurely walks along the River Dee or visit historic sites like Chester Cathedral without the summer crowds. ### Where can I find the best nightlife in Cheshire? > However, if you're looking for a lively evening out, nearby New Haven offers a variety of nightlife options. In New Haven, you can explore the vibrant stretch of Chapel Street, where you'll find an array of bars, pubs, and live music venues. The area is popular among students and locals alike, making it a great spot for a fun night out. > > > For a more relaxed atmosphere, consider visiting the nearby town of Wallingford, where you can enjoy a few local pubs that often host trivia nights and live music events. ### 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) - 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