Title: Book The Best Hotels in Winchester, CT for 2026 from CA $120 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975869849.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975869849.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975869849.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Winchester, CT from CA $120 - ![](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 Winchester Pool [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America®ionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=APARTMENT) ## Check prices for these dates Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 684 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Deluxe Studio, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 Queen Bed with Sofa bed, Accessible, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/b4057212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/273b965f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/d29dcb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Hartford Farmington Farmington 8.0/10 Very good (1006) "Clean room with a good bed, good shower and an excellent TV " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lester CA $106 CA $122 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/01285f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/ee4e9e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/111d9992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Hartford/Farmington Farmington 8.8/10 Excellent (1004) "Clean room and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $149 CA $172 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7d74995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/8ed6c680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Bristol, Connecticut Bristol 9.0/10 Wonderful (1002) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marquise CA $191 CA $220 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/74bd7e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31e09d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/ebe022ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/d26781d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Bristol Bristol 9.6/10 Exceptional (163) "I would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jael CA $165 CA $189 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ![Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/3ed0be48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/4463ebe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/5947dd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Torrington Torrington 7.4/10 Good (1002) "Clean comfortable room,great parking and local shopping " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $116 CA $134 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/4f26a2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/83c04a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/b45557a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/463bda09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Hartford-Farmington Farmington 8.4/10 Very good (1003) "Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $150 CA $173 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/894da154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/e63c41d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/20124035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avon Old Farms Hotel Avon 8.4/10 Very good (1005) "Very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvero CA $137 CA $188 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/5dc7d6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/a4ff04b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/dca364d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/1cbdfdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Hartford Avon Avon 8.8/10 Excellent (410) "Good hotel but expensive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $163 CA $188 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-Hartford-Avon.h1074390.Hotel-Information) ![Couples treatment rooms, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/5296f0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/8d38e888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/ff95995c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/a6c73ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Inn & Spa, Auberge Collection Washington 9.2/10 Wonderful (55) "Incredible place - will definitely return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $789 CA $971 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c96d9ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/7ecbf1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/81dcef8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Hartford Hotel at Bradley Airport Windsor Locks 9.2/10 Wonderful (1005) "Room was clean, very convenient, would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $316 CA $364 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/1a357fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bohemian Room](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/c71b96bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/a8d7410e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Litchfield Inn Litchfield 9.0/10 Wonderful (958) "Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $303 CA $349 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/ceb52ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/66c93564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/f07e7b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/3d1349c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simsbury Inn Simsbury Center 9.2/10 Wonderful (280) "I loved my stay there. Beautiful rooms, the hot tub was great! Breakfast was decent but there are plenty of food options around town if you want something better!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin CA $399 CA $489 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Weatogue-Hotels-Simsbury-Inn.h16756.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d.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 Plainville 8.6/10 Excellent (908) "Yes, the room was clean. Staff was very nice and we look forward to our next stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza Marie CA $120 CA $138 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn Norfolk 9.4/10 Exceptional (163) "Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina CA $227 CA $261 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/35c8e72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/3d878f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/97469747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmington Inn & Suites Farmington 8.8/10 Excellent (1007) "Tip quality, charming place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nello CA $131 CA $175 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/f403f26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, free WiFi](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/bbee8887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/5288546f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/efe74a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abner Hotel Litchfield Historic District 9.2/10 Wonderful (46) "Spacious room and friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $300 CA $345 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information) ![Lunch and dinner served](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/e95e3d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d90b3de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/432bc97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar West Hartford West Hartford 9.8/10 Exceptional (1000) "Fabulous and roomy. So clean so nice. Lovely humans. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $355 CA $429 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/bd69c93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Woodside, Pet Friendly) | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/30d59e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ground Floor (Main Building)](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/db6c98da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Interlaken Inn & Resort Lakeville 8.2/10 Very good (270) "It is so pretty and the views around the hotel were amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noraida CA $310 CA $356 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/40c2786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/282b9f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/ebb74cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/417c3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cornwall Inn and Lodge Cornwall Bridge 9.2/10 Wonderful (155) "This inn was very quaint and welcoming. It was a nice inn for the value. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $292 CA $336 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/fb8a0016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/b28516d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC East Canaan 9.0/10 Wonderful (413) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $145 CA $167 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-23&endDate=2025-12-24®ionId=553248635975869849&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%2FWinchester-Hotels.d553248635975869849.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d553248635975869849.Travel-Guide-Hotels) ### Stay near popular Winchester attractions [](https://expedia.ca/Highland-Lake-Hotels.0-l553248635976195024-0.Travel-Guide-Filter-Hotels) #### Highland Lake Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195024) [](https://expedia.ca/Laurel-Lanes-Hotels.0-l553248621532666032-0.Travel-Guide-Filter-Hotels) #### Laurel Lanes You can enjoy the entertainment at Laurel Lanes during your trip to Winchester. Take in the live music in this relaxing area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666032) [](https://expedia.ca/Winchester-Historical-Society-Hotels.0-l553248621532666031-0.Travel-Guide-Filter-Hotels) #### Winchester Historical Society You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666031) ## More cheap stays in Winchester ![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Extended Stay America Suites Hartford Farmington 1 Batterson Park Rd Farmington CT CA $106 CA $122 total Dec 23 - Dec 24 includes taxes & fees 7.8/10 Good! (1,000 reviews) [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Hartford/Farmington 301 Colt Hwy Farmington CT CA $149 CA $172 total Dec 19 - Dec 20 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Torrington 492 East Main St Torrington CT CA $116 CA $134 total Dec 10 - Dec 11 includes taxes & fees 7.2/10 Good! (1,002 reviews) [](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![Americas Best Value Inn Torrington CT](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Americas Best Value Inn Torrington CT 395 Winsted Rd Torrington CT CA $129 CA $149 total Dec 10 - Dec 11 includes taxes & fees 5.6/10 (779 reviews) [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn & Suites by Marriott Plainville 400 New Britain Ave Plainville CT CA $120 CA $138 total Dec 28 - Dec 29 includes taxes & fees 8.4/10 Very Good! (908 reviews) [](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![PLYMOUTH MOTOR LODGE](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/04fbcde1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### PLYMOUTH MOTOR LODGE 325 Main St Terryville CT CA $104 CA $120 total Dec 15 - Dec 16 includes taxes & fees 7.6/10 Good! (176 reviews) [](https://expedia.ca/Terryville-Hotels-PLYMOUTH-MOTOR-LODGE.h77186537.Hotel-Information) ## Hotels in Winchester with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 3 properties [](https://expedia.ca/5Star-Winchester-Hotels.s50-0-d553248635975869849.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 9 properties [](https://expedia.ca/4Star-Winchester-Hotels.s40-0-d553248635975869849.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 65 properties [](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d553248635975869849.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 53 properties [](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d553248635975869849.Travel-Guide-Filter-Hotels) ## Recent reviews of Winchester hotels ![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg) ### Days Inn by Wyndham Torrington 5/5 Excellent "Clean comfortable room,great parking and local shopping " A verified traveller stayed at Days Inn by Wyndham Torrington Posted 5 days ago [](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 5/5 Excellent "Great time" A verified traveller stayed at The Farmington Inn & Suites Posted 5 days ago [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 5/5 Excellent "So clean. Great bar. Over the top when it comes to convenience." A verified traveller stayed at Sheraton Hartford Hotel at Bradley Airport Posted 5 days ago [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 5/5 Excellent "Clean room, courteous staff" A verified traveller stayed at Avon Old Farms Hotel Posted 6 days ago [](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg) ### The Litchfield Inn 5/5 Excellent "Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!" A verified traveller stayed at The Litchfield Inn Posted 7 days ago [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![Simsbury Inn](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/ceb52ab8_y.jpg) ### Simsbury Inn 5/5 Excellent "It was a lovely stay. Beautiful room, ideal location, great food, wonderful staff, and festively decorated." A verified traveller stayed at Simsbury Inn Posted 7 days ago [](https://expedia.ca/Weatogue-Hotels-Simsbury-Inn.h16756.Hotel-Information) ![Blackberry River Inn](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd_y.jpg) ### Blackberry River Inn 5/5 Excellent "Such kind and thoughtful customer service - above and beyond. Lovely people!" A verified traveller stayed at Blackberry River Inn Posted 8 days ago [](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d_y.jpg) ### Fairfield Inn & Suites by Marriott Plainville 5/5 Excellent "Rooom was roomy and clean; staff was helpful and friendly" A verified traveller stayed at Fairfield Inn & Suites by Marriott Plainville Posted 8 days ago [](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![Delamar West Hartford](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2_y.jpg) ### Delamar West Hartford 5/5 Excellent "Fabulous and roomy. So clean so nice. Lovely humans. " A verified traveller stayed at Delamar West Hartford Posted 9 days ago [](https://expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information) ## Frequently asked questions ### What's the best place for a stay in Winchester? ### What's the top vacation rental in Winchester? ### If I need to cancel my hotel reservation in Winchester, will I receive a refund? ### What are some hotels with pools in Winchester? ### What is staying in Winchester like? ### What should I do while I'm visiting Winchester? ### What's the seasonal weather like in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Burlington Hotels ](https://www.expedia.ca/Burlington-Hotels.d6361018.Travel-Guide-Hotels) - [Canaan Hotels ](https://www.expedia.ca/Canaan-Hotels.d6003925.Travel-Guide-Hotels) - [Canton Hotels ](https://www.expedia.ca/Canton-Hotels.d86292.Travel-Guide-Hotels) - [Apartments in City Meadow Boardwalk ](https://www.expedia.ca/City-Meadow-Boardwalk-Apartments.d903594079282372608-aaApartments.Travel-Guide-Accommodation) - 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