Title: Book the Best Winsted LUXURY Hotels - Upscale Hotels in Winsted, CT | Expedia.ca [Hotels in Winsted](https://expedia.ca/Winsted-Hotels.d3000430645.Travel-Guide-Hotels)[Vacation Rentals in Winsted](https://expedia.ca/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals)[Winsted Car Rentals](https://expedia.ca/Car-Rentals-In-Winsted.d3000430645.Car-Rental-Guide)[Winsted Vacation Packages](https://expedia.ca/Winsted.d3000430645.Destination-Travel-Guides) ![A tractor up a tree! And, there's a picnic table underneath.](https://images.trvl-media.com/place/6125522/bf8d15d8-5a06-4bf9-b059-b9dc4d18a280.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kim Knox Beckius # Find luxury hotels in Winsted, CT - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winsted Luxury Hotels Tonight [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-03&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-04&endDate=2026-01-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-16&endDate=2026-01-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Winsted luxury hotels ![Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/90de0046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/de957a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 194, 1 Queen bed, 1 Sofa bed, Courtyard View with balcony](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/d3c12b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) Great Barrington 9.2/10 Wonderful (90) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $419 CA $505 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) ![The Parlor Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b4671c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/7bbc5c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Parlor Suite | Private kitchen](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b8c74868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Academy [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) Salisbury 9.0/10 Wonderful (10) "Nice room. " ![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg) JeongHoon CA $610 CA $702 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/99af973d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/5cb24d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/7e4b3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simsbury 1820 House [](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information) Simsbury Center 9.2/10 Wonderful (1006) "Such a great stay during the holidays! Quaint clean convenient everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $218 CA $275 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.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) ![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) ![Business centre](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/1a357fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/f2a12d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Litchfield Inn [](https://www.expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) Litchfield 9.0/10 Wonderful (964) "A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori [](https://www.expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with satellite channels, pay movies](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7baf880a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Bristol, Connecticut [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) Bristol 9.0/10 Wonderful (1007) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marquise CA $196 CA $225 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.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 [](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information) West Hartford 9.8/10 Exceptional (1002) "Clean room, great staff and overall warm atmosphere." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gavrosh CA $427 CA $512 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information) ![John Harney Suite](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/04d25b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/1ed9f4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/b4a29500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/cccc903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White Hart [](https://www.expedia.ca/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information) Salisbury 9.6/10 Exceptional (144) "Amazing stay. Incredible staff, attention to detail. Beyond expectations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette CA $373 CA $429 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/775bdf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Doubles](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/5cfb55bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/b2f4d31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/59cef280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hartford - Bradley Airport [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) Windsor Locks 8.2/10 Very good (1004) "Fantastic hotel! I spent many months in Connecticut for work and this location was by far the best I stayed at " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kade CA $159 CA $183 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.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=2026-01-18&endDate=2026-01-19®ionId=3000430645&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Winsted Hotel Reviews ![Simsbury 1820 House](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611_y.jpg) ### Simsbury 1820 House 10/10 Excellent "Such a great stay during the holidays! Quaint clean convenient everything we needed. " [](https://expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.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 10/10 Excellent "Large clean room" [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![DoubleTree by Hilton Hotel Bristol, Connecticut](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b_y.jpg) ### DoubleTree by Hilton Hotel Bristol, Connecticut 10/10 Excellent "Very friendly " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg) ### The Litchfield Inn 10/10 Excellent "Lovely lobby with comfy sofas and chairs and fireplace, games to play, newspapers to read, delicious coffee and breakfast, friendly and efficient staff, spacious room with comfy bed, spotlessly clean." [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 10/10 Excellent "I love the scenery and the seasons bar has great food" [](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Last minute decision and what a great find! Love the nostalgic vibe and incredible customer service. " [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Americas Best Value Inn Torrington CT](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "It was a good we spent time together so go ahead- keep-up Thanks " [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your Winsted vacation? ### What's the best high-end hotel in Winsted? ### When can I expect good weather in Winsted? ### What's there to see and do in Winsted? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Business Hotels in Barkhamsted ](https://www.expedia.ca/Barkhamsted-Hotels-Business-Hotel.0-0-d6359343-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Barkhamsted ](https://www.expedia.ca/Barkhamsted-Hotels-Cheap-Hotels.0-0-d6359343-tCheapHotels.Travel-Guide-Filter-Hotels) - 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