Title: 4 Stars Hotels in Winsted, Connecticut from CA $185 - Find Cheap Winsted Hotels With 4 Stars | Expedia.ca

[Winsted Travel Guide](https://expedia.ca/Winsted.dx3000430645)[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)[Flights to Winsted](https://expedia.ca/Cheap-Flights-To-Winsted.d3000430645.Travel-Guide-Flights)[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)

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## Check availability on Winsted 4 Star Hotels

Tonight

[Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-24&endDate=2026-01-25&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-25&endDate=2026-01-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-30&endDate=2026-02-01&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winsted 4-star hotels

![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)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/a43bdbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/89115d93.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

(1,001 reviews)

"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 $161

CA $185 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.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)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/8478ffb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/351a4848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/800d572d.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

(1,001 reviews)

"Clean room, great staff and overall warm atmosphere."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gavrosh

CA $439

CA $525 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b.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)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/0bfedb32.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

(1,005 reviews)

"clean room, quiet overnight, great hot tub "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MELANIE

CA $203

CA $233 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information)

![Library](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/da1dad71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Cabin Room](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/b4cf1f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/6408a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9030a8ec.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

(969 reviews)

"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

CA $322

CA $370 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/7e4b3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/fbc655dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/414283b3.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

(1,006 reviews)

"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

CA $218

CA $274 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.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)

![Interior detail](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/939c2f95.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)

![Exterior](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/1ed9f4b6.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

9.8/10

Exceptional

(146 reviews)

"Such a cozy, authentic New England hotel, with all its charm. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maulik

CA $373

CA $428 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information)

![The Garden Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/8d4ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/892e10da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Parlor Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/49347d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Parlor Suite | Living area](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/fe8573a6.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 reviews)

"Nice room. "

![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg)

JeongHoon

CA $676

CA $778 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Thayer House, Room 201, 1 King bed, Jetted tub | Living area](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/05269ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/755fb8cb.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 reviews)

"Beautiful Inn and outstanding chef"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine

CA $418

CA $504 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/dcfbaf19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/b776a6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/81937000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2880000/2878300/2878272/f9a4c0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Hall Luxe Lodging

[](https://www.expedia.ca/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information)

Winsted

10/10

Exceptional

(4 reviews)

"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

[](https://www.expedia.ca/Winsted-Hotels-Rock-Hall-Luxe-Lodging.h2878272.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109009800/109009785/6105b32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Living area](https://images.trvl-media.com/lodging/110000000/109010000/109009800/109009785/b055d3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109010000/109009800/109009785/1075cc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109010000/109009800/109009785/6c2e14a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ABC Stay - Connecticut Five Bedroom Home

[](https://www.expedia.ca/New-Preston-Hotels-ABC-Stay-Connecticut-Five-Bedroom-Home.h109009785.Hotel-Information)

New Preston

[](https://www.expedia.ca/New-Preston-Hotels-ABC-Stay-Connecticut-Five-Bedroom-Home.h109009785.Hotel-Information)

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## Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winsted.

![Troutbeck](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4a6d4a2e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Troutbeck

515 Leedsville Rd Amenia NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=21767645&PinnedHotelID=21767645&HadPinnedHotel=true&regionId=3000430645)

[](https://expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information)

![Las Flores Villa](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/ff59e7a0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Las Flores Villa

38 Strawberry Ridge Rd New Preston CT

[Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=70549365&PinnedHotelID=70549365&HadPinnedHotel=true&regionId=3000430645)

[](https://expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Winsted.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&regionId=3000430645&star=40&star=40&amenities=WATER_PARK)

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.

## Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

[See all hotels in Winsted](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&adults=2&regionId=3000430645)

![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=400&h=400&p=1&q=high)

Photo by Kim Knox Beckius

## 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

"lovely hotel"

[](https://expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.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

"clean room, quiet overnight, great hot tub "

[](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information)

![Delamar West Hartford](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2_y.jpg)

### Delamar West Hartford

10/10 Excellent

"Very professional "

[](https://expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/775bdf7d_y.jpg)

### DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent

"Comfortable clean and convenient "

[](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information)

![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg)

### The Litchfield Inn

10/10 Excellent

"Very good. Nice selection "

[](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information)

## Find out more about Winsted

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winsted are calling your name. Known for providing first-rate service in amazing locations, each of the Winsted 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winsted. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winsted, Connecticut, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winsted hotels with 4 Stars provide everything you need to unwind in style.

## Frequently asked questions

### How much does it cost to stay in a 4-star hotel in Winsted?

> - Search for the lowest price from CA $185

### What's the difference between 5-star and 4-star hotels in Winsted?

### Does Winsted have any 4-star all-inclusive resorts?

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