Title: 4 Stars Hotels in Winsted, Connecticut from CA $169 - Find Cheap Winsted Hotels With 4 Stars | Expedia.ca

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![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

# 4 Stars Hotels in Winsted, Connecticut from CA $169

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## Check availability on Winsted 4 Star Hotels

Tonight

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-12-18&endDate=2025-12-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-12-19&endDate=2025-12-20&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-12-26&endDate=2025-12-28&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)

![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)

![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

8.0/10

Very good

(1000)

"Enjoyed the bar at the end of the day without having to drive anywhere. The room and the beds were very comfortable and super clean!"

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

Linda

CA $147

CA $169 total

includes taxes & fees

Dec 26 - Dec 27

[](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)

![Bar (on property)](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/w7216h5408x0y0-f32a3571.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)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/8478ffb7.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

(1000)

"very good coffee bar in the lobby; clean and quiet room. spacious bathroom; good hot water pressure in the shower"

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

Janet

CA $402

CA $484 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](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

(1001)

"Amazing stay"

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

Marquise

CA $191

CA $219 total

includes taxes & fees

Dec 28 - Dec 29

[](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)

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

(962)

"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 $393

CA $451 total

includes taxes & fees

Dec 21 - Dec 22

[](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)

![Porch](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/99af973d.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

(1002)

"Very nice room, pleasant and helpful staff"

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

Concetta

CA $219

CA $275 total

includes taxes & fees

Dec 28 - Dec 29

[](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)

![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)

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

(143)

"Great charming place, friendly, helpful staff"

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

David

CA $350

CA $402 total

includes taxes & fees

Dec 22 - Dec 23

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

### 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 $679

CA $781 total

includes taxes & fees

Dec 22 - Dec 23

[](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)

![Thayer House, Room 201, 1 King bed, Jetted tub](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/f1d5c4f3.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)

![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.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 $420

CA $506 total

includes taxes & fees

Dec 23 - Dec 24

[](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)

"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)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109010000/109009800/109009785/6c2e14a1.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)

### 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=01%2F01%2F2026&endDate=02%2F01%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=01%2F01%2F2026&endDate=02%2F01%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=19%2F12%2F2025&endDate=20%2F12%2F2025&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=19%2F12%2F2025&endDate=20%2F12%2F2025&regionId=3000430645&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&regionId=3000430645&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&regionId=3000430645&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&regionId=3000430645&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&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=2026-01-01&endDate=2026-01-02&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

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

### Delamar West Hartford

10/10 Excellent

"Yes"

[](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

"The room was spotless. The bed and pillows extremely comfortable. Front desk people were very nice. Very convenient location to the airport."

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

![Simsbury 1820 House](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611_y.jpg)

### Simsbury 1820 House

10/10 Excellent

"Super comfortable and welcoming."

[](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

"Loved my cookies!! My favorite part.! Friendly staff and great rooms. "

[](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.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 $169

### 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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