Title: Winsted Cottages from CA $91 | 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)

![Old houses in the Old Salem Historic District, in downtown Winst](https://images.trvl-media.com/place/3000430645/bb9cdd61-3489-4aed-b910-e06295b1d904.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000430645/bb9cdd61-3489-4aed-b910-e06295b1d904.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winsted

![Property entrance](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/85d74b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/c1a6e504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/5d161739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/5435aab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Truman Gillet House Bed & Breakfast

[](https://www.expedia.ca/Hartford-Hotels-Truman-Gillet-House-Bed-Breakfast.h12986517.Hotel-Information)

Granby

9.6/10

Exceptional

(104 reviews)

"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "

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

Desiree

CA $191

CA $212 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Hartford-Hotels-Truman-Gillet-House-Bed-Breakfast.h12986517.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monument Mountain Motel

[](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

Great Barrington

9.0/10

Wonderful

(824 reviews)

"The room was clean, and the staff was friendly and helpful. "

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

Damien

CA $82

CA $91 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/044fa417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Roll-in Shower](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/7d38f095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with digital channels, Netflix, toys](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/17c4dc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/9885d0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Berkshire Mountain Inn

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

Great Barrington

CA $205

CA $229 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/30ceb892.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)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/04ff4b17.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)

### Locust Tree Bed and Breakfast LLC

[](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information)

East Canaan

9.0/10

Wonderful

(415 reviews)

"Great breakfast! Had a wonderful stay!"

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

Michelle

CA $143

CA $165 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/a9d938cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/7588ab8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31f305c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/10e91fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Bristol

[](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information)

Bristol

9.6/10

Exceptional

(195 reviews)

"Clean room, great staff"

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

Tamiya

CA $183

CA $210 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/f25ff27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Great Barrington

[](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

Great Barrington

8.4/10

Very good

(1,001 reviews)

"Clean room, great location"

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

Andrea

CA $90

CA $101 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/c5a54031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Great Barrington Berkshires

[](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information)

Great Barrington

7.6/10

Good

(573 reviews)

"Excellent location!!"

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

Abdul Samad

CA $102

CA $114 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/8da3ecb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/9360dc5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/0d7cd77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Bradley Airport by IHG

[](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information)

Windsor Locks

9.0/10

Wonderful

(1,159 reviews)

"Always my go to hotel when I come home for visits, friendly staff, clean hotel. "

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

Kathleen

CA $143

CA $165 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/cefd2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/5fe2b5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (5) | Bathroom](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/3ff31723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/ecdcd2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Millerton Inn

[](https://www.expedia.ca/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information)

Millerton

8.2/10

Very good

(16 reviews)

"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."

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

Jamie

CA $209

CA $237 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/4bd6d788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/b1656412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/633e19d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/c6a9bdfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy & Serene Cabin with Fireplace, Ski Nearby!

[](https://www.expedia.ca/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.Hotel-Information)

Bethlehem

10/10

Exceptional

(39 reviews)

"Very comfortable property. The host had thought of everything!"

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

Jennifer Y.

CA $273

CA $580 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/279dc540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ef9bad04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Mobility Accessible](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/9c5d1ec8.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/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Little Lion

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

Great Barrington

8.6/10

Excellent

(554 reviews)

"Great friendly staff"

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

Pablo

CA $150

CA $168 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/c7c6ac1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Wilder House Berkshires Room 1](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/aa99cb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/7fea6163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/143186d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilder House Berkshires

[](https://www.expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information)

Sheffield

9.8/10

Exceptional

(43 reviews)

"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "

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

Kristinna

CA $247

CA $276 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/34065f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/241daa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Refrigerator](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/04ad8e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/cde7c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Westfield

[](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information)

Westfield

8.4/10

Very good

(829 reviews)

"I will stay again"

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

Jailene

CA $159

CA $177 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/d4c8ac0c.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/bfea9bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Torrington

[](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

Torrington

7.4/10

Good

(1,000 reviews)

"Very respectable staff and clean environment "

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

Hannah

CA $130

CA $149 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/fbd2cba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/b642a3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, 2 Queen Beds, Courtyard View](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/3d6dcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/75dbf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Rock Inn

[](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information)

Great Barrington

9.6/10

Exceptional

(38 reviews)

"The room was clean and comfortable wi will back next year:) "

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

Nadya

CA $162

CA $182 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.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)

![Suite (Chamber)](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/9e76db9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Chamber)](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/786946b2.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)

### The Abner Hotel

[](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information)

Litchfield Historic District

9.4/10

Exceptional

(52 reviews)

"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."

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

Francis

[](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/446ca741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/0c1a7e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed (Peloton)](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/51aac8ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/396dc82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Hartford/Airport

[](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information)

Windsor

9.0/10

Wonderful

(1,001 reviews)

"Clean. Friendly. Convenient to highway. "

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

walter

CA $155

CA $179 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/9ac40a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

Great Barrington

8.8/10

Excellent

(741 reviews)

"Great property, very accommodating. "

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

Shanice

CA $146

CA $163 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/76286fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/f73d38df.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)

![Staircase](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Farmington Inn & Suites

[](https://www.expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

Farmington

8.8/10

Excellent

(1,001 reviews)

"This place is like a warm hug from your favorite auntie. "

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

kieran

CA $147

CA $192 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/d8217024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/afa8b6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/5f79da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/532eb0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Westfield - Springfield

[](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information)

Westfield

7.2/10

Good

(917 reviews)

"Pleasantly surprised by this hotel. For a budget-friendly option, it was clean, comfortable, and far better than I expected. Great value for the price"

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

Amanda

CA $128

CA $142 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.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.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=CABIN)

Cottages

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Private vacation homes

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=CHALET)

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## Top Winsted Hotel Reviews

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg)

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"Clean"

[](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Hampton Inn Hartford/Airport](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/4a4de62f_y.jpg)

### Hampton Inn Hartford/Airport

10/10 Excellent

"Clean room and staff"

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"Clean "

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![Home2 Suites by Hilton Bristol](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/74bd7e00_y.jpg)

### Home2 Suites by Hilton Bristol

10/10 Excellent

"Your staff was amazing and very helpful! George and Peter were so helpful and welcoming! Even the text message I received from Alailah was welcoming, personable and helpful. "

[](https://expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information)

![Springhill Suites Marriott Airport](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/7c7d0fd0_y.jpg)

### Springhill Suites Marriott Airport

10/10 Excellent

"This property was spotless. Staff was extremely courteous. I'd like to recognize Mr. Omar, and Mr.Demar. These gentlemen are the staple of customer service. They were always pleasant. I was always greeted with a smile, as well as verbally. Very informative, and helpful. When you have staff that care they make the difference. I will definitely recommend this property to my fellow colleagues. Customer service is priority 👌 👏 "

[](https://expedia.ca/Hartford-Hotels-Springhill-Suites-Marriott-Airport.h2242056.Hotel-Information)

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

### Simsbury 1820 House

10/10 Excellent

"The stay was great, very accommodating staff, quaint rooms and lounge area!"

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

10/10 Excellent

"clean room good shower great breakfast nice people plenty of room great location -mall across the street and movie theatre very good experience will def stay there again "

[](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.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

"The bartenders and waitress were amazing! Food and drinks were great! And the rest of the staff is unbelievably helpful and so nice."

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

![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg)

### Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent

"Clean and convenient airport location. Close to a great BBQ restaurant. "

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information)

## Find out more about Winsted

## Winsted Cottages information

| Number of reviews | 10,502      |
| ----------------- | ----------- |
| Accommodation     | 77 Cottages |
| Lowest Price      | CA $91      |
| Highest Price     | CA $580     |

## Frequently asked questions

### Why book your cottage in Winsted with Expedia?

### How can I find cheap cottages in Winsted?

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