Top 10 Hotels in Winsted, CT in 2026 (from $66)

A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

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Where to stay in Winsted?

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A bathroom with a bathtub, toilet, and granite countertop sink.

A Days Inn building with a blue awning, a lobby entrance, and a well-maintained lawn with various plants.

A Days Inn sign with a sunburst design, surrounded by trees.

1. Days Inn by Wyndham Torrington

Torrington

$83

$96 total

includes taxes & fees

Oct 6 - Oct 7

A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

A gym with various exercise equipment, a mirror, and a blue wall.

A spacious living area with a brown leather sofa, a glass coffee table, a wooden entertainment unit with a flat-screen TV, and a large window providing a view of the outdoors.

2. Americas Best Value Inn Torrington CT

Torrington

$136

$156 total

includes taxes & fees

Oct 2 - Oct 3

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A grand hallway with a chandelier, a staircase, and a table with flowers.

A room with a fireplace, two striped armchairs, and a floral drape.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

3. Blackberry River Inn

Norfolk

$170

$196 total

includes taxes & fees

Oct 4 - Oct 5

A house with a porch, American flags, and a pathway leading to a bench.

A four-poster bed with floral bedding, two bedside lamps, and a wooden floor.

A wooden desk with a notebook, two mugs, a framed sign, a telephone, and a decorative bowl.

A living room with a fireplace, a wooden cabinet, a plaid sofa, and a patterned rug.

4. Truman Gillet House Bed & Breakfast

Granby

$140

$155 total

includes taxes & fees

Oct 11 - Oct 12

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

A two-story building with a flat roof, solar panels, and a small patio area.

A covered porch with white railings and rocking chairs.

5. Locust Tree Bed and Breakfast LLC

East Canaan

$105

$121 total

includes taxes & fees

Oct 4 - Oct 5

A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

A spacious room with a high ceiling, a ceiling fan, a large window with a view of greenery, a white sofa, a black leather chair, and a wooden table with a computer setup.

A house with a garden featuring purple flowers and a stone wall.

A modern living room with a sofa, ottoman, and green chairs, a coffee table with flowers, and a side table with a lamp and decorative items.

6. Sunny Peace Homestay

Harwinton

$145

$224 total

includes taxes & fees

Oct 5 - Oct 6

An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.

A Marriott hotel with a red roof, a swimming pool, and a well-maintained lawn.

A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.

7. Residence Inn by Marriott Hartford Avon

Avon

$144

$165 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a flat roof, large windows, and a covered entrance.

A modern lobby with a reception desk, seating area, and a large wall-mounted screen.

A hotel room with a bed, a desk, a chair, a sofa, a microwave, and a coffee machine.

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

8. Springhill Suites Marriott Airport

Windsor Locks

$125

$144 total

includes taxes & fees

Nov 1 - Nov 2

A patio with a round metal table, a glass of white wine, and a red umbrella.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

9. Manor House Inn

Norfolk

$349

$387 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

A modern breakfast area with a counter, seating, and a refrigerator.

A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.

10. Home2 Suites by Hilton Bristol

Bristol

$130

$150 total

includes taxes & fees

Nov 1 - Nov 2

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

11. Quality Inn Great Barrington

Great Barrington

$76

$85 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a dining area, seating arrangements, and a large TV screen.

A modern living room with a grey sofa, a black exercise bike, and a large mirror reflecting the room.

An indoor swimming pool area with tiled flooring, lounge chairs, and tables with umbrellas.

A modern hotel room with a seating area, a flat-screen TV, and a dining table.

12. Hampton Inn Hartford/Airport

Windsor

$119

$137 total

includes taxes & fees

Nov 1 - Nov 2

A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.

A well-lit living room with a patterned sofa, armchairs, a television, and a patterned carpet.

A well-lit room with a fireplace, two armchairs, a sofa, and a coffee table.

A four-poster bed in a hotel room with a blue carpet, a desk with a lamp, a chair, and a bedside table with a lamp.

13. The Farmington Inn & Suites

Farmington

$139

$177 total

includes taxes & fees

Nov 1 - Nov 2

A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

A spacious indoor dining area with high ceilings, large windows, and a brick wall.

A large conference room with multiple round tables, beige chairs, chandeliers, and a wooden floor.

A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

14. Avon Old Farms Hotel

Avon

$193

$243 total

includes taxes & fees

Oct 6 - Oct 7

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

An indoor swimming pool with clear water, a lifeguard chair, and a changing room with a shower.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A buffet with labeled trays of turkey sausage and cookies.

15. Holiday Inn Express & Suites Bradley Airport by IHG

Windsor Locks

$115

$132 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A motel with a parking lot and several cars parked.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

16. Monument Mountain Motel

Great Barrington

$67

$74 total

includes taxes & fees

Nov 1 - Nov 2

A lobby with a blue sofa, a small round table, and a fireplace.

A hotel room with a sofa, two small tables, a TV, a desk, and a mirror.

A Fairfield Inn & Suites hotel with a large parking lot and snow-covered ground.

A hotel reception area with a wooden reception desk, a minibar, and a wall-mounted decorative panel.

17. Fairfield Inn & Suites by Marriott Plainville

Plainville

$114

$131 total

includes taxes & fees

Oct 4 - Oct 5

A large, historic building with a covered porch and outdoor seating area.

A large, historic house with multiple chimneys, a covered porch, and lush greenery.

A sign for the Simsbury House, indicating it is a historic building from 1820.

A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.

18. Simsbury 1820 House

Simsbury Center

$182

$226 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

A spacious lobby with large windows, a central plant, and multiple hanging lights.

A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.

A modern lobby with a reception desk, seating area, and a large decorative light fixture.

19. DoubleTree by Hilton Hotel Bristol, Connecticut

Bristol

$155

$178 total

includes taxes & fees

Oct 29 - Oct 30

A hotel room with two beds, a nightstand with a lamp, and a wall-mounted phone.

A hotel room with a kitchenette, a desk, a chair, a mirror, and a door.

A heart-shaped bathtub with a single faucet and a drain.

A bathroom with a shower, toilet, and towel rack.

20. PLYMOUTH MOTOR LODGE

Terryville

$89

$102 total

includes taxes & fees

Oct 4 - Oct 5

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Go beyond your typical stay in Winsted

Top landmarks in Winsted

Highland Lake

Highland Lake is 2.6 mi (4.3 km) from central Winchester, why not stop by during your stay.

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The Marina at Highland Lake

Imagine strolling along The Marina at Highland Lake for some great waterfront pics. It's located 1.8 mi (2.9 km) from central Winchester.

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Northwestern Connecticut Community College

If you'd like to get a taste of Winchester student life, check out Northwestern Connecticut Community College, in the heart of the town.

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Winchester Historical Society

8.0/10 (1 review)

You might want to get your camera out and head to Winchester Historical Society— just one of the landmarks located 1.9 mi (3.1 km) from central Winchester.

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American Mural Project

The center of Winchester is home to cultural attractions like American Mural Project, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Highland Lake, The Village, and Northwestern Connecticut Community College.

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Northwestern Connecticut Community College Library

Northwestern Connecticut Community College Library is worth a visit when in central Winchester.

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Platt Hill State Park

Platt Hill State Park is 2.4 mi (3.8 km) from central Winchester, why not stop by during your stay.

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Rowley Fields

If you like quiet time surrounded by flowers and greenery, then make a stop at Rowley Fields in the heart of Winchester. Want to stretch your legs some more? Head to Walker Field, just a short walk away.

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Learn more about Winsted

Winsted is well-known for its attractions such as Highland Lake and Burr Pond State Park.

See all hotels in Winsted

Check out reviews of Winsted hotels guests love

Blackberry River Inn

Norfolk

10/10 Exceptional

Christine

Home2 Suites by Hilton Bristol

Bristol

10/10 Exceptional

Michelle

An outdoor dining area with tables and chairs, surrounded by plants and trees.

A hotel lobby with a fireplace, seating area, and decorative wall sconces.

A restaurant with a brick floor, wooden chairs, and tables. There is a bar area with bottles and glasses.

A multi-level interior with a grand staircase, a chandelier, and a checkered floor.

Delamar West Hartford

West Hartford

10/10 Exceptional

elizabeth

A calm lake at dusk with a wooden dock and two chairs facing the water.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

Berkshire Lake Lodge

Lee

10/10 Exceptional

Samuel

Monument Mountain Motel

Great Barrington

10/10 Exceptional

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.

An outdoor patio with tables, chairs, and umbrellas, adjacent to a brick building.

A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.

Hampton Inn & Suites Hartford/Farmington

Farmington

10/10 Exceptional

Debora D.

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

A covered patio with a wooden table and chairs, a sofa, and a ceiling fan.

A two-story building with a sign for Cornwall Inn, featuring a front porch and a mailbox.

Cornwall Inn and Lodge

Cornwall Bridge

10/10 Exceptional

Bethny

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

10/10 Exceptional

Kunal and his family were very hospitable and helpful, making my stay very comfortable in Great Barrington in the heart of Berkshire County! Their accommodations are quite clean and truly have all you might need for your stay and the price was also the best I found with good quality! They also have a nice continental breakfast...where I met a number of families...traveling for the school vacation week...to be close to the mountains and skiing. I was traveling for business so Great Barrington...

Travelling NP

Days Inn by Wyndham Torrington

Torrington

10/10 Exceptional

Allen

Truman Gillet House Bed & Breakfast

Granby

10/10 Exceptional

Christine

Sunny Peace Homestay

Harwinton

10/10 Exceptional

sylvia

Locust Tree Bed and Breakfast LLC

East Canaan

10/10 Exceptional

rose

Manor House Inn

Norfolk

10/10 Exceptional

Kyle

Residence Inn by Marriott Hartford Avon

Avon

10/10 Exceptional

Anonymous traveler

Simsbury 1820 House

Simsbury Center

10/10 Exceptional

Warren

A stone fountain with water spouting from the top, surrounded by greenery and a brick building with windows in the background.

A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.

A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.

A brick building with a covered patio, a fountain, and a staircase leading to a second floor.

Simsbury Inn

Simsbury Center

10/10 Exceptional

Rebecca

Hampton Inn Hartford/Airport

Windsor

10/10 Exceptional

Jeffrey S