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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Winsted

A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

1. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (55 reviews)
"It was a nice stay…worked well for the event we attended in town. The host was very nice to work with"
United States
Roberta S.
The price is CA $153
CA $294 total
includes taxes & fees
Nov 22 - Nov 23
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A wooden cabin interior with a bench, a rug, and a hanging plant.

2. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $146
CA $266 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

3. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Rooms were very clean, staff was very nice"
United States
Bethany
The price is CA $142
CA $163 total
includes taxes & fees
Nov 12 - Nov 13
Days Inn by Wyndham Torrington
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

4. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (253 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is CA $252
CA $290 total
includes taxes & fees
Nov 12 - Nov 13
Blackberry River Inn
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (855 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $117
CA $131 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

6. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (455 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $148
CA $171 total
includes taxes & fees
Nov 10 - Nov 11
Locust Tree Bed and Breakfast LLC
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

7. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (467 reviews)
"The room was a great size and very clean."
United States
Loren
The price is CA $180
CA $207 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Hartford Avon
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

8. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $107
CA $119 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Great Barrington
A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

9. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (839 reviews)
"Clean and the staffs are friendly"
United States
Tuty
The price is CA $206
CA $237 total
includes taxes & fees
Nov 11 - Nov 12
Americas Best Value Inn Torrington CT
A house with a porch, American flags, and a pathway leading to a bench.

10. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (122 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
The price is CA $198
CA $220 total
includes taxes & fees
Nov 14 - Nov 15
Truman Gillet House Bed & Breakfast
A four-poster bed in a hotel room with a large mirror, two nightstands with lamps, and patterned wallpaper.

11. The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,008 reviews)
"A beautiful inn in a beautiful town. Loved our stay and will definitely be back."
United States
Kenneth
The price is CA $177
CA $228 total
includes taxes & fees
Nov 15 - Nov 16
The Farmington Inn & Suites
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

12. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.0 out of 10, Wonderful, (19 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
The price is CA $171
CA $278 total
includes taxes & fees
Nov 10 - Nov 11
Sunny Peace Homestay
A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

13. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,004 reviews)
"Very cozy and clean. Would absolutely book again"
United States
Alicia
The price is CA $240
CA $307 total
includes taxes & fees
Nov 10 - Nov 11
Avon Old Farms Hotel
A modern hotel room with a dining area, seating arrangements, and a large TV screen.

14. Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1,007 reviews)
"Close to airport"
United States
Mark
The price is CA $161
CA $185 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn Hartford/Airport
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

15. Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
Windsor Locks
8.8 out of 10, Excellent, (1,096 reviews)
"Very good place to stay"
United States
MARITZA RODRIGUEZ
The price is CA $155
CA $179 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Bradley Airport by IHG
A two-story house with a front porch, a small balcony, and a white picket fence.

16. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is CA $148
CA $504 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Attic 10 min to Llitchfield
A large, historic building with a covered porch and outdoor seating area.

17. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,003 reviews)
"Restaurant inside inn was comforting and had a great vibe."
United States
Enrique
The price is CA $253
CA $315 total
includes taxes & fees
Nov 10 - Nov 11
Simsbury 1820 House
A modern hotel with a flat roof, large windows, and a covered entrance.

18. Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.8 out of 10, Excellent, (1,001 reviews)
"The hotels staff, amenities & atmosphere was great ."
United States
Carolee
The price is CA $148
CA $170 total
includes taxes & fees
Nov 29 - Nov 30
Springhill Suites Marriott Airport
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

19. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is CA $85
CA $94 total
includes taxes & fees
Nov 10 - Nov 11
Monument Mountain Motel
A bar area with a long counter, bar stools, and shelves stocked with bottles.

20. Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,005 reviews)
"Location, Location, Location... perfect for departing from BDL. Restaurant was very good and bar area was clean and had a wide open area for seating."
United States
John
The price is CA $311
CA $358 total
includes taxes & fees
Nov 28 - Nov 29
Sheraton Hartford Hotel at Bradley Airport
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

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

Top reviews in Winsted

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

Blackberry River Inn

Blackberry River Inn
Norfolk

10/10 Excellent

Very nice place , staff was very nice also.
Canada
Mark
Reviewed July 21, 2026
Blackberry River Inn

Frequently Asked Questions

How many aparthotels are there in Winsted?

Though you won't find many aparthotels bookable on Expedia in Winsted, there are plenty of options for your stay with 25 lodging options. We can help you find similar options to aparthotels such as apartments or condos.

What should I see and do in Winsted?

Highland Lake and Rowley Fields are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Laurel Lanes. Other places in town to visit include Burr Pond State Park and The Marina at Highland Lake.

What is an aparthotel?

An aparthotel provides privacy and space found in an apartment and amenities you expect at a traditional hotel. Live like a local when you stay in an apartment-style accommodation, usually located in the heart of Winsted. Enjoy making home-cooked meals in the private kitchen and having more space to entertain and relax with friends and family.

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