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

Search Apartments in Winsted

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Winsted apartments

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)
"Clean property, very cute. Also very small. Cable/tv access was challenging, but all on all a good experience"
United States
traci
The price is HK$989
HK$1,867 total
includes taxes & fees
12 Oct - 13 Oct
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A framed book titled 'Oak Haus' on a wooden table with a patterned cushion and a brown leather chair in the background.

2. 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 HK$931
HK$3,032 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Attic 10 min to Llitchfield
A balcony with a view of a lake, white railings, and outdoor furniture.

3. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (27 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
The price is HK$1,257
HK$2,464 total
includes taxes & fees
12 Oct - 13 Oct
River Overlook - What a view from your deck!
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

4. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is HK$1,123
HK$3,433 total
includes taxes & fees
1 Nov - 2 Nov
Art House 3 Beds Close to Warner Theater
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

5. Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is HK$1,096
HK$3,275 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

6. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (22 reviews)
"It was great!"
United States
Amanda T.
The price is HK$1,452
HK$2,409 total
includes taxes & fees
9 Nov - 10 Nov
Pristine Cozy Walkable Downtown 2BR Getaway
A square fire pit with flames, surrounded by a grassy field and a green chair.

7. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
The price is HK$816
HK$1,547 total
includes taxes & fees
26 Oct - 27 Oct
Peaceful Meadow Retreat
A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

8. The Historic Hideaway

The Historic Hideaway
Avon
6.0 out of 10, (4 reviews)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
The price is HK$573
HK$2,100 total
includes taxes & fees
12 Oct - 13 Oct
The Historic Hideaway
A two-story house with a front porch, a small balcony, and a white picket fence.

9. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is HK$1,104
HK$3,337 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Modern Farmhouse Private Apt - 3 Beds
A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

10. The Old Avon Village

The Old Avon Village
Avon
6.2 out of 10, (10 reviews)
"Great location. Alexander was very responsive to any requests. Met our needs. "
United States
Deborah S.
The price is HK$573
HK$2,139 total
includes taxes & fees
14 Oct - 15 Oct
The Old Avon Village
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

11. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (19 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,687
HK$2,160 total
includes taxes & fees
12 Oct - 13 Oct
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

12. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is HK$541
HK$1,968 total
includes taxes & fees
14 Oct - 15 Oct
The Sun Filled Cozy Creamery
A deck with a white chair and a table, a sliding glass door, and a potted plant.

13. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is HK$1,373
HK$2,463 total
includes taxes & fees
12 Oct - 13 Oct
Bristol Condo Near Espn HQ & Lake Compounce!
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

14. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
The price is HK$2,415
HK$3,098 total
includes taxes & fees
29 Oct - 30 Oct
The Jefferson Guest House, Spacious, Special Views
A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, and a kitchen with stainless steel appliances.

15. #3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Plainville
8.8 out of 10, Excellent, (15 reviews)
"Great place and good location."
United States
MARC S.
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
A modern interior with a central light fixture, seating arrangement, and large windows.

16. Coming Soon! #32- Sleeps 10!

Coming Soon! #32- Sleeps 10!
Plymouth
8.0 out of 10, Very good, (1 review)
"Everything was great, just 2 things… Is only 1 tv for the whole apartment, and there is another apartment upstairs and you can hear everything….other than that everything was great."
United States
Humberto H.
The price is HK$1,588
HK$3,804 total
includes taxes & fees
21 Oct - 22 Oct
Coming Soon! #32- Sleeps 10!
A bedroom with a bed, a nightstand, a dresser, a ceiling fan, a window, and a ladder.

17. Owls Nest - Cozy Westfield Home w/ Fire Pit

Owls Nest - Cozy Westfield Home w/ Fire Pit
Westfield
9.8 out of 10, Exceptional, (13 reviews)
"Excellent communication from host and clean. "
United States
Julie W.
Owls Nest - Cozy Westfield Home w/ Fire Pit
A sandy beach with a lake and forest in the background.

18. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (6 reviews)
"Amazing apartment! Clean, large, close walk to downtown Great Barrington. Joseph was an incredible host - accurate description, great communication. Will definitely be back!"
United States
Marc R.
The price is HK$1,640
HK$2,577 total
includes taxes & fees
12 Oct - 13 Oct
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

19. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (8 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
The price is HK$883
HK$1,293 total
includes taxes & fees
30 Oct - 31 Oct
Cozy 1-bedroom studio in serene Great Barrington with AC
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsted Hotel Reviews

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

8/10 Good
"Bed was not very comfortable."
Laura 1-night trip
Posted 2 days ago
Home2 Suites by Hilton Bristol

Find out more about Winsted

Winsted Apartments information

Number of reviews
167
Accommodation
76 Apartments
Lowest Price
HK$1,293
Highest Price
HK$3,804

Frequently asked questions

What's it like to stay at an apartment in Winsted?
You can choose from 5 apartments in Winsted for your stay.
Why consider apartments instead of traditional hotels?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in a quieter area.
What's the best apartment for a stay in Winsted?
Here are some of the top apartments in the area: Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Includes free WiFi, a patio and a fireplace . Access to 1 hot tub is available on site . Cozy 1-bedroom studio in serene Great Barrington with AC: Located 24.4 mi/39.2 km away in Great Barrington . Free WiFi, a balcony and a Smart TV are included . Access to on-site laundry facilities is available on site . River Overlook - What a view from your deck!: It's situated in Canton , 10.4 mi/16.7 km away. Includes a patio and a Smart TV . Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 24.4 mi/39.3 km away in Great Barrington . Free WiFi, a dining area and a Smart TV are included . Access to on-site laundry facilities is available on site . West Hartford Center 1st floor: Located in West Hartford , 19.9 mi/32 km from Winsted. Includes free WiFi . Access to on-site laundry facilities is available on site .
How many apartments should I expect to find in Winsted?
Expedia has 5 apartments to book in Winsted.
What can I expect from the weather in Winsted?
Although weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Winsted. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winsted are January, February, March and April, with each month seeing an average of 15 cm of snowfall.
What should I see 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. Burr Pond State Park and The Marina at Highland Lake are other places to visit while you're in town.
What's the best way to get to and around Winsted?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Hartford, CT (BDL-Bradley Intl.), which is located 19.3 mi (31 km) from the heart of the city. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia