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

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Winsted apartments

Exterior

1. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 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 €298
includes taxes & fees
8 Sept - 9 Sept
Cozy Attic 10 min to Llitchfield
Room

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is €356
includes taxes & fees
8 Sept - 9 Sept
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Dining

3. 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 €440
includes taxes & fees
6 Oct - 7 Oct
Art House 3 Beds Close to Warner Theater
Living area

4. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is €245
includes taxes & fees
8 Sept - 9 Sept
Pristine Cozy Walkable Downtown 2BR Getaway
Property grounds

5. 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 €265
includes taxes & fees
8 Sept - 9 Sept
River Overlook - What a view from your deck!
Property grounds

6. 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 €176
includes taxes & fees
5 Oct - 6 Oct
Peaceful Meadow Retreat
Dining

7. Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is €498
includes taxes & fees
8 Sept - 9 Sept
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Interior

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 €237
includes taxes & fees
8 Sept - 9 Sept
The Historic Hideaway
Exterior

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.
Cozy Modern Farmhouse Private Apt - 3 Beds
Exterior

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 €248
includes taxes & fees
10 Sept - 11 Sept
The Old Avon Village
Apartment (1 Bedroom) | Interior

11. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is €270
includes taxes & fees
9 Sept - 10 Sept
Bristol Condo Near Espn HQ & Lake Compounce!
Interior

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 €219
includes taxes & fees
21 Sept - 22 Sept
The Sun Filled Cozy Creamery
Interior

13. 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, (16 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is €245
includes taxes & fees
8 Sept - 9 Sept
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Private kitchen

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great property, great host"
United States
Shelly B.
The price is €146
includes taxes & fees
13 Sept - 14 Sept
Cozy 1-bedroom studio in serene Great Barrington with AC
Private kitchen

15. 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 €327
includes taxes & fees
21 Sept - 22 Sept
The Jefferson Guest House, Spacious, Special Views
Room

16. #2 Beautiful 1 BR Apartment - Central CT

#2 Beautiful 1 BR Apartment - Central CT
Plainville
9.0 out of 10, Wonderful, (2 reviews)
"I try to come up to Connecticut at least once a year if possible and this really worked out perfect for me first floor no steps easy to bring luggage in very comfortable. Would definitely come back and stay there again."
United States
Rodney L.
The price is €196
includes taxes & fees
15 Sept - 16 Sept
#2 Beautiful 1 BR Apartment - Central CT
Room

17. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Otis
The price is €294
includes taxes & fees
8 Sept - 9 Sept
Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Interior

18. #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.
The price is €360
includes taxes & fees
6 Oct - 7 Oct
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Beach

19. 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, (3 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
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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Top Winsted Hotel Reviews

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent
"Easy check in. Clean room and comfortable beds. On site restaurant/bar was very good with friendly staff. Appreciated the efficient shuttle service to airport."
Helen 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hartford - Bradley Airport

Find out more about Winsted

Winsted Apartments information

Number of reviews
141
Accommodation
69 Apartments
Lowest Price
€146
Highest Price
€498

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?
Below are some of the more popular apartments in the area: 1st Floor The Inn at Highland Lake: Includes free WiFi, a dining area and a Smart TV . 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 . 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 . TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX: Located in Bristol , 17.5 mi/28.1 km from Winsted. Includes free WiFi and a Smart TV . 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.