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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 HK$659
HK$2,623 total
includes taxes & fees
3 Sept - 4 Sept
Cozy Attic 10 min to Llitchfield
Dining

2. 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$1,102
HK$3,403 total
includes taxes & fees
3 Sept - 4 Sept
Art House 3 Beds Close to Warner Theater
Exterior

3. 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$1,012
HK$3,231 total
includes taxes & fees
15 Sept - 16 Sept
Cozy Modern Farmhouse Private Apt - 3 Beds
Smart TV, fireplace

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 HK$1,255
HK$2,150 total
includes taxes & fees
3 Sept - 4 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, (26 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$1,294
HK$2,497 total
includes taxes & fees
8 Sept - 9 Sept
River Overlook - What a view from your deck!
Dining

6. 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 HK$1,834
HK$4,625 total
includes taxes & fees
14 Sept - 15 Sept
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
1 bedroom, desk, iron/ironing board, WiFi

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is HK$1,012
HK$3,176 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
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 HK$588
HK$2,109 total
includes taxes & fees
6 Sept - 7 Sept
The Historic Hideaway
Exterior

9. 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$666
HK$2,299 total
includes taxes & fees
10 Sept - 11 Sept
The Old Avon Village
Interior

10. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is HK$1,372
HK$2,460 total
includes taxes & fees
13 Sept - 14 Sept
Bristol Condo Near Espn HQ & Lake Compounce!
Interior

11. 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$1,966 total
includes taxes & fees
3 Sept - 4 Sept
The Sun Filled Cozy Creamery
Interior

12. 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 HK$1,685
HK$2,173 total
includes taxes & fees
8 Sept - 9 Sept
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Coffee/tea maker, fridge, microwave, oven

13. 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$2,286
HK$2,961 total
includes taxes & fees
21 Sept - 22 Sept
The Jefferson Guest House, Spacious, Special Views
Coffee/tea maker, fridge, microwave, oven

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)
"Michael’s place in Great Barrington MA was incredible. It was clean, very well appointed, affordable and so quiet. It is also very close to numerous restaurant options and grocery stores. I thought the place was very cozy and so comfortable. This was a stopping off point for me so I unfortunately was not able to stay longer. Next time I am Great Barrington I will definitely look up Michael’s place. Thank you Michael."
United States
Paul J.
The price is HK$882
HK$1,292 total
includes taxes & fees
11 Sept - 12 Sept
Cozy 1-bedroom studio in serene Great Barrington with AC
Interior

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.
The price is HK$1,460
HK$2,965 total
includes taxes & fees
4 Sept - 5 Sept
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 HK$831
HK$1,747 total
includes taxes & fees
15 Sept - 16 Sept
#2 *Beautiful 1 BR Apartment - Central CT*
Living area

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

Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Otis
The price is HK$1,722
HK$2,703 total
includes taxes & fees
7 Sept - 8 Sept
Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Beach nearby, sun-loungers, beach towels

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, (3 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is HK$1,843
HK$2,829 total
includes taxes & fees
14 Sept - 15 Sept
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Janet L. 2-night trip
Posted 7 hours ago
Quality Inn Great Barrington

Find out more about Winsted

Winsted Apartments information

Number of reviews
116
Accommodation
64 Apartments
Lowest Price
HK$1,292
Highest Price
HK$4,625

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?
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 . 2nd Floor The Inn at Highland Lake: Free WiFi, a balcony and a private garden are included .
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.

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