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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Apartments in Winsted

Terrace/patio
Peaceful Meadow Retreat

Apartment in Granby

2.0 star property
10.0 out of 10, Exceptional, (16)
"The place is beautiful and very quiet and relaxing"
United States
Marian
The price is SAR 398
SAR 749 total
includes taxes & fees
3 Dec - 4 Dec
Peaceful Meadow Retreat
Interior
#31 - Downtown Terryville- 1 Br

Apartment in Plymouth

10.0 out of 10, Exceptional, (1)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
The price is SAR 799
SAR 1,429 total
includes taxes & fees
31 Dec - 1 January 2026
#31 - Downtown Terryville- 1 Br
Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Torrington

9.6 out of 10, Exceptional, (4)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is SAR 334
SAR 1,026 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Fridge, microwave, oven, stovetop
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

Apartment in Plainville

8.4 out of 10, Very Good, (12)
"We enjoyed staying here. Great place, good communication, and a good rate for the space."
United States
Daniel F.
The price is SAR 634
SAR 1,356 total
includes taxes & fees
5 Dec - 6 Dec
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Fridge, microwave, oven, stovetop
#2 *Beautiful 1 BR Apartment - Central CT*

Apartment in Plainville

9.0 out of 10, Wonderful, (2)
"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 SAR 334
SAR 744 total
includes taxes & fees
7 Dec - 8 Dec
#2 *Beautiful 1 BR Apartment - Central CT*
Exterior
Cozy Modern Farmhouse Private 2 Bdrm Apartment

Apartment in Torrington

10.0 out of 10, Exceptional, (4)
"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 SAR 454
SAR 1,216 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Modern Farmhouse Private 2 Bdrm Apartment
Interior
The Sun Filled Cozy Creamery

Apartment in Plainville

8.8 out of 10, Excellent, (24)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is SAR 743
SAR 1,610 total
includes taxes & fees
22 Dec - 23 Dec
The Sun Filled Cozy Creamery
Fridge, microwave, oven, stovetop
Charming apartment 7 minute walk to downtown

Apartment in Torrington

10.0 out of 10, Exceptional, (15)
"Well equipped, lovely home, extremely clean and comfortable!"
United States
Sally V.
The price is SAR 500
SAR 927 total
includes taxes & fees
3 Dec - 4 Dec
Charming apartment 7 minute walk to downtown
Outdoor dining
The Historic Hideaway

Apartment in Avon

2.0 star property
7.0 out of 10, Good, (2)
"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 SAR 206
SAR 911 total
includes taxes & fees
5 Dec - 6 Dec
The Historic Hideaway
Fridge, microwave, oven, stovetop
River Overlook - Check the view from your deck!

Apartment in Collinsville

10.0 out of 10, Exceptional, (23)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is SAR 557
SAR 1,073 total
includes taxes & fees
2 Dec - 3 Dec
River Overlook - Check the view from your deck!
Exterior
The Old Avon Village

Apartment in Avon

2.0 star property
6.2 out of 10, (10)
"My unit was exactly as described. I thoroughly enjoyed my stay and will definitely return again. "
United States
Carol S.
The price is SAR 998
SAR 1,995 total
includes taxes & fees
30 Dec - 31 Dec
The Old Avon Village
1 bedroom, desk, iron/ironing board, WiFi
The Jefferson Guest House, Spacious, Special Views

Apartment in Litchfield

10.0 out of 10, Exceptional, (8)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is SAR 1,094
SAR 1,405 total
includes taxes & fees
3 Dec - 4 Dec
The Jefferson Guest House, Spacious, Special Views
Fridge, microwave, oven, stovetop
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

Apartment in Great Barrington

The price is SAR 1,162
SAR 1,482 total
includes taxes & fees
2 Dec - 3 Dec
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Exterior
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Apartment in Torrington

The price is SAR 360
SAR 1,081 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
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

The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"Staff was great in every way. Room was very nice and clean. Breakfast was good with lots of options."
Charles 1-night trip
Posted 1 day ago
The Farmington Inn & Suites

Frequently asked questions

What's it like to stay at an apartment in Winsted?
You'll find 5 apartments to choose from in Winsted for your trip.
Why choose an apartment over a traditional hotel room?
Often more spacious 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 couples who want to stay away from the tourist areas.
What's the top apartment I should consider for a stay in Winsted?
Listed below are some of the favorite apartments in the area: The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Includes free WiFi, private patios, and private yards. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 24.4 mi/39.3 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. The Sun Filled Cozy Creamery: Located in Plainville, 19.8 mi/31.9 km away. Includes private balconies. Access to onsite laundry facilities is available on site. The Jefferson Guest House, Spacious, Special Views: Located 14.1 mi/22.6 km away in Litchfield. Private patios and fireplaces are included. Access to onsite laundry facilities is available on site. J Suite on John Smith: Located in West Hartford, 20.2 mi/32.5 km from Winsted. Includes fireplaces. Access to onsite laundry facilities is available on site.
How many apartments will I be able to find in Winsted?
Expedia has 5 apartments to book in Winsted.
What can I expect from the weather during my trip to Winsted?
Though 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 temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches 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 Northwestern Connecticut Community College Library 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 save you time when you get to your destination. Fly into Bradley Intl. Airport (BDL), 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, you may want a rental car for your journey.