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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 67 Apartments in Winsted with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (23)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (59)
"This is such a cute little spot! It is a couple of miles outside the center of town. There is a pizza restaurant and breakfast spot within 50 yards. The hosts were fantastic with communicating in advance of my arrival. "
The price is AED 496
AED 877 total
includes taxes & fees
8 Jun - 9 Jun
Litchfield Hills Hideaway
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Fridge, microwave, stovetop, dishwasher

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

10.0 out of 10, Exceptional, (1)
"We loved our stay here. The apartment is in excellent condition. The appliances are modern, the furniture is nice (and good quality), it’s tastefully decorated and it has the basic amenities anyone would want for an extended stay - washer/dryer in unit, dishwasher, etc. You have your own designated off-street parking. The neighborhood is quiet and safe. You’re conveniently located to plenty of shopping, restaurants, local breweries, and various entertainment. On top of all this, Eddie is the...
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Exterior

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

9.2 out of 10, Wonderful, (5)
"Although located very close to sights and towns, you feel like you are tucked away in the rolling hills. The location has access to many routes throughout the area and everyone we came across was happy to answer questionsand offer suggestions."
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
River Overlook - Check the view from your deck!
Fridge, microwave, oven, stovetop

River Overlook - Check the view from your deck!

10.0 out of 10, Exceptional, (16)
"very peaceful, amazing view!"
The price is AED 545
AED 1,058 total
includes taxes & fees
8 Jun - 9 Jun
River Overlook - Check the view from your deck!
West Hartford Center 1st floor
Interior

West Hartford Center 1st floor

8.0 out of 10, Very Good, (8)
"Loved the place! Perfect for our family of 4 and very comfortable. "
West Hartford Center 1st floor
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Fridge, microwave, oven, stovetop

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (10)
"This property was the perfect place for us. Clean, bright, large rooms, good water pressure in the shower, on the lake. Location location location. The owners have done a very nice job as renters. Congrats to them :)"
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Charming Boutique Studio suite with everything you need for a getaway
Interior

Charming Boutique Studio suite with everything you need for a getaway

10.0 out of 10, Exceptional, (3)
"Had a great time. Ive stayed here multiplt times and keep coming back. Jessica is an amazing host. Very easy to talk to... but they leave you alone. Just an absolutely phenomenal stay"
Charming Boutique Studio suite with everything you need for a getaway
Walk to Memorial Park: Pet-Friendly Bethlehem Home
1 bedroom, desk, iron/ironing board, WiFi

Walk to Memorial Park: Pet-Friendly Bethlehem Home

10.0 out of 10, Exceptional, (6)
"We could not have been more pleased with the property or hosts. The property was clean and looked better in persons. Hosts were very friendly and accommodating. "
Walk to Memorial Park: Pet-Friendly Bethlehem Home
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Fridge, microwave, oven, stovetop

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Dugway Hideaway Walking Distance to Lime Rock Park
Golf

Dugway Hideaway Walking Distance to Lime Rock Park

9.2 out of 10, Wonderful, (12)
"Great location and super easy to navigate!"
Dugway Hideaway Walking Distance to Lime Rock Park
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds

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

9.2 out of 10, Wonderful, (41)
"Fantastic find, we had the best time"
The price is AED 459
AED 774 total
includes taxes & fees
20 Jun - 21 Jun
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Peaceful Meadow Retreat
Terrace/patio

Peaceful Meadow Retreat

2.0 star property
10.0 out of 10, Exceptional, (9)
"The place is beautiful and very quiet and relaxing"
The price is AED 443
AED 794 total
includes taxes & fees
19 Jun - 20 Jun
Peaceful Meadow Retreat
Cozy Tree Haus 1 Bedroom Apt
Interior

Cozy Tree Haus 1 Bedroom Apt

9.4 out of 10, Exceptional, (3)
"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."
The price is AED 422
AED 1,122 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Tree Haus 1 Bedroom Apt
Steele Brook Manor Tranquil get away nestled in Litchfield County.
Interior

Steele Brook Manor Tranquil get away nestled in Litchfield County.

2.0 star property
9.6 out of 10, Exceptional, (4)
"Terrific place to stay for Taft School weekend events. Reasonably priced, comfortable, and clean. We’ll be back in the future."
The price is AED 324
AED 879 total
includes taxes & fees
9 Jun - 10 Jun
Steele Brook Manor Tranquil get away nestled in Litchfield County.
Cozy Modern Farm Haus 2 Bedroom Apartment
Exterior

Cozy Modern Farm Haus 2 Bedroom Apartment

10.0 out of 10, Exceptional, (3)
"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. "
The price is AED 578
AED 1,171 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Modern Farm Haus 2 Bedroom Apartment
Connecticut Retreat: Steps to Historic Downtown!
Apartment (2 Bedrooms) | Private kitchen | Oven, stovetop, dishwasher, blender

Connecticut Retreat: Steps to Historic Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and setup for short-term rentals with spare towels, sheets, etc (unlike many other places I've seen)."
Connecticut Retreat: Steps to Historic Downtown!
Charming apartment 7 minute walk to downtown
Property grounds

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (13)
"This place is beautiful and so clean. They thought of everything. Decorated beautifully. I would highly recommend staying here. "
The price is AED 558
AED 995 total
includes taxes & fees
10 Jun - 11 Jun
Charming apartment 7 minute walk to downtown
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Property grounds

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (11)
"The house was very friendly. We had a beautiful view with the lake and a snowstorm that we were able to watch. It was great seeing the fisherman and the snowmobiles on the lake. Our group made some nice meals together and we really were relaxed. The home was very comfortable."
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
West Hartford Center Apartment
Fridge, microwave, oven, stovetop

West Hartford Center Apartment

9.6 out of 10, Exceptional, (21)
"Really enjoyed my stay. The apartment is comfortable and spacious. The property manager was super helpful. I’d happily stay again. "
West Hartford Center Apartment
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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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?
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock: Includes free WiFi, private patios, and separate dining areas. Access to onsite laundry facilities is available on site. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Free WiFi, private patios, and private yards are included.
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 Winchester Historical Society 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.