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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
West Hartford Center Apartment
Fridge, microwave, oven, stovetop

West Hartford Center Apartment

9.6 out of 10, Exceptional, (20)
"Location was perfect for our needs. Property amenities were adequate."
West Hartford Center Apartment
West Hartford Center 1st floor
Interior

West Hartford Center 1st floor

8.0 out of 10, Very Good, (8)
"Worked great for our visit. Very spacious. "
West Hartford Center 1st floor
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, (15)
"This was a great, cozy place for my wife and I to stay in Collinsville. The rooms were tastefully decorated, in great shape, updated, clean, and peppered with cute artwork based on the "when pigs can fly" theme that always brought a smile to my face when I found another one. The queen bed was very comfortable; the kitchen had all of the appliances, dishes, and cookware we needed; the HVAC system was easy to use and kept the rooms at whatever temperature we wanted; and there was a nice deck with...
The price is SAR 469
SAR 957 total
includes taxes & fees
26 Mar - 27 Mar
River Overlook - Check the view from your deck!
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

9.6 out of 10, Exceptional, (9)
"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
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Fridge, microwave, stovetop, dishwasher

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
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, (3)
"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
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, (9)
"Perfect for our visit to our children and grand children. The lake is across the street with the marina next door. Rented a pontoon boat, at a discounted rate for beautiful day with the kids. Minor problem getting in initially, but resolved by Jeanne quickly. Note that this is a renovated lake residence which has a second story rental which can get a bit noisy and the bathroom is in the rear of the house with the bedroom in the front. Overall will be returning in the future."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
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
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (55)
"Great place to end our Gilmore Girls adventure!!! The Hideaway was clean and cozy, and the hosts are very professional! We would stay here again!!!!"
The price is SAR 563
SAR 957 total
includes taxes & fees
28 Mar - 29 Mar
Litchfield Hills Hideaway
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 SAR 431
SAR 1,104 total
includes taxes & fees
14 Apr - 15 Apr
Cozy Tree Haus 1 Bedroom Apt
Apartment in Gorgeous Stonybrook Farm
1 bedroom, in-room safe, iron/ironing board, free WiFi

Apartment in Gorgeous Stonybrook Farm

9.4 out of 10, Exceptional, (44)
"This was a beautifully appointed property on an estate overlooking a pond. The apartment was spotless and the caretaker was most helpful when we needed anything. The rooms were well supplied and perfect for us. Thank you for letting us experience the quintessence of the Berkshires."
Apartment in Gorgeous Stonybrook Farm
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 SAR 591
SAR 1,264 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Modern Farm Haus 2 Bedroom Apartment
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
10.0 out of 10, Exceptional, (1)
"House was located in a quiet neighborhood. The gardens on the grounds were beautiful. Allison suggested a scenic drive which we took to see the fall foliage. 6 of us and we had the best time!"
Steele Brook Manor Tranquil get away nestled in Litchfield County.
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, (39)
"We loved the brilliant use of space and all the amenities in this cozy hideaway. My husband, who owns a Professional Organization business, was very pleased and impressed by the clever use of various storage options. The walkways were attractively and effectively lit up for evening strolls and dog walking. All instructions were clearly communicated and our stay was lovely"
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Charming apartment 7 minute walk to downtown
Property grounds

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (10)
"We had an amazing stay. The property was very clean and welcoming. Personal touches made us feel at home. A great location close to walking path and downtown. Would highly recommend! "
The price is SAR 555
SAR 999 total
includes taxes & fees
5 Apr - 6 Apr
Charming apartment 7 minute walk to downtown
Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield
Interior

Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield

8.0 out of 10, Very Good, (1)
"Very clean and quiet "
Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield
Peaceful Meadow Retreat
Terrace/patio

Peaceful Meadow Retreat

2.0 star property
10.0 out of 10, Exceptional, (8)
"As usual very nice stay on property! Would recommend to everyone. Spacious, clean and quiet location!"
Peaceful Meadow Retreat
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, (1)
"This was perfect for our golf weekend getaway. It had everything we needed and was decorated very nice !! Nice neighborhood and the hosts gave us privacy. It doesn’t have a full kitchen but we didn’t want one ( it’s vacation and was too hot . lol ) and we ordered out anyway. I loved having the Kuriegg and i didn’t have to bring my own .. just be careful when using it for some reason it had a mind of its own 🤗. I would stay here again if we are ever in the area. Also the bed was very comfortable"
Charming Boutique Studio suite with everything you need for a getaway
1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington
Exterior

1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington

1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington
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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Other property types in Winsted

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beach

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

10.0 out of 10, Exceptional, (92)
"The spacious house and view of the frozen lake were wonderful for our family gathering. It was unfortunate the hot tub was broken and there were some water issues, but the hostess was gracious in trying to accommodate us. "
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (33)
"Great place. Really enjoyed staying there"
The Goshen Glass Chalet
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.

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, 2nd Floor, waterfront yard with a boat dock: Includes free WiFi, private patios, and private yards. The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock: Free WiFi, private patios, and separate dining areas are included. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Includes free WiFi, fireplaces, and Smart TVs.
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.