Photo by Kim Knox Beckius

Search Apartments in Winsted

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Winsted and around

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, (4)
"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
West Hartford Center Apartment
Fridge, microwave, oven, stovetop

West Hartford Center Apartment

9.6 out of 10, Exceptional, (24)
"The home was very beautiful and very clean. "
West Hartford Center Apartment
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, (21)
"This was a wonderful trip! Absolutely loved the space and location. Loved the walking trail nearby and the little town. Will definitely be back :) "
The price is €268
includes taxes & fees
31 Aug - 1 Sept
River Overlook - Check the view from your deck!
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (63)
"Wonderful experience! Everything was well appointed and spotless. An extremely enjoyable stay. Thank you "
Litchfield Hills Hideaway
Peaceful Meadow Retreat
Terrace/patio

Peaceful Meadow Retreat

2.0 star property
10.0 out of 10, Exceptional, (10)
"Quite and very clean"
The price is €189
includes taxes & fees
27 Aug - 28 Aug
Peaceful Meadow Retreat
Renovated Apartment on Main St.
Smart TV

Renovated Apartment on Main St.

6.0 out of 10, (2)
"Beautiful natural light, clean and overlooking Main Street in Salisbury. Extremely well equipped with pillows, blankets, towels, clean, new bedding. I imagine an artist writing a song or a novel here. Walkable to shops, a market, grazing sheep and the best cold brew and pastries you can find anywhere. "
Renovated Apartment on Main St.
Dugway Hideaway Walking Distance to Lime Rock Park
Outdoor dining

Dugway Hideaway Walking Distance to Lime Rock Park

9.4 out of 10, Exceptional, (13)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
Dugway Hideaway Walking Distance to Lime Rock Park
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Fridge, microwave, stovetop, dishwasher

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

10.0 out of 10, Exceptional, (5)
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Fridge, microwave, oven, stovetop

#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

8.8 out of 10, Excellent, (9)
"We were in Connecticut for our nephew's wedding and the house was an excellent alternative to getting hotel rooms. Roomy and comfortable, it made for a great stay and allowed for fun mealtime conversations and visits from local family members."
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Cozy Modern Farm Haus 2 Bedroom Apartment
Exterior

Cozy Modern Farm Haus 2 Bedroom Apartment

10.0 out of 10, Exceptional, (3)
"We were happy to have a clean and comfortable place to stay while in Torrington visiting family. The hotels in town are nasty so this was a great alternative. There is a park across the street and an Office warehouse on the street behind, so it’s quiet at night which was a plus. Inside is definitely as advertised, cozy but not cramped, the furniture and decor is well appointed. We will definitely stay again."
Cozy Modern Farm Haus 2 Bedroom Apartment
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (27)
"Perfect place for what we needed. Loved the location."
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
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, (42)
"Fantastic hosts and great facilities would highly recommend"
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
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)
"This apartment in an older home met all of our needs. It was well-equipped and well-furnished, neat and clean, quiet with ample parking. "
Steele Brook Manor Tranquil get away nestled in Litchfield County.
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Outdoor dining

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

9.4 out of 10, Exceptional, (6)
"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.
West Hartford Center 1st floor
Interior

West Hartford Center 1st floor

8.0 out of 10, Very good, (11)
"Loved the place! Perfect for our family of 4 and very comfortable. "
West Hartford Center 1st floor
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Interior

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice apartment. Beautiful grounds and gardens. We enjoyed ourselves. It was a very comfy place to return to as we enjoyed Jacob's Pillow and our other explorations around the Berkshires. "
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Cozy Tree Haus 1 Bedroom Apt
Interior

Cozy Tree Haus 1 Bedroom Apt

9.6 out of 10, Exceptional, (4)
"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."
Cozy Tree Haus 1 Bedroom Apt
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, (12)
"we rented the Inn of Highland Lake for a family funeral as we traveled and needed a place to stay. The view was spectacular and plenty of room. The place was very clean, and communication was good. I would highly recommend and my next visit I will stay there."
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
#2 *Beautiful 1 BR Apartment - Central CT*
Fridge, microwave, oven, stovetop

#2 *Beautiful 1 BR Apartment - Central CT*

8.0 out of 10, Very good, (1)
"Check in was easy. Communication with host was swift. Great Bed. Pretty basic amenities. Would definitely rent from them again. "
#2 *Beautiful 1 BR Apartment - Central CT*
Walk to Memorial Park: Pet-friendly Bethlehem Home
Apartment (1 Bedroom) | Interior

Walk to Memorial Park: Pet-friendly Bethlehem Home

3.5 star property
10.0 out of 10, Exceptional, (1)
"Loved our stay. Property was so clean and cozy. Communication with the host was excellent. "
Walk to Memorial Park: Pet-friendly Bethlehem Home
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsted Hotel Reviews

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"Check in staff/manager is extremely friendly and thorough and kind - thank you"
Sarah 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Bradley Airport by IHG

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?
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Includes free WiFi, a patio and a private garden . Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Free WiFi, a fireplace and a Smart TV are included . The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock: Includes free WiFi, a patio and a dining area . 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 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 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.