Photo by Kim Knox Beckius

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Compare 1 Resorts in Winsted with updated reviews, rates, and availability.

Rock Hall Luxe Lodging
Outdoor pool

Rock Hall Luxe Lodging

4.5 star property
10.0 out of 10, Exceptional, (4)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
Rock Hall Luxe Lodging
Farm Historic House 1789
Outdoor dining

Farm Historic House 1789

Farm Historic House 1789
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

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

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

9.2 out of 10, Wonderful, (37)
"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.
Family House On Highland Lake with Dock
Front of home

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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 is Winsted like for a resort vacation?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your vacation from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a favorite resort in Winsted?
Our top-rated resort near Winsted: Lakeview Cottage with Dock, Kayaks - 17.3 mi (27.8 km) from Winsted.
What can I do in Winsted?
Highland Lake, Burr Pond State Park, and Laurel Lanes are a few of the interesting sights to visit. For more to see in the area, you can spend time at Winchester Historical Society or Platt Hill State Park.
What's the weather like 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's the best way to get to and around Winsted?
Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) away from the city center. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.