A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Luxury Hotels in Winsted, Connecticut

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Check availability on Winsted Luxury Hotels

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Winsted luxury hotels

Exterior

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (2 reviews)
The price is P32,050
P38,714 total
includes taxes & fees
Jul 7 - Jul 8
Troutbeck
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Upscale Connecticut spa retreat features massages, plush beds, and tranquility near Bantam Lake.
The price is P16,133
P18,553 total
includes taxes & fees
Jul 13 - Jul 14
The Litchfield Inn
1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
The price is P32,826
P37,749 total
includes taxes & fees
Jul 19 - Jul 20
9 Academy
Minibar, desk, iron/ironing board, free WiFi

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
The price is P21,091
P24,255 total
includes taxes & fees
Jul 5 - Jul 6
The White Hart
Lunch and dinner served

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,001 reviews)
The price is P19,278
P23,093 total
includes taxes & fees
Jul 12 - Jul 13
Delamar West Hartford
Exterior

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,001 reviews)
The price is P14,681
P17,943 total
includes taxes & fees
Jul 6 - Jul 7
Simsbury 1820 House
Indoor pool

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.0 out of 10, Very Good, (1,001 reviews)
The price is P8,009
P9,210 total
includes taxes & fees
Jul 12 - Jul 13
DoubleTree by Hilton Hartford - Bradley Airport
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
The price is P20,271
P24,461 total
includes taxes & fees
Jul 7 - Jul 8
The Old Inn On The Green
Terrace/patio

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Upscale suburban retreat offers saltwater indoor pool, rejuvenating hot tub, and exceptional dining.
The price is P9,600
P11,040 total
includes taxes & fees
Aug 3 - Aug 4
DoubleTree by Hilton Hotel Bristol, Connecticut
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.
View all properties

Top Winsted Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I booked the stay at Quality Inn without knowing what to expect. Getting to the hotel was easy. The location was perfect with mountains all around. Comfortable bed and just right amenities made the stay enjoyable. The breakfast sitting area was separate from the hotel and had a cottage feel, enjoyed having breakfast. Exploring the town of Great Barrington was easy as everything was walking distance. Quality Inn is right next to Town Hall. Had a perfect view of the Strawberry moon sitting on the bench outside of the town hall. It was fun to see through the window of the Great Barrington fm radio station and chatting with the DJ hen he stepped out. A must to stop at SoCo ice-cream shop delicious cold treats. People are very friendly. The Pizza at The Great Barrington Pizza house was delicious. Walking around we could feel the history that has transpired, small town vibe, the architecture. Do not miss going to Great Barrington Farmers market, it is a co-op market and Guido's family owned super market."
Rajee 2-night trip
Posted 11 hours ago
Quality Inn Great Barrington

Frequently asked questions

Are you looking for a luxury hotel for your Winsted vacation?
Winsted has some interesting things to see and do including The Marina at Highland Lake and Highland Lake, so you might want to take in the local sights during your visit.
What's the best high-end hotel in Winsted?
Rock Hall Luxe Lodging is a luxury B&B with spa services and in-room fireplaces, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in Winsted?
Planning for the weather is a good way to make your trip to Winsted relaxing and enjoyable, especially when you're splurging. 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 there to see and do in Winsted?
Experience Winsted and visit The Marina at Highland Lake, Highland Lake, and Platt Hill State Park. If you have some spare time during your trip, you might want to check out Burr Pond State Park and Laurel Lanes.

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