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

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Check availability on Winsted Luxury Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Winsted luxury hotels

Exterior

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,005 reviews)
The price is NT$6,119
NT$7,595 total
includes taxes & fees
Aug 6 - Aug 7
Simsbury 1820 House
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Upscale Connecticut spa retreat features massages, plush beds, and tranquility near Bantam Lake.
The price is NT$10,484
NT$12,057 total
includes taxes & fees
Aug 16 - Aug 17
The Litchfield Inn
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 NT$10,868
NT$12,984 total
includes taxes & fees
Aug 30 - Aug 31
Delamar West Hartford
John Harney Suite | Minibar, desk, iron/ironing board, WiFi (free)

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
The price is NT$11,116
NT$12,783 total
includes taxes & fees
Aug 2 - Aug 3
The White Hart
Indoor pool

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.2 out of 10, Very Good, (1,002 reviews)
The price is NT$3,956
NT$4,549 total
includes taxes & fees
Aug 7 - Aug 8
DoubleTree by Hilton Hartford - Bradley Airport
Seasonal outdoor pool

Belden House & Mews

Belden House & Mews
5.0 star property
Litchfield Historic District
8.8 out of 10, Excellent, (8 reviews)
The price is NT$14,731
NT$18,235 total
includes taxes & fees
Aug 13 - Aug 14
Belden House & Mews
Exterior

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (4 reviews)
The price is NT$18,616
NT$22,354 total
includes taxes & fees
Aug 3 - Aug 4
Troutbeck
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 NT$10,684
NT$12,892 total
includes taxes & fees
Aug 2 - Aug 3
The Old Inn On The Green
The Garden Suite | 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 NT$19,223
NT$22,106 total
includes taxes & fees
Aug 10 - Aug 11
9 Academy
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, (1,006 reviews)
  • cleanliness
    Upscale suburban retreat offers saltwater indoor pool, rejuvenating hot tub, and exceptional dining.
The price is NT$5,288
NT$6,081 total
includes taxes & fees
Aug 13 - Aug 14
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.
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Top Winsted Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel staffs were very friendly and super kind!!!"
Shigeyo 1-night trip
Posted 15 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 Northwestern Connecticut Community College Library.

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