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

Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Winsted luxury hotels

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
P10,385
P13,003 total
includes taxes & fees
Aug 27 - Aug 28
Simsbury 1820 House

2. The Litchfield Inn

The Litchfield Inn
Litchfield
  • Upscale Connecticut spa retreat features massages, plush beds, and tranquility near Bantam Lake.
P16,781
P19,298 total
includes taxes & fees
Aug 25 - Aug 26
The Litchfield Inn

3. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
P7,508
P8,634 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Hartford - Bradley Airport

4. Delamar West Hartford

Delamar West Hartford
West Hartford
P20,628
P24,644 total
includes taxes & fees
Aug 30 - Aug 31
Delamar West Hartford

5. Troutbeck

Troutbeck
Amenia
P28,899
P35,151 total
includes taxes & fees
Aug 23 - Aug 24
Troutbeck

6. The White Hart

The White Hart
Salisbury
P21,099
P24,263 total
includes taxes & fees
Aug 19 - Aug 20
The White Hart

7. Belden House & Mews

Belden House & Mews
Litchfield Historic District
P26,116
P32,491 total
includes taxes & fees
Sep 2 - Sep 3
Belden House & Mews

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
P19,600
P23,652 total
includes taxes & fees
Sep 1 - Sep 2
The Old Inn On The Green

9. 9 Academy

9 Academy
Salisbury
P36,504
P41,979 total
includes taxes & fees
Aug 24 - Aug 25
9 Academy

10. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
  • Upscale suburban retreat offers saltwater indoor pool, rejuvenating hot tub, and exceptional dining.
P8,789
P10,107 total
includes taxes & fees
Sep 6 - Sep 7
DoubleTree by Hilton Hotel Bristol, Connecticut
View all properties

Top Winsted Hotel Reviews

Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Beautiful hotel and service was the best in a great setting!"
Christopher 1-night trip
Posted 1 hour ago
Simsbury 1820 House
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Very comfortable beds! Quiet and room darkening shades. Easy walk into the center of town."
Laura 1-night trip
Posted 1 day ago
Quality Inn Great Barrington
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

8/10 Good
"Great stay overall, but the bathroom door need some attention! The room was clean upon arrival and maintained throughout my stay. It’s always a relief to walk into a clean room. Staff member I interacted with were welcoming, proactive, and quick to help with any requests. The customer service here is definitely a highlight. The on-site facilities and amenities were exactly as described, which added value and comfort to the stay. The one glaring flaw in an otherwise perfect room was the bathroom door. The hinges were incredibly loud and squeaky, which is highly disruptive, especially when using the restroom in the middle of the night while others were sleeping. Furthermore, the door sticks, making a bit difficult to close. I would gladly stay here again because the hospitality and cleanliness. However, I highly recommend that maintenance takes some WD-40 and a screwdriver to those bathroom door hinges."
Jose 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Bristol, Connecticut
The Little Lion

The Little Lion

10/10 Excellent
"Clean, convenient, remotely operated by the owner, the Red Lion, a short distance away. We could use all the amenities offered by the Red Lion (meals, pool, hot tub) while staying at the much more reasonable Little Lion. A great bargain for Stockbridge!"
Joyce 1-night trip
Posted 2 days ago
The Little Lion
The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"Staff, helpful, facilities, clean, reasonable, breakfast all in all good experience"
Diane 2-night trip
Posted 3 days ago
The Farmington Inn & Suites
The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"Charming inn on beautiful property. Showing its age, but clean as a whistle, with delicious breakfast included with room."
Margaret 1-night trip
Posted 3 days ago
The Litchfield Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Very nice facilities. My wife especially enjoyed the warm indoor pool."
Wesley 1-night trip
Posted 7 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

Are you looking for a luxury hotel for your Winsted vacation?
Winsted has some interesting things to see and do including Highland Lake and Burr Pond State Park, 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 Highland Lake, Burr Pond State Park, and Laurel Lanes. If you have some spare time during your trip, you might want to check out The Marina at Highland Lake and Platt Hill State Park.

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