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

Winsted Hotel Guide - Luxury Hotels in Winsted, Connecticut

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Check availability on Winsted Luxury Hotels

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

Our top choices for Winsted luxury hotels

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
€183
includes taxes & fees
18 Aug - 19 Aug
Simsbury 1820 House

2. The Litchfield Inn

The Litchfield Inn
Litchfield
  • Upscale Connecticut spa retreat features massages, plush beds, and tranquility near Bantam Lake.
€271
includes taxes & fees
24 Aug - 25 Aug
The Litchfield Inn

3. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
€121
includes taxes & fees
23 Aug - 24 Aug
DoubleTree by Hilton Hartford - Bradley Airport

4. Delamar West Hartford

Delamar West Hartford
West Hartford
€347
includes taxes & fees
30 Aug - 31 Aug
Delamar West Hartford

5. Troutbeck

Troutbeck
Amenia
€491
includes taxes & fees
23 Aug - 24 Aug
Troutbeck

6. The White Hart

The White Hart
Salisbury
€341
includes taxes & fees
19 Aug - 20 Aug
The White Hart

7. Belden House & Mews

Belden House & Mews
Litchfield Historic District
€457
includes taxes & fees
23 Aug - 24 Aug
Belden House & Mews

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
€333
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green

9. 9 Academy

9 Academy
Salisbury
€531
includes taxes & fees
24 Aug - 25 Aug
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.
€139
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hotel Bristol, Connecticut
View all properties

Top Winsted Hotel Reviews

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 9 hours 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 12 hours 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 1 day 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 2 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 6 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

Are you looking for a luxury hotel for your Winsted holiday?
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 travellers 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 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's there to see and do in Winsted?
Experience Winsted and visit Highland Lake, Burr Pond State Park and The Marina at Highland Lake. If you have some spare time during your trip, you might want to check out Platt Hill State Park and Northwestern Connecticut Community College Library.