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

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Winsted luxury hotels

Library
Lobby sitting area
Garden view
Lobby sitting area

1. The Litchfield Inn

The Litchfield Inn
Litchfield
  • Upscale Connecticut spa retreat features massages, plush beds, and tranquility near Bantam Lake.
₩387,644
₩445,791 total
includes taxes & fees
Sep 22 - Sep 23
The Litchfield Inn
Exterior
Interior entrance
Reception
Front of property

2. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
₩232,333
₩290,897 total
includes taxes & fees
Sep 3 - Sep 4
Simsbury 1820 House
Lunch and dinner served
Lobby
Lobby
Bar (on property)

3. Delamar West Hartford

Delamar West Hartford
West Hartford
₩462,026
₩558,682 total
includes taxes & fees
Sep 13 - Sep 14
Delamar West Hartford
John Harney Suite | Minibar, desk, iron/ironing board, WiFi (free)
Outdoor dining
Exterior
Interior detail

4. The White Hart

The White Hart
Salisbury
₩471,001
₩541,651 total
includes taxes & fees
Sep 15 - Sep 16
The White Hart
Indoor pool
Exterior
Reception
Lobby

5. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
₩179,240
₩206,126 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton Hartford - Bradley Airport
Exterior
Mews Garden Room | Terrace/patio
44-inch Smart TV with digital channels, Netflix, Hulu
Restaurant

6. Belden House & Mews

Belden House & Mews
Litchfield Historic District
₩653,006
₩805,947 total
includes taxes & fees
Sep 22 - Sep 23
Belden House & Mews
Breakfast, lunch, dinner and brunch served
Thayer House, Room 201, 1 King bed, Jetted tub | Living area | 32-inch TV with cable channels
Front of property
Interior

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
₩451,308
₩544,592 total
includes taxes & fees
Sep 7 - Sep 8
The Old Inn On The Green
Exterior
Exterior
River Cottage 1 Bed | Premium bedding, in-room safe, desk, iron/ironing board (on request)
Balcony

8. Troutbeck

Troutbeck
Amenia
₩613,482
₩748,991 total
includes taxes & fees
Sep 27 - Sep 28
Troutbeck
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
The Garden Suite | Private kitchen | Coffee/tea maker, stovetop, dishwasher, electric kettle
The Loft Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
Front of property

9. 9 Academy

9 Academy
Salisbury
₩812,013
₩933,815 total
includes taxes & fees
Sep 13 - Sep 14
9 Academy
Terrace/patio
Reception
Daily buffet breakfast for a fee
Indoor pool

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.
₩208,880
₩240,212 total
includes taxes & fees
Sep 20 - Sep 21
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

10/10 Excellent
"Excellent experience all around!"
Allan 2-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Staff, room, and breakfast were all 5 stars"
John D. 2-night trip
Posted 19 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Quaint Inn in a scienic location."
Brian 1-night trip
Posted 2 days ago
Simsbury 1820 House

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 The Marina at Highland Lake. If you have some spare time during your trip, you might want to check out Northwestern Connecticut Community College Library and American Mural Project.

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