Photo by Kim Knox Beckius

Winsted 4 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winsted 4 Star Hotels

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Winsted 4-star hotels

In-room safe, desk, blackout drapes, iron/ironing board
DoubleTree by Hilton Hartford - Bradley Airport

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, (1003)
"Room was clean. Staff was wonderful."
United States
STEFANIE
The price is NT$3,665
NT$4,214 total
includes taxes & fees
Jan 3 - 2026/1/4
DoubleTree by Hilton Hartford - Bradley Airport
Lunch and dinner served
Delamar West Hartford

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1002)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is NT$9,179
NT$11,027 total
includes taxes & fees
Jan 4 - 2026/1/5
Delamar West Hartford
Lobby
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1003)
"Amazing stay"
United States
Marquise
The price is NT$4,485
NT$5,158 total
includes taxes & fees
Jan 11 - 2026/1/12
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is NT$9,132
NT$10,502 total
includes taxes & fees
Jan 1 - 2026/1/2
The Litchfield Inn
Front of property
Simsbury 1820 House

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1002)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is NT$4,998
NT$6,290 total
includes taxes & fees
Dec 29 - Dec 30
Simsbury 1820 House
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (144)
"Great charming place, friendly, helpful staff"
United States
David
The price is NT$8,879
NT$10,210 total
includes taxes & fees
Jan 4 - 2026/1/5
The White Hart
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is NT$15,521
NT$17,849 total
includes taxes & fees
Jan 5 - 2026/1/6
9 Academy
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,587
NT$11,569 total
includes taxes & fees
Dec 29 - Dec 30
The Old Inn On The Green
Outdoor pool
Rock Hall Luxe Lodging

Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
4.5 star property
Winsted
10.0 out of 10, Exceptional, (4)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
United States
Jessica
Rock Hall Luxe Lodging
House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Private kitchen | Fridge, microwave, oven, stovetop
ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home
4.0 star property
New Preston
ABC Stay - Connecticut Five Bedroom Home
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winsted.
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
Get rates
Still don't see what you're looking for?
See all properties in Winsted.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

See all hotels in Winsted
A tractor up a tree! And, there's a picnic table underneath.
Photo by Kim Knox Beckius
Open Photo by Kim Knox Beckius

Top Winsted Hotel Reviews

Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Always enjoy our stay!"
Gary 5-night trip
Posted 23 hours ago
Simsbury 1820 House

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winsted?
We can help you quickly find the ideal 4-star hotel for your vacation in Winsted. Use our filter tool to fine-tune your search by things like price, amenities and hotel star rating and get access to awesome deals in a few clicks.

  • Search for the lowest price from NT$4,214

What's the difference between 5-star and 4-star hotels in Winsted?
Treat yourself to luxury living during your Winsted vacation by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these properties are typically filled with amenities, including complimentary bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant furnishings and gourmet dining are just the start of the superior services and conveniences you'll likely get access to.
Does Winsted have any 4-star all-inclusive resorts?
Enjoy a stress-free vacation experience where almost everything is included in the one rate by using our "All inclusive" filter. Keeping to your budget is simple when your room, food, activities and entertainment are already taken care of. Eager for more ideas? Browse the terrific offers on Expedia's standard 4-star stays in and around Winsted.

Explore a world of travel with Expedia