Search Winsted hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winsted

Holiday Inn Express & Suites Bradley Airport by IHG
Exterior

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 star property
9.0 out of 10, Wonderful, (1122)
"Friendly and helpful staff; lovely, large, clean, comfortable room, great bathroom and shower; tasty breakfast with healthy options and good assortment; convenient shuttle service from airport. Would highly recommend this hotel!"
The price is NZ$216
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Bradley Airport by IHG
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
"Excellent location, friendly service, clean, comfortable room."
The price is NZ$143
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
Extended Stay America Suites Hartford Farmington
Deluxe Studio, Multiple Beds, Non Smoking

Extended Stay America Suites Hartford Farmington

2.5 star property
8.0 out of 10, Very good, (979)
"Had a great time, clean, quiet, staff respectful."
The price is NZ$226
includes taxes & fees
3 Sept - 4 Sept
Extended Stay America Suites Hartford Farmington
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (651)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is NZ$236
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Hampton Inn Westfield
Room, 2 Queen Beds, Refrigerator

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (773)
"Lovely property, my kid's love the pool and breakfast "
The price is NZ$248
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Westfield
Hampton Inn & Suites Hartford/Farmington
Exterior

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1001)
"Nice staff and good location"
The price is NZ$257
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn & Suites Hartford/Farmington
DoubleTree by Hilton Hartford - Bradley Airport
In-room safe, desk, blackout curtains, iron/ironing board

DoubleTree by Hilton Hartford - Bradley Airport

4.0 star property
8.0 out of 10, Very good, (1003)
"Its was clean hotel the staff was nice"
The price is NZ$265
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Great facilities and service. Pool and fitness center were great. "
The price is NZ$315
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Hotel Bristol, Connecticut
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (730)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is NZ$272
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Simsbury Inn
Exterior

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (266)
"Lovely property Everyone kind and gracious. "
The price is NZ$486
includes taxes & fees
25 Aug - 26 Aug
Simsbury Inn
Hampton Inn Hartford/Airport
Free daily buffet breakfast

Hampton Inn Hartford/Airport

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Always enjoy staying at this property as it close to the freeway and have in close proximity to restaurants."
The price is NZ$282
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Hartford/Airport
Residence Inn by Marriott Hartford Avon
Seasonal outdoor pool, pool umbrellas, pool loungers

Residence Inn by Marriott Hartford Avon

3.0 star property
8.8 out of 10, Excellent, (401)
"The pool was sub par"
The price is NZ$248
includes taxes & fees
1 Sept - 2 Sept
Residence Inn by Marriott Hartford Avon
Homewood Suites by Hilton Hartford-Farmington
BBQ/picnic area

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
8.4 out of 10, Very good, (1001)
"great location "
The price is NZ$242
includes taxes & fees
1 Sept - 2 Sept
Homewood Suites by Hilton Hartford-Farmington
Springhill Suites Marriott Airport
Free daily buffet breakfast

Springhill Suites Marriott Airport

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great hotel near the airport. "
The price is NZ$265
includes taxes & fees
31 Aug - 1 Sept
Springhill Suites Marriott Airport
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great location and close enough to walk to shops and restaurants. "
The price is NZ$176
includes taxes & fees
7 Sept - 8 Sept
Quality Inn
Quality Inn Westfield - Springfield
Lobby

Quality Inn Westfield - Springfield

2.5 star property
7.2 out of 10, Good, (829)
"An affordable and comfortable stay. Very friendly staff as well. "
The price is NZ$193
includes taxes & fees
8 Sept - 9 Sept
Quality Inn Westfield - Springfield
Avon Old Farms Hotel
Interior

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very good, (1004)
"We just ate at their dining/ bar and it was excellent - staff is extremely accommodating and friendly "
The price is NZ$300
includes taxes & fees
25 Aug - 26 Aug
Avon Old Farms Hotel
The Farmington Inn & Suites
Staircase

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great place stayed there 6 days in July."
The price is NZ$277
includes taxes & fees
26 Aug - 27 Aug
The Farmington Inn & Suites
Fairfield Inn & Suites by Marriott Plainville
Lobby

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (877)
"Great stay would and will stay again "
The price is NZ$206
includes taxes & fees
21 Sept - 22 Sept
Fairfield Inn & Suites by Marriott Plainville
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"Very comfortable for a weeks' stay. Good location "
The price is NZ$172
includes taxes & fees
2 Sept - 3 Sept
Days Inn by Wyndham Torrington
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
Photo by Kim Knox Beckius
Open Photo by Kim Knox Beckius

Top Winsted Hotel Reviews

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Extremely clean"
William 1-night trip
Posted 4 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Frequently asked questions

Where is the best place to stay in Winsted?

Holiday Inn Express & Suites Bradley Airport by IHG, located 20.1 mi (32.3 km) from the heart of Winsted, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are The Farmington Inn & Suites and Sheraton Hartford Hotel at Bradley Airport. See all available top hotels, or vacation rentals in Winsted.

What are some of the best holiday rentals that Winsted has to offer?

Peace and quiet on the lake: This holiday home rental outside of Winsted is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Winsted.

If I need to cancel my hotel reservation in Winsted, will I receive a refund?

Yes, you'll find most room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winsted.

What's the best luxury place to stay 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. Find more luxury hotels in Winsted.

What are some accommodation options with pools in Winsted?

Holiday Inn Express & Suites Bradley Airport by IHG: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and DoubleTree by Hilton Hartford - Bradley Airport are two additional hotels with an on-site pool. View all hotels with pools in Winsted.

What's it like staying in Winsted?

Travellers to Winsted will find plenty to explore and enjoy. In Winsted, there are 18 hotels and other accommodation options to choose from. Find out more about Winsted.

What should I see while I'm in Winsted?

Favourite places to visit include Highland Lake, Platt Hill State Park and Burr Pond State Park. A couple of additional sights to add to your itinerary are Winchester Historical Society and Northwestern Connecticut Community College Library. Take a look at what more there is to see and do in Expedia's Winsted guide.

What's the seasonal weather like in Winsted?

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.