Photo by Kim Knox Beckius

Find hotels in Winsted, CT from Rp1.438.228

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Our top choices for Winsted hotels

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1000)
Set in a serene location near Housatonic River Walk, this hotel offers free breakfast, WiFi, and parking. Enjoy the fitness centre or explore nearby trails for hiking and skiing. Guests praise the helpful staff and quiet atmosphere in this convenient Great Barrington retreat.

"My go to place for my ski weekends"
United States
Ryan
The price is Rp1.266.759
Rp1.414.970 total
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Great Barrington

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (174)
This modern hotel offers a 24-hour fitness centre and spacious suites with refrigerators and microwaves. Enjoy the terrace, grab a drink at the bar, or visit the coffee shop. Pine Lake Park and Casey Field are located nearby with free parking for guests.

"Breakfast was easy and good options. "
United States
jessica
The price is Rp2.109.870
Rp2.426.351 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Bristol

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (712)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness centre, and complimentary WiFi.

"Great hospitality "
United States
regina maria
The price is Rp1.707.990
Rp1.907.824 total
includes taxes & fees
28 Jan - 29 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
Near both Hotchkiss-Fyler House Museum and Warner Theatre, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness centre or venture out for nearby downhill skiing adventures.

"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is Rp1.608.357
Rp1.849.611 total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Torrington

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (819)
Located in Westfield, this hotel offers a complimentary breakfast that guests rave about. Take a refreshing dip in the indoor pool, work out in the fitness centre, or visit nearby General Wareham Park. Free WiFi and parking add convenience.

"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is Rp1.949.788
Rp2.177.913 total
includes taxes & fees
21 Jan - 22 Jan 2026
Hampton Inn Westfield

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1006)
Wake to fresh breakfast at Victoria's Cafe before exploring nearby Miss Porter's School and Hill-Stead Museum. The helpful staff ensures comfort in clean rooms, while the health club offers post-sightseeing relaxation, all just 30 minutes from Bradley Airport.

"Love the inn"
United States
Donna
The price is Rp1.657.755
Rp2.195.270 total
includes taxes & fees
29 Dec - 30 Dec
The Farmington Inn & Suites

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1002)
Travellers praise the helpful staff at this hotel, just 1.3 mi from the airport. Jump into the indoor pool, hit the 24-hour fitness centre, or enjoy free breakfast. Connecticut Fallen Firefighters Memorial and New England Air Museum are nearby.

"Nice hotel and great staff!"
United States
Brett
The price is Rp1.791.715
Rp2.060.472 total
includes taxes & fees
1 Jan - 2 Jan 2026
Springhill Suites Marriott Airport

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (905)
Enjoy peaceful accommodation praised by travellers for their quiet atmosphere. This business-friendly hotel provides free breakfast, WiFi, and parking, with helpful staff ready to assist. Conveniently located near General Wareham Park and Gateway Entrance Park.

"We left too early for breakfast. Parking was fine "
United States
Virginia
The price is Rp1.565.658
Rp1.748.840 total
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Westfield - Springfield

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (914)
Experience tranquility at this Plainville hotel with an indoor swimming pool and 24-hour gym. Enjoy free breakfast, WiFi, and parking while being close to Crescent Lake and Relic Brewing Company. The exceptionally helpful staff ensures a peaceful, comfortable stay.

"Great place stayed several times."
United States
Marlene D
The price is Rp1.758.225
Rp2.021.959 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Plainville

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (273)
Set on the greens in Lakeville, this inn provides a tranquil retreat with spa services, deep-tissue massages, and fitness options. Guests can enjoy meals at the restaurant, drinks at the bar, and easy access to local museums and tea rooms.

"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is Rp2.999.029
Rp3.448.884 total
includes taxes & fees
29 Dec - 30 Dec
Interlaken Inn & Resort

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
Set in serene East Canaan, this welcoming B&B offers complimentary full breakfast daily and free self parking. Nearby Land of Nod Vineyard and Beckley Furnace Industrial Park provide local exploration opportunities. Guests consistently praise the helpful staff.

"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is Rp1.758.225
Rp2.021.959 total
includes taxes & fees
29 Dec - 30 Dec
Locust Tree Bed and Breakfast LLC

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
Windsor Locks
9.0 out of 10, Wonderful, (1158)
This Windsor Locks hotel offers complimentary breakfast and WiFi, plus convenient access to Connecticut Fallen Firefighters Memorial. After a morning swim in the indoor pool, explore nearby New England Air Museum. Comfortable beds and helpful staff ensure a pleasant stay.

"Always my go to hotel when I come home for visits, friendly staff, clean hotel. "
United States
Kathleen
The price is Rp1.975.910
Rp2.272.296 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites Bradley Airport by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (564)
"Excellent location!!"
United States
Abdul Samad
The price is Rp1.255.875
Rp1.402.896 total
includes taxes & fees
31 Dec - 1 Jan 2026
Travelodge by Wyndham Great Barrington Berkshires

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1002)
Jump in the indoor pool or workout at the 24-hour fitness centre at this Windsor hotel near Bradley International Airport. Guests praise the helpful staff, and appreciate free breakfast, WiFi, and parking. Connecticut Convention Centre is a short drive away.

"Close to airport. "
United States
Angela
The price is Rp2.045.904
Rp2.352.789 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn Hartford/Airport

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1000)
"Very nice place to stay"
United States
Alvero
The price is Rp1.657.755
Rp2.272.297 total
includes taxes & fees
29 Dec - 30 Dec
Avon Old Farms Hotel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
Surrounded by natural attractions like Monument Mountain, this welcoming motel offers complimentary WiFi and parking. Daily housekeeping ensures comfort while the attentive staff enhances every stay in this charming Berkshires location.

"Perfect for pets "
United States
Maria
The price is Rp1.841.950
Rp2.057.458 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Little Lion

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1002)
This quiet retreat offers complimentary WiFi and on-the-go breakfast daily. Located near Batterson Park Pond and Hill-Stead Museum, with helpful staff praised by guests. Only 13 minutes from Hartford Union Station for convenient travel connections.

"Room was clean, staff were nice."
United States
Stephen
The price is Rp1.250.684
Rp1.438.228 total
includes taxes & fees
29 Dec - 30 Dec
Extended Stay America Suites Hartford Farmington

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
Discover cosy comfort at this Granby B&B offering complimentary full breakfast, WiFi, and parking. Nearby hiking trails provide outdoor adventure while McLean Game Refuge and Old New-Gate Prison & Copper Mine offer fascinating day trips. Bradley International Airport is just 14 minutes away.

"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is Rp2.344.300
Rp2.602.173 total
includes taxes & fees
29 Dec - 30 Dec
Truman Gillet House Bed & Breakfast

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (759)
Tranquil accommodation in Great Barrington offer soundproof rooms for undisturbed sleep. The helpful staff, complimentary breakfast, and free parking enhance your stay, while restaurants within walking distance and nearby Housatonic River provide convenient exploration options.

"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is Rp2.260.575
Rp2.525.063 total
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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.
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Stay near popular Winsted attractions

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.

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

More cheap stays in Winsted

Frequently asked questions

Where is the best place to stay in Winsted?
Sheraton Hartford Hotel at Bradley Airport, located 19.3 mi (31 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 Holiday Inn Express & Suites Bradley Airport by IHG. See all available top hotels, or 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: Features 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 19 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, Burr Pond State Park and Laurel Lanes. A couple of additional sights to add to your itinerary are The Marina at Highland Lake 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.

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