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Check prices for these dates

Next weekend
17 Apr - 19 Apr
In two weeks
24 Apr - 26 Apr
In one month
8 May - 10 May
In two months
5 Jun - 7 Jun

Our top choices for Winsted bed & breakfast

Property entrance

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is ₹12,973
₹14,400 total
includes taxes & fees
26 Apr - 27 Apr
Truman Gillet House Bed & Breakfast
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is ₹9,730
₹11,189 total
includes taxes & fees
13 Apr - 14 Apr
Locust Tree Bed and Breakfast LLC
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is ₹18,533
₹20,701 total
includes taxes & fees
23 Apr - 24 Apr
The Berkshire Mountain Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is ₹14,911
₹16,656 total
includes taxes & fees
14 Apr - 15 Apr
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
The price is ₹13,562
₹15,596 total
includes taxes & fees
23 Apr - 24 Apr
Blackberry River Inn
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,002 reviews)
"The stay was great, very accommodating staff, quaint rooms and lounge area!"
United States
Cathy
The price is ₹16,848
₹20,974 total
includes taxes & fees
15 Apr - 16 Apr
Simsbury 1820 House
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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Top Winsted Hotel Reviews

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent
"Great breakfast, service was great and the room was clean with great amenities. The only issue was the TV. Couldn't log into the app because of wifi connection issues and the tv screen had color tone issues. The screen looked like the tv was hit with or dropped"
Michael 2-night trip
Posted 5 hours ago
Fairfield Inn & Suites by Marriott Plainville

Find out more about Winsted

Winsted B&B information

Number of reviews
1,329
Accommodation
10 B&B
Lowest Price
₹11,189
Highest Price
₹20,974

Frequently asked questions

Searching for B&Bs in Winsted?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. If your ideal holiday to Winsted includes spending lots of time outside, Rowley Fields and Walker Field are good spots to enjoy the scenery.
How do you know if a B&B is the right choice for you?
With attentive service, opportunities to interact with the owner and delectable breakfasts, B&Bs all have a unique setting.
What are the best bed and breakfasts in Winsted?
Here are some well-liked B&Bs in the area: Rock Hall Luxe Lodging: 5 rooms. 5.9 mi (9.4 km) from the heart of Winsted. Enjoy the free full breakfast and fitness centre. Simsbury 1820 House: 13.7 mi (22 km) from the city centre. Enjoy the designer toiletries and bars. Blackberry River Inn: 14 rooms. Situated 11 mi (17.7 km) from the heart of Winsted. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. 14.3 mi (23 km) from the city centre.
What's the best time of year to book my B&B in Winsted?
When you're dreaming of a escape to Winsted, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Winsted?
Spend some time exploring Highland Lake and Rowley Fields if you're hoping to see some of the area's natural features. You should put Burr Pond State Park and Northwestern Connecticut Community College Library on your list if you want to see more of the area.
How can I get to and around Winsted?
You can map out your trip in and around Winsted ahead of time with these transportation options. Fly into Hartford, CT (BDL-Bradley Intl.), which is located 19.3 mi (31 km) from the city centre. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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