Search B&B in Winsted

  • 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 prices for these dates

Next weekend
12 Jun - 14 Jun
In two weeks
19 Jun - 21 Jun
In one month
3 Jul - 5 Jul
In two months
31 Jul - 2 Aug

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, (109 reviews)
"Very nice and comfortable place to stay. I’d definitely return. Breakfast was great."
United States
Lawrence
The price is 3.684.660 ₫
4.089.973 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Truman Gillet House Bed & Breakfast
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (51 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
United States
Allison
The price is 5.073.777 ₫
5.667.408 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Wilder House Berkshires
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, (417 reviews)
"Great Place!!!"
United States
page
The price is 2.762.865 ₫
3.177.295 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Locust Tree Bed and Breakfast LLC
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (185 reviews)
"beautiful inn"
United States
Maura
The price is 4.097.868 ₫
4.712.548 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Blackberry River Inn
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Awesome r[m, nice breakfast, excellent staff!"
United States
Julie
The price is 3.657.507 ₫
4.660.032 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Simsbury 1820 House
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 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 6.053.370 ₫
6.761.615 ₫ total
includes taxes & fees
3 Jun - 4 Jun
The Berkshire Mountain Inn
Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is 8.658.951 ₫
9.611.435 ₫ total
includes taxes & fees
22 Jun - 23 Jun
Manor House Inn
Garden

Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (8 reviews)
"Angela is very respectful and generous to her guests."
United States
Jean
The price is 20.022.878 ₫
23.026.310 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Sunny Peace Homestay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winsted Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Room was clean, staff friendly, breakfast was good with eggs and sausage plus the other usual types, parking space was generous and in good condition. It would be if something could be done about the entrance off of RT 7 ( Main St). It’s a bit steep and a rough ride."
William 1-night trip
Posted 2 hours ago
Quality Inn Great Barrington

Find out more about Winsted

Winsted B&B information

Number of reviews
1,776
Accommodation
10 B&B
Lowest Price
3.177.295 ₫
Highest Price
23.026.310 ₫

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'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 Platt Hill State Park 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.

Explore a world of travel with Expedia