A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Our top choices for Winsted bed & breakfast

Exterior

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful historical hotel Room was lovely Staff friendly and helpful"
United States
FRANK
The price is ฿8,028
฿9,812 total
includes taxes & fees
19 Jul - 20 Jul
Simsbury 1820 House
Property entrance

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (113 reviews)
"Cute place. Antiquey Excellent breakfast!"
United States
Valerie
The price is ฿4,703
฿5,220 total
includes taxes & fees
27 Jul - 28 Jul
Truman Gillet House Bed & Breakfast
Garden

Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (9 reviews)
"Angela is very respectful and generous to her guests."
United States
Jean
The price is ฿4,142
฿6,695 total
includes taxes & fees
9 Aug - 10 Aug
Sunny Peace Homestay
Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is ฿11,063
฿12,280 total
includes taxes & fees
29 Jul - 30 Jul
Manor House Inn
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (194 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is ฿5,230
฿6,015 total
includes taxes & fees
19 Jul - 20 Jul
Blackberry River Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (434 reviews)
"Below average B&B"
United States
Larry
The price is ฿3,527
฿4,056 total
includes taxes & fees
26 Jul - 27 Jul
Locust Tree Bed and Breakfast LLC
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (57 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ฿6,411
฿7,161 total
includes taxes & fees
19 Jul - 20 Jul
Wilder House Berkshires
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.2 out of 10, Wonderful, (13 reviews)
"The staff and the cleaness of the facility"
United States
MICHAEL
The price is ฿9,658
฿10,788 total
includes taxes & fees
19 Jul - 20 Jul
The Berkshire Mountain Inn
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

The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The inn was beautifully appointed and very clean. We enjoyed the pool also. Highly recommend."
Suzanne 1-night trip
Posted 13 hours ago
The Litchfield Inn

Find out more about Winsted

Winsted B&B information

Number of reviews
1,959
Accommodation
10 B&B
Lowest Price
฿4,056
Highest Price
฿12,280

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 The Marina at Highland Lake 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.

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