Photo by Kim Knox Beckius

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Check prices for these dates

Compare 10 B&B in Winsted with updated reviews, rates, and availability.

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (956)
"Loved the history of the building. "
The price is SAR 709
SAR 880 total
includes taxes & fees
5 May - 6 May
Simsbury 1820 House

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (100)
"We spent one night and loved the place. It's a beautiful, stately old inn. Our room was nicely appointed and very comfortable. Lucas made us feel at home, and cooked a marvelous breakfast. We'd highly recommend."
The price is SAR 623
SAR 717 total
includes taxes & fees
5 May - 6 May
Blackberry River Inn

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is SAR 574
SAR 641 total
includes taxes & fees
6 May - 7 May
Wilder House Berkshires

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (378)
"Property is very clean, Bed was very comfortable, Owner is very attentive to stay and Breakfast is Amazing. Fresh eggs from her own hens. Will definitely return."
The price is SAR 394
SAR 453 total
includes taxes & fees
5 May - 6 May
Locust Tree Bed and Breakfast LLC

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"We arrived with little notice but were welcomed anyway and had a great stay with a delicious breakfast. "
The price is SAR 488
SAR 541 total
includes taxes & fees
5 May - 6 May
Truman Gillet House Bed & Breakfast

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is SAR 1,166
SAR 1,294 total
includes taxes & fees
22 May - 23 May
Manor House Inn

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Beautiful rooms, wonderful hosts, been here several times and plan to come again. "
The price is SAR 840
SAR 938 total
includes taxes & fees
5 May - 6 May
Granville House

Sunny Peace Homestay

3.0 star property
9.4 out of 10, Exceptional, (3)
"Stayed there for business. Cute bed and breakfast! She made me tea when I got there late. Angie was a sweetheart Will def stay every time I have a shift at the hospital! "
Sunny Peace Homestay

Green Acres B&B

3.0 star property
9.8 out of 10, Exceptional, (150)
"Gracious hosts, many amenities and the best breakfast!"
Green Acres B&B

Rock Hall Luxe Lodging

4.5 star property
10.0 out of 10, Exceptional, (4)
Rock Hall Luxe Lodging
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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Other property types in Winsted

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (24)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
Family House On Highland Lake with Dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (5)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock

Lakefront Spring Stunner in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (68)
"Overall a nice place to visit. A small family who likes the outdoors would enjoy it. "
Lakefront Spring Stunner in New England Just 2 Hours From NYC
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.

Frequently asked questions

Searching for B&Bs in Winsted?
If you’re looking for something a little more offbeat than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your vacation. If your ideal vacation 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 best choice for you?
With attentive service, opportunities to meet guests from other places, and breakfast served on site, 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 center. Simsbury 1820 House: 13.7 mi (22 km) from the downtown core. Enjoy the designer toiletries and bars. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 14.3 mi (23 km) from the heart of Winsted. Blackberry River Inn: 14 rooms. 11 mi (17.7 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool.
When should I book my B&B in Winsted?
When you’re dreaming of a stay in Winsted, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches 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 might put Platt Hill State Park and Burr Pond State Park on your list if you want to see more of the area.
How can I get to and around Winsted?
Planning your excursions in and around Winsted is easier with these transportation options. Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) away from the city center. Otherwise, look 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, you may want to rent a car for your trip.