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
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Winsted bed & breakfast

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (249 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is SAR 663
SAR 763 total
includes taxes & fees
27 Oct - 28 Oct
Blackberry River Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

2. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is SAR 394
SAR 453 total
includes taxes & fees
27 Oct - 28 Oct
Locust Tree Bed and Breakfast LLC
A house with a porch, American flags, and a pathway leading to a bench.

3. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (121 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
The price is SAR 525
SAR 583 total
includes taxes & fees
28 Oct - 29 Oct
Truman Gillet House Bed & Breakfast
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

4. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
8.8 out of 10, Excellent, (18 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
The price is SAR 490
SAR 779 total
includes taxes & fees
2 Nov - 3 Nov
Sunny Peace Homestay
A large, historic building with a covered porch and outdoor seating area.

5. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,004 reviews)
"Restaurant inside inn was comforting and had a great vibe."
United States
Enrique
The price is SAR 672
SAR 837 total
includes taxes & fees
28 Oct - 29 Oct
Simsbury 1820 House
A building with a grey exterior, a front door, and a small porch with steps.

6. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
8.4 out of 10, Very good, (6 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
The price is SAR 743
SAR 964 total
includes taxes & fees
28 Oct - 29 Oct
Peaceful Modern Private Room with Comfort & Charm
Interior detail

7. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is SAR 615
SAR 687 total
includes taxes & fees
28 Oct - 29 Oct
Wilder House 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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Top Winsted Hotel Reviews

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Jason, at the front desk, provided a list of fun places to see in the area. The staff cleaning rooms were efficient. The Time-Out restaurant had good variety for breakfast and dinner. The staff were attentive and available when needed."
Clyde 4-night trip
Posted 4 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut

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. 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 heart of downtown.Sunny Peace Homestay: 2 rooms. Located 11.8 mi (19 km) from the core of Winsted.
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 Burr Pond State Park and The Marina at Highland Lake 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.