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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Winsted

Simsbury 1820 House
Stately home with a central entrance and columns, surrounded by lush gardens.

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (975)
"Great place to stay and eat."
$204 nightly
The price is $235
Aug 10 - Aug 11
Total includes taxes and fees
Simsbury 1820 House
Blackberry River Inn
Cozy living room with a traditional fireplace, armchairs, and a sofa, perfect for relaxing.

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (122)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
$164 nightly
The price is $189
Sep 2 - Sep 3
Total includes taxes and fees
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Relax on the covered porch with two comfortable rocking chairs and lush green surroundings.

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (398)
"Nice property! a little dated but overall great for 1 night"
$105 nightly
The price is $121
Aug 10 - Aug 11
Total includes taxes and fees
Locust Tree Bed and Breakfast LLC
Wilder House Berkshires
Cozy retreat with a large bed, bedside tables, and a chandelier.

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (28)
"Always perfect! "
$197 nightly
The price is $220
Aug 17 - Aug 18
Total includes taxes and fees
Wilder House Berkshires
Truman Gillet House Bed & Breakfast
Welcome to a charming winter retreat with a cozy porch and inviting outdoor space.

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (93)
"It was a lovely stay overnight with a delicious homemade breakfast. Very clean and hosts were so nice."
$140 nightly
The price is $155
Aug 9 - Aug 10
Total includes taxes and fees
Truman Gillet House Bed & Breakfast
Manor House Inn
Classic elegance abounds in this traditional space, featuring a grand staircase and ornate grandfather clock.

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
$275 nightly
The price is $306
Aug 10 - Aug 11
Total includes taxes and fees
Manor House Inn
Granville House
Enjoy a leisurely meal in this beautifully set dining area with a long table, adorned with pastries and bread.

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
$249 nightly
The price is $278
Aug 11 - Aug 12
Total includes taxes and fees
Granville House
Sunny Peace Homestay
Exterior

Sunny Peace Homestay

2.0 star property
9.0 out of 10, Wonderful, (6)
"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
Relax by the clear pool surrounded by a deck with lounge chairs and umbrellas.

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
Relax by the serene pool surrounded by lush greenery and vibrant flowers.

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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Top Winsted Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Nice motel in the city center "
Sebastian 2-night trip
Posted 8 hours ago
Quality Inn

Frequently asked questions

What are the most popular Winsted B&Bs?
Rock Hall Luxe Lodging is an exceptional choice for travelers seeking a memorable stay in Winsted, boasting an impressive 10.0 rating. Guests rave about the tranquil ambiance and the luxurious features, including a delightful hot tub that provides the superb way to unwind after a day of exploration. This property's attentive service and inviting space make it ideal for couples looking for a romantic getaway or solo travelers wanting to relax in style.
What is the nightly rate for a Bed & Breakfast in Winsted?
Prices for B&Bs in Winsted often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winsted B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Winsted?
The best time to book a B&B in Winsted is during the vibrant summer months, particularly from May to July, when visitors flock to enjoy the area's stunning natural beauty and outdoor activities. This peak season is particularly appealing to those who appreciate sunny days superb for hiking, boating, and exploring the charming local parks.

July stands out as the most popular month, offering warm temperatures that typically range from the mid-60s to the low 80s Fahrenheit. This is an ideal time for outdoor enthusiasts, as the lush surroundings invite leisurely walks or exhilarating bike rides along the scenic trails. Additionally, Winsted's community often hosts engaging events and festivals, adding to the lively atmosphere.

For travelers looking for a more budget-friendly experience, consider planning your visit in October. This month showcases the breathtaking fall foliage, creating a picturesque backdrop for enjoying the crisp air and vibrant colors. The quieter ambiance allows for more intimate experiences, whether it's exploring local shops or savoring delicious meals at cozy restaurants.
What is the difference between a Winsted Bed & Breakfast and a hotel?
Every Winsted B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winsted B&Bs.