Saville Dam on a sunny fall day

Book Winsted Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9

Our top choices for Winsted bed & breakfast

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, (419 reviews)
"Below average B&B"
United States
Larry
$105 nightly
The price is $121
Jun 14 - Jun 15
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
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
$140 nightly
The price is $155
Jun 16 - Jun 17
Total with taxes and fees
Truman Gillet House Bed & Breakfast
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (53 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
$178 nightly
The price is $199
Jul 7 - Jul 8
Total with taxes and fees
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
$156 nightly
The price is $179
Jun 21 - Jun 22
Total with taxes and fees
Blackberry River Inn
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (7 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
$247 nightly
The price is $276
Jun 14 - Jun 15
Total with taxes and fees
The Berkshire Mountain Inn
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,006 reviews)
"Very cozy place"
United States
Shinichi
$254 nightly
The price is $292
Jun 14 - Jun 15
Total with taxes and fees
Simsbury 1820 House
Exterior detail

Peaceful Modern B&B with Comfort & Charm

Peaceful Modern B&B with Comfort & Charm
Harwinton
9.0 out of 10, Wonderful, (2 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
$168 nightly
The price is $190
Jun 23 - Jun 24
Total with taxes and fees
Peaceful Modern B&B with Comfort & Charm
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
$316 nightly
The price is $351
Jun 22 - Jun 23
Total with taxes and fees
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
$692 nightly
The price is $796
Jun 14 - Jun 15
Total with taxes and fees
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

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

8/10 Good
"The hotel is about 5 minutes from Bradley. I arrived at 11 pm and waited only 5 or 10 minutes for the shuttle. This is a typical Springhill with a large room. The property is clean and well-maintained. The staff was helpful and courteous. Breakfast is a typical Springhill breakfast with a mixture of hot and cold items. My only complaint is with the shuttle pick up to the airport. I signed up for a 9:55 am pick up. At 10:10, I asked the desk if the shuttle was on the way. They called and then the shuttle arrived 5 minutes later. It is a contract service."
Peter 1-night trip
Posted 9 hours ago
Springhill Suites Marriott Airport

Find out more about Winsted

Winsted B&B information

Number of reviews
1,783
Accommodation
12 B&B
Lowest Price
$121
Highest Price
$796

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.

Explore a world of travel with Expedia