Book Windsor Bed & Breakfast

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Windsor bed & breakfast

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 1 - Jun 2
Total with taxes and fees
Truman Gillet House Bed & Breakfast

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (442 reviews)
"He room was very clean, the staff was engaging and the breakfast was delicious. "
United States
John
$118 nightly
The price is $134
Jun 3 - Jun 4
Total with taxes and fees
Naomi's Inn Bed & Breakfast

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Awesome r[m, nice breakfast, excellent staff!"
United States
Julie
$150 nightly
The price is $172
Jun 9 - Jun 10
Total with taxes and fees
Simsbury 1820 House

The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (25 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
$313 nightly
The price is $360
Jun 19 - Jun 20
Total with taxes and fees
The Connecticut River Valley Inn

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (85 reviews)
"Amanda was lovely: very helpful and she made such delicious breakfasts every morning fresh. The house is charming. It feels like it’s in the middle of the quaintest tiny villages but Hartford is under 30 minutes away and New Haven was an easy 45 minutes. The bed was comfortable and the room was huge. We thoroughly enjoyed our stay."
United States
Karen
$278 nightly
The price is $308
Jun 1 - Jun 2
Total with taxes and fees
The Bevin House Bed & Breakfast

Peaceful Modern B&B with Comfort & Charm

Peaceful Modern B&B with Comfort & Charm
Harwinton
8.0 out of 10, Very Good, (1 review)
$158 nightly
The price is $179
Jun 14 - Jun 15
Total with taxes and fees
Peaceful Modern B&B with Comfort & Charm

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
$846 nightly
The price is $972
Jun 2 - Jun 3
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor B&B information

Number of reviews
1,669
Accommodation
8 B&B
Lowest Price
$134
Highest Price
$972

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $134 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windsor 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 B&B in Windsor?
The best time to book a B&B in Windsor is during the late spring to early fall, particularly from May to September. This vibrant period attracts travelers who appreciate the area's stunning landscapes, lush gardens, and outdoor festivals. As the days warm up, visitors can enjoy leisurely strolls along the scenic waterfront, explore charming local boutiques, or indulge in the culinary delights of nearby wineries.

June stands out as a particularly popular month, as it marks the beginning of summer. With temperatures typically ranging from the mid-50s to the high 80s Fahrenheit, the climate is great for outdoor activities like cycling, hiking, and attending local events. The atmosphere is lively, and the community buzzes with festivals and celebrations, making it an excellent time for social travelers seeking a vibrant experience.

For those looking for a more budget-friendly option, consider visiting in December. While the winter months may be quieter, Windsor transforms into a cozy retreat, offering a unique charm during the holiday season. You can enjoy festive decorations, local holiday markets, and a more relaxed pace, great for enjoying the area's hospitality.
What is the difference between a Windsor Bed & Breakfast and a hotel?
Every Windsor 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 Windsor B&Bs.

Explore a world of travel with Expedia