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B&B in Windsor

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

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (406)
"We had a great stay and breakfast was delicious!"
$113 nightly
The price is $128
Aug 10 - Aug 11
Total includes taxes and fees
Naomi's Inn Bed & Breakfast

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 10 - Aug 11
Total includes taxes and fees
Truman Gillet House Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (78)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
$263 nightly
The price is $292
Aug 13 - Aug 14
Total includes taxes and fees
The Bevin House Bed & Breakfast

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

The Connecticut River Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (24)
"Charming Inn, "
The Connecticut River Valley Inn

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
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 Windsor Hotel Reviews

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 $128 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.