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Compare B&B in Windsor with updated reviews, rates, and availability.

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (949)
"Our room was beautiful and very clean. Loved the four poster bed, the white and blue toile wallpaper, and the numerous windows. The bedroom and bathroom were both a very good size. The continental breakfast offered a selection of coffees and a delicious assortment of breakfast breads, scones and bagels. The sitting room is very charming. Enjoyed our stay and will be returning. "
The price is AED 584
AED 735 total
includes taxes & fees
5 Mar - 6 Mar
Simsbury 1820 House

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (380)
"My family had an amazing time staying in the wonderful themed room here. The food was restaurant quality and everyone we worked with was helpful and friendly with an excellent response time. I can't recommend this place enough!!!"
The price is AED 448
AED 508 total
includes taxes & fees
1 Apr - 2 Apr
Naomi's Inn Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"It is a very charming place. I would recommend it."
The price is AED 477
AED 530 total
includes taxes & fees
5 Mar - 6 Mar
Truman Gillet House Bed & Breakfast

Sunny Peace Homestay

3.0 star property
9.4 out of 10, Exceptional, (3)
"A beautiful home in the woods of Northwest Connecticut. Quiet. Responsive and pleasant customer service. "
Sunny Peace Homestay

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (72)
"Amanda was great very helpful with any & everything. The breakfast was amazing! The property was well kept. Dean was amazing too, he gave great suggestion on Bills Seafood."
The price is AED 955
AED 1,060 total
includes taxes & fees
3 Apr - 4 Apr
The Bevin House Bed & Breakfast

The Connecticut River Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (24)
"The Inn and the innkeepers were lovely. The decor is quirky and elegant at the same time. Every convince is thought of. The fireplace in every room is a fabulous touch. We can’t wait to visit again soon"
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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Other property types in Windsor

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (13)
"I had such a good time here that I actually added three more weeks so this is the first of three reviews as I booked them separately. The host was really nice working with me and the associate that supports any household requests as well. Everything works perfectly, but the host associate was nice to come and anticipate the batteries on the smart lock would be running low and came and changed them along with leaving me extra snow melt, and a shovel after clearing the walkways. The house is well...
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
A “Wow” Experience everywhere there is something to stimulate your mind Interest

Island Vibes Home

9.2 out of 10, Wonderful, (14)
"House was just as described. Clean and well stocked. Communication and instructions were clear. Great location. "
Island Vibes Home
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.

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. If your ideal vacation to Windsor includes spending lots of time outside, Northwest Park and Keney Park are good spots to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet other guests, and delectable breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the top B&Bs in Windsor?
Below are some well-liked B&Bs in the area: Simsbury 1820 House: 8.3 mi (13.3 km) from the heart of Windsor. Enjoy the designer toiletries and bars. Truman Gillet House Bed & Breakfast: 2 rooms. Located 11.6 mi (18.6 km) from the core of Windsor. Enjoy the free full breakfast and unique décor.
When should I book my B&B in Windsor?
When you’re planning your stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Windsor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Windsor?
Travelers enjoy Windsor for its restaurants and shopping. When you want to spend some time in the great outdoors, Northwest Park and Farmington River are some notable spots. You might put Windsor Arts Center and Oliver Ellsworth Homestead on your list if you want to see more of the area.
How can I get to and around Windsor?
You can plan your excursions in and around Windsor ahead of time with these transportation options. Fly into Bradley Intl. Airport (BDL), which is located 5.8 mi (9.3 km) away from the city center. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 22.1 mi (35.6 km) away. If you’d like to explore around the area, you may want a rental car for your journey.