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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 7 B&B in Windsor with updated reviews, rates, and availability.

Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (957)
"Always stay here when in Simsbury. "
The price is AED 694
AED 862 total
includes taxes & fees
8 May - 9 May
Simsbury 1820 House
Naomi's Inn Bed & Breakfast
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (384)
"We stayed for two nights in April 2025 in the Louis XIV Room. What a lovely stay. The room is spacious and clean. The food was delicious and the host is kind and has lots of information on local points of interest. There are many free parking spots on site. Centrally located to everything, and location was nice and quiet."
The price is AED 411
AED 467 total
includes taxes & fees
7 May - 8 May
Naomi's Inn Bed & Breakfast
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is AED 1,005
AED 1,116 total
includes taxes & fees
6 May - 7 May
The Bevin House Bed & Breakfast
Truman Gillet House Bed & Breakfast
Property grounds

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"We arrived with little notice but were welcomed anyway and had a great stay with a delicious breakfast. "
The price is AED 477
AED 530 total
includes taxes & fees
6 May - 7 May
Truman Gillet House Bed & Breakfast
Sunny Peace Homestay
Living room

Sunny Peace Homestay

3.0 star property
9.4 out of 10, Exceptional, (3)
"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
Aerial view

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
Seasonal outdoor pool

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!
Living area

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

9.4 out of 10, Exceptional, (15)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Great property and a great location. The host was more than welcoming and very easy to communicate to. This was our second visit to this location and we plan to stay again if availability allows. "
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Charming Windsor Home w/ Private Backyard!
Fridge, microwave, stovetop, dishwasher

Charming Windsor Home w/ Private Backyard!

9.0 out of 10, Wonderful, (4)
"Great rentsl. The location was convenient to the airport. The house was clean and well kept. "
Charming Windsor Home w/ Private Backyard!
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. 11.6 mi (18.6 km) from the heart of downtown. 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 Vintage Radio and Communications Museum of Connecticut 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.