Search B&B in Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Windsor

Property grounds
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
Granby
9.6 out of 10, Exceptional, (101)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is SAR 525
SAR 583 total
includes taxes & fees
9 Dec - 10 Dec
Truman Gillet House Bed & Breakfast
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board
Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast

3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (422)
"Simple yet delicious and well executed breakfast. Perfectly cooked eggs. "
United States
Donna
The price is SAR 420
SAR 477 total
includes taxes & fees
14 Dec - 15 Dec
Naomi's Inn Bed & Breakfast
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1006)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is SAR 597
SAR 751 total
includes taxes & fees
4 Dec - 5 Dec
Simsbury 1820 House
Seasonal outdoor pool, pool umbrellas, sun loungers
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"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. "
United States
Juliette
The price is SAR 882
SAR 979 total
includes taxes & fees
2 Jan - 3 January 2026
The Bevin House Bed & Breakfast
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 Windsor Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"The room was immaculate. Very cozy and comfortable. The mattress was ok but I’m picky about what I sleep on. It could’ve been a little more structured, it seemed kind of old and uneven. "
Sandra 1-night trip
Posted 1 day ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

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 Loomis Chaffee School 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.