Book Windsor Bed & Breakfast

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Windsor

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

Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"The staff was kind and wanting to please. The swimming pool was clean. The room was clean."
Cindy 2-night trip
Posted 1 day ago
Westbridge Inn and Suites

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal 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 Bed and Breakfast in Windsor?
The best time to book a B&B in Windsor is from July to September, when the region comes alive with vibrant activities and beautiful weather. This peak season is particularly appealing for travelers seeking a mix of relaxation and adventure, as the warm summer temperatures, typically ranging from the mid-70s to low 80s Fahrenheit, create superb conditions for exploring the picturesque vineyards and enjoying outdoor dining experiences.

During these months, visitors can immerse themselves in the local culture by participating in wine tastings, attending summer festivals, and strolling through scenic parks. The bustling energy of the season is enhanced by the many events that attract both locals and tourists, making it a lively time to experience all that Windsor has to offer.

If you're looking for a more budget-friendly time to visit, consider planning your trip in December. While the weather is cooler, typically in the low 40s to mid-50s Fahrenheit, this month offers a unique charm with festive decorations and holiday events. It's a wonderful opportunity to enjoy a quieter atmosphere, superb for cozying up at a B&B and savoring the local culinary delights.
What is the difference between a Windsor Bed and 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.