Book Windsor Bed & Breakfast

Prices for B&Bs in Windsor often vary, but you can find a great deal from $131 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.

The best time to book a B&B in Windsor is during the vibrant summer months, particularly from July to September. This peak season draws visitors eager to experience the area’s beautiful parks, picturesque riverfront, and a range of outdoor activities under the warm sun. July, in particular, is popular for its lively atmosphere, offering a variety of local festivals and events that showcase Windsor’s rich culture and community spirit. Temperatures during this time typically range from the mid-60s to the low 80s Fahrenheit, creating a comfortable setting for sightseeing and leisurely strolls along the waterfront. You can explore charming neighborhoods, visit gardens in full bloom, or relax at cafes that spill out onto the streets, creating a friendly and inviting ambiance. For those seeking a more budget-friendly option, October presents a wonderful opportunity to enjoy the beauty of Windsor in a quieter setting. The fall foliage is stunning during this time, and the cooler temperatures—often in the 50s to low 60s Fahrenheit—make for great walking weather without the summer crowds. Visitors can enjoy scenic drives, local harvest festivals, and the peaceful ambiance that autumn brings.

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.