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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 3 B&B in Windsor with updated reviews, rates, and availability.

Hotel Ruby Marie
Exterior

Hotel Ruby Marie

3.0 star property
9.4 out of 10, Exceptional, (828)
"Breakfast was amazing! Staff was so pleasant, rooms were clean and the location was ideal for visiting, ding and shopping."
$129 nightly
The price is $149
Jun 23 - Jun 24
Total includes taxes and fees
Hotel Ruby Marie
The Buckingham Inn
Exterior

The Buckingham Inn

4.0 star property
9.8 out of 10, Exceptional, (43)
"Great experience, room, bathroom and breakfast just wonderful "
The Buckingham Inn
The Livingston Inn
Front of property

The Livingston Inn

3.5 star property
9.6 out of 10, Exceptional, (73)
The Livingston Inn
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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Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $149 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 B&B in Windsor?
The best time to book a B&B in Windsor is during the vibrant summer months, particularly from June to August. This peak season welcomes travelers eager to explore the stunning vineyards, participate in outdoor festivals, and enjoy the warm, inviting climate that characterizes this charming area. With temperatures typically ranging from the mid-70s to low 90s Fahrenheit, it's an ideal setting for leisurely strolls through the picturesque countryside or savoring local wines on your favorite patio.
July stands out as the highlight of the season, drawing visitors with its lively atmosphere and numerous events. During this month, you can immerse yourself in local culture at farmers' markets or enjoy live music events that showcase the best of Windsor's artistic flair.
For those looking for a more budget-friendly experience, consider visiting in December. While this month may be quieter, it offers a unique charm with holiday decorations, cozy gatherings, and special winter-themed events that highlight the town's community spirit.
What is the difference between a Windsor B&B 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.