Book Windsor Bed & Breakfast

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Compare 5 B&B in Windsor with updated reviews, rates, and availability.

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (94)
"Lovely B&B, very comfortable, friendly staff. Would definitely stay again"
$278 nightly
The price is $323
Jun 22 - Jun 23
Total includes taxes and fees
The Inn at Four Eleven York

The Magnolia House Inn

3.5 star property
9.2 out of 10, Wonderful, (46)
"The hospitality was phenomenal!! My husband and I felt so at home with the innkeepers Lankford and Joyce. The breakfast was EXCELLENT! We will DEFINITELY visit again."
The Magnolia House Inn

1896 Historic Bed & Breakfast Mansion with a general store

9.6 out of 10, Exceptional, (4)
"Nice accommodations and nice host. Very accommodating."
$772 nightly
The price is $888
Jun 19 - Jun 20
Total includes taxes and fees
1896 Historic Bed & Breakfast Mansion with a general store

Extra large suite with balcony, private, bathroom, free parking

Extra large suite with balcony, private, bathroom, free parking

The Pinner House

4.5 star property
The Pinner House
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 and Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $323 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 & Breakfast in Windsor?
The best time to book a B&B in Windsor is during the late spring to early summer months, particularly from May to July. This period is bustling with activity as visitors flock to enjoy the beautiful gardens, vibrant festivals, and pleasant weather. With temperatures typically ranging from the mid-50s to the low 80s Fahrenheit, outdoor enthusiasts can comfortably explore the scenic parks and take leisurely strolls along the picturesque waterfront.
June is especially popular, as it tends to offer a delightful mix of warm days and cool evenings. It's a great time for those who wish to partake in local events, such as the annual Windsor Jazz Festival, which draws crowds and creates a lively atmosphere throughout the town. Additionally, the charming streets and historic sites are brimming with life, making it an excellent backdrop for sightseeing and relaxation.
For travelers looking for a more budget-friendly experience, consider visiting in December. While this month may be quieter, Windsor transforms into a winter wonderland, offering unique holiday experiences and cozy ambiance in its B&Bs. Enjoying the festive decorations and local holiday markets can be quite enchanting, providing a different but equally enjoyable perspective of the town.
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.