Search B&B in Windsor

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

B&B in Windsor

The Lost Pearl
Property grounds

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"
The price is AED 680
AED 713 total
includes taxes & fees
2 Oct - 3 Oct
The Lost Pearl
The Caboose
Property grounds

The Caboose

9.6 out of 10, Exceptional, (5)
"So cute and the land was beautiful! Owners went above and beyond to make sure we had a wonderful stay 💜"
The Caboose
Peter Allen Inn & Event Center
Property grounds

Peter Allen Inn & Event Center

4.0 star property
9.6 out of 10, Exceptional, (19)
"Great service all around! Loved our stay!"
Peter Allen Inn & Event Center
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

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor

10/10 Excellent
"Spacious room, shops and restaurants near by. Friendly staff"
Anne 1-night trip
Posted 5 days ago
Hampton Inn & Suites Cleveland Mentor

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 make some connections, B&Bs can be a great choice for many travelers. When you want to explore some of the destination's attractions, Windsor Mills Covered Bridge is worth a visit.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Windsor?
Here are some well-liked B&Bs in the area: The Caboose: 17.1 mi (27.5 km) from the heart of Windsor.The Lost Pearl: 3 rooms. 17.1 mi (27.5 km) from the downtown core. Peter Allen Inn & Event Center: 2 rooms. Situated 18.4 mi (29.6 km) from the heart of Windsor. Enjoy the patio area and bar/lounge.
What's the best time of year to book my B&B in Windsor?
When you're dreaming of a trip to Windsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Windsor are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windsor?
If you want to check out some popular attractions in Windsor, you might enjoy a visit to Windsor Mills Covered Bridge. You might also consider a trip to sites like Pioneer Waterland & Dry Fun Park or Riverdale Road Covered Bridge if you have time to see more of the area.
How can I get to and around Windsor?
You can map out your trip in and around Windsor ahead of time with these transportation options. Fly into Youngstown, OH (YNG-Youngstown - Warren Regional), which is located 22.7 mi (36.6 km) from the heart of the city. Otherwise, look for flights into Cleveland, OH (CGF-Cuyahoga County), which is 29 mi (46.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.