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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

B&B in Windsor

Our top choices for Windsor bed & breakfast

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 Lost Pearl
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
The Caboose
Property grounds

The Caboose

9.6 out of 10, Exceptional, (4)
"We enjoyed staying the weekend in The Caboose. My husband would have enjoyed a love seat inside to sit and watch tv versus lying in bed but, it is a little place to rest your head and shower and get on with adventures. I love the outdoors and having a fire in the evening. Easy drive to a plethora of wineries. In the summer do not turn the AC down no matter what. We were comfortable and had a wonderful time."
The price is SAR 591
SAR 1,056 total
includes taxes & fees
22 Aug - 23 Aug
The Caboose
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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Top Windsor Hotel Reviews

The Palms Motel

The Palms Motel

10/10 Excellent
"First time here, r room was very nice, once I learned how to unlock the door, it was very convenient to walk where we wanted, our granddaughter loved the pool. "
Debra 1-night trip
Posted 2 days ago
The Palms Motel

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 Lost Pearl: 3 rooms. 17.1 mi (27.5 km) from the heart of Windsor.Peter Allen Inn & Event Center: 2 rooms. 18.4 mi (29.6 km) from the downtown core. Enjoy the patio area and bar/lounge. The Caboose: Situated 17.1 mi (27.5 km) from the heart of Windsor.
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.