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

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"I dint like the room so small i think there should be hand rails at the 2 steps to get in front door."
The price is AED 680
AED 713 total
includes taxes & fees
18 Apr - 19 Apr
The Lost Pearl

Peter Allen Inn & Event Center

4.0 star property
9.6 out of 10, Exceptional, (18)
"Great service all around! Loved our stay!"
The price is AED 757
AED 795 total
includes taxes & fees
3 Apr - 4 Apr
Peter Allen Inn & Event Center

The Caboose

9.4 out of 10, Exceptional, (3)
"Very unique property set in beautiful scenery. Very friendly hosts. Tiny space but perfect for 2 adults. Would definitely return. "
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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Other property types in Windsor

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

9.4 out of 10, Exceptional, (300)
"Was here for a girls weekend. The weather was cold and a lot of the seasonal businesses were closed but we still had a great time at this comfortable, well thought through property. Highly recommend"
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

9.4 out of 10, Exceptional, (233)
"Great stay. House has tons of sleeping space. 4 bathrooms is a plus. The floors needefcleaned/swiftered. "
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly

9.4 out of 10, Exceptional, (70)
"Nice, little getaway. Not much to do there this time of year. "
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
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.

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