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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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

The Lost Pearl
Exterior

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 SAR 694
SAR 729 total
includes taxes & fees
20 Mar - 21 Mar
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, (18)
"Great service all around! Loved our stay!"
The price is SAR 859
SAR 902 total
includes taxes & fees
20 Mar - 21 Mar
Peter Allen Inn & Event Center
The Caboose
Property grounds

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
Property grounds

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

9.4 out of 10, Exceptional, (299)
"This was our second time staying at this property. Once again it was a great time. The house is super clean and comfortable. Matt is always responsive to my questions. We would definitely stay here again. "
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
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (232)
"Took a trip with family and friends for my birthday. Location was perfect. Best part of this location was that everyone was able to have their own room. "
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
Fridge, microwave, oven, stovetop

Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country

9.6 out of 10, Exceptional, (211)
"Great location on the strip! Easy walk to everywhere. Lots of room. Firepit outside with wood is a nice addition. Only issue is outside the front door, and parking area needs more gravel added to alleviate the mud and puddles. Would definitely recommend. "
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
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: 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.