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

Peter Allen Inn & Event Center
Room

Peter Allen Inn & Event Center

4.0 star property
9.6 out of 10, Exceptional, (17)
"We stayed for 2 nights and it was so peaceful and relaxing. The chef was personable and food was amazing. Would definitely stay there again."
The price is AED 841
AED 876 total
includes taxes & fees
26 Nov - 27 Nov
Peter Allen Inn & Event Center
The Lost Pearl
Exterior

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (43)
"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 790
AED 829 total
includes taxes & fees
1 Dec - 2 Dec
The Lost Pearl
The Caboose
Exterior

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 price is AED 643
AED 1,105 total
includes taxes & fees
26 Nov - 27 Nov
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

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

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

9.4 out of 10, Exceptional, (222)
"We had an amazing family reunion at one of Matt Caudill's properties on Geneva-on-the-Lake. Matt was incredibly accommodating, ensuring all our needs were met. The location of the property was perfect—close to restaurants, entertainment, and everything we needed for a fun and relaxing stay. The home itself was exceptionally well-stocked, making our stay comfortable and hassle-free. Overall, we had a wonderful experience and would highly recommend Matt's property to anyone looking for a great...
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
View from North Warner Dr

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

9.4 out of 10, Exceptional, (295)
"This was the perfect landing spot for our fall wine weekend to NE Ohio. We had a great time and would recommend. "
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
Heart of the Strip, Lakefront, Private Beach!
Rear view of house looking up from Lake Erie

Heart of the Strip, Lakefront, Private Beach!

10.0 out of 10, Exceptional, (109)
"What a beautiful slice of heaven on earth! Pretty lake views and relaxing and comfortable home away from home. We appreciated the cleanliness, switch labels on all the lights/fans, and also the thoughtfulness of all the details and amenities the place had to offer! Thanksso much!"
Heart of the Strip, Lakefront, Private Beach!
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 Middlefield Cheese Chalet Shop or Pioneer Waterland & Dry Fun Park 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.