Book Windsor Bed & Breakfast

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

Peter Allen Inn & Event Center
Property grounds
Peter Allen Inn & Event Center
4.0 star property
9.4 out of 10, Exceptional, 14 reviews
"Liked the architecture, grounds Breakfast wasn’t free as implied"
The price is $185
$198 total
includes taxes & fees
Jun 2 - Jun 3
Peter Allen Inn & Event Center
The Lost Pearl
Exterior
The Lost Pearl
3.5 star property
9.8 out of 10, Exceptional, 43 reviews
"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 $215
$226 total
includes taxes & fees
Jun 30 - Jul 1
The Lost Pearl
The Caboose
Property grounds
The Caboose
The price is $175
$299 total
includes taxes & fees
Jun 2 - Jun 3
The Caboose
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See all available properties in Windsor
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.

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, 271 reviews
"It was a great location for relaxing with an incredible lake view or to explore GOTL. We hired a local private wine tour company ( Next Flight) and visited multiple local wineries. The only “ negative” regarding the property was that we didn’t know in advance it contains zero closets. If we book it again we will pack accordingly with clothes that aren’t intended to be hung on hangers. The streaming TV service was not very reliable, but we didn’t try to use it much at all anyway, and that seems...
The price is $426
$664 total
includes taxes & fees
Jun 23 - Jun 24
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
View from property
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
9.8 out of 10, Exceptional, 91 reviews
"Very nice places with a great price"
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
Fridge, microwave, oven, dishwasher
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
9.4 out of 10, Exceptional, 52 reviews
"The location was great, communication with owners was easy . Very few complaints"
The price is $130
$255 total
includes taxes & fees
Jun 16 - Jun 17
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.

Windsor B&B information

Number of reviews
57
Accommodation
3 B&B
Lowest Price
$175
Highest Price
$215

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 onsite dining. 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 Grand River Cellars Winery 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.

Recent reviews of Windsor hotels
Expedia verified reviews

Americas Best Value Inn Austinburg

Americas Best Value Inn Austinburg

5/5 Excellent
"Very comfortable bed. I enjoyed a much needed peaceful night of sleep."
A verified traveler stayed at Americas Best Value Inn Austinburg
Posted 3 days ago
Americas Best Value Inn Austinburg