A wooden covered bridge over a river surrounded by lush greenery.

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windsor guest houses

A wooden deck with a bench, surrounded by trees and a fenced field.

1. Bonnie's Guesthouse @ Peridot Equine Sanctuary

Bonnie's Guesthouse @ Peridot Equine Sanctuary
Chardon
9.6 out of 10, Exceptional, (89 reviews)
"Beautiful property!"
United States
Brianna B.
$165 nightly
The price is $165
Nov 11 - Nov 12
Total with taxes and fees
Bonnie's Guesthouse @ Peridot Equine Sanctuary
A large, two-story brick house with a symmetrical facade, central entrance, and a well-maintained lawn.

2. Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (475 reviews)
"I was impressed with how well maintained the property is and the historyI would definitely visit again."
United States
Susan
$183 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
Steele Mansion
A lodge with a large building and a covered deck area.

3. Tall Oaks Resort

Tall Oaks Resort
4.0 star property
Willoughby
9.4 out of 10, Exceptional, (37 reviews)
"The facility was extremely clean & well maintained. We were the only people staying on the property (no staff) so that was different. Instructions were clear for accessing our room, etc."
United States
Gina
$176 nightly
The price is $203
Nov 10 - Nov 11
Total with taxes and fees
Tall Oaks Resort
A hot tub with a wooden deck and string lights.

4. Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location

Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location
Geneva
10.0 out of 10, Exceptional, (79 reviews)
"This place was amazing the host was very welcoming and the house was incredible would recommend to anyone that wanted to get away I will definitely be staying again "
United States
Corbin W.
$305 nightly
The price is $333
Nov 9 - Nov 10
Total with taxes and fees
Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location
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

Red Roof Inn Ashtabula - Austinburg

Red Roof Inn Ashtabula - Austinburg

8/10 Good
"everything was fine. staff excellent accommodated my room request with a free upgrade. only issue was bathroom ceiling light needed to be replaced"
MARK 1-night trip
Posted 19 hours ago
Red Roof Inn Ashtabula - Austinburg

Find out more about Windsor

Windsor Guest Houses information

Number of reviews
205
Accommodation
5 Guest Houses
Lowest Price
$165
Highest Price
$333

Frequently asked questions

What is the nightly rate for a guest house in Windsor?
Rates for Windsor guest houses vary, but travelers can find great-value prices from $165 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windsor guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Windsor guest house and a B&B?
A guest house in Windsor is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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