Photo by Joel Holland

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Compare 4 B&B in Windsor with updated reviews, rates, and availability.

Hotel Ruby Marie
Exterior
Hotel Ruby Marie
3.0 star property
9.4 out of 10, Exceptional, (648)
"Nice restored old hotel"
The price is SAR 503
SAR 581 total
includes taxes & fees
27 Jun - 28 Jun
Hotel Ruby Marie
HA WHITNEY INN, Columbus, Wisconsin
The HA Whitney home, built in 1868 in Columbus, Wisconsin
HA WHITNEY INN, Columbus, Wisconsin
9.8 out of 10, Exceptional, (31)
"The Whitney was the perfect place for my husband and I to stay while visiting family. It has every amenity you could want and is very clean and quiet. The lawn area is beautiful. We enjoyed sitting on the Adirondack chairs and enjoying the cool Wisconsin weather!"
HA WHITNEY INN, Columbus, Wisconsin
The Buckingham Inn
Exterior
The Buckingham Inn
4.0 star property
9.6 out of 10, Exceptional, (40)
"It was like visiting family without having to deal with your relatives. "
The Buckingham Inn
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The Livingston Inn
Reception
The Livingston Inn
3.5 star property
9.4 out of 10, Exceptional, (73)
"It was a beautiful place and very private and comfortable. Peggy is great, and Ezra the dog is a 10/10."
The Livingston Inn
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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

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (81)
"This property is nicely situated in the Madison area providing easy access to most attractions. The neighborhood is quiet and the owners gardens are awesome. Highly recommended."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Enjoy Nature with Full Comfort!
Room
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, (10)
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is SAR 338
SAR 515 total
includes taxes & fees
30 Jun - 1 Jul
Enjoy Nature with Full Comfort!
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
Interior
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
9.8 out of 10, Exceptional, (61)
"We had a great stay at this very cool house! Three families with teenagers and children fit well into this house. Super amenities and plenty to do in and around home with the hot tub, sand area, tiki bar, game room area and beach volleyball. We never figured out the live tv function on the TV but no one missed it. We also found some great hiking nearby and it’s not far from Devil’s Lake which was enjoyed by all of us. 50 min drive to Madison. The extra fridge in garage did not work, but we were...
The price is SAR 3,189
SAR 5,065 total
includes taxes & fees
7 Jul - 8 Jul
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
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?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast might be just the right fit for your getaway to Windsor. When you want to explore some of the destination’s attractions, Mousehouse Cheesehaus is worth a visit.
Why would you choose a B&B versus a traditional hotel?
With attentive service, opportunities to interact with the owner, and top-rated breakfasts, B&Bs provide a unique environment.
When is the best time to book my B&B in Windsor?
When you’re dreaming of a escape to Windsor, year-round temperatures and rainfall may be important factors to consider. 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 25°F. The snowiest months in Windsor are January, April, December, and March, with each month seeing an average of 10 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 Mousehouse Cheesehaus. You might also consider a trip to sites like East Towne Mall or Olbrich Botanical Gardens if you have time to see more of the area.
How can I get to and around Windsor?
Mapping out your trip in and around Windsor is easy with these transportation options. Fly into Dane County Regional Airport (MSN), which is located 5.6 mi (9.1 km) away from the city center. 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

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

5/5 Excellent
"."
A verified traveler stayed at Baymont Inn & Suites by Wyndham Madison
Posted 21 hours ago
Baymont Inn & Suites by Wyndham Madison