Photo by Joel Holland

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

Hotel Ruby Marie

3.0 star property
9.4 out of 10, Exceptional, (778)
"We had an incredible one night stay at the Hotel Ruby Marie. The room was comfortable and very nice (room 26). Staff was friendly, especially in café for breakfast. We also checked out the attached bars and had amazing late night burgers ($5!!!!). You made our trip great, if we ever make it back to Madison-- this is where we will stay. Affordable, comfortable, clean, free parking, happy hour vouchers, yummy breakfast-- we couldn't have asked for more. Except for maybe how to turn down the...
The price is SAR 368
SAR 425 total
includes taxes & fees
21 Apr - 22 Apr
Hotel Ruby Marie

The Buckingham Inn

4.0 star property
9.8 out of 10, Exceptional, (42)
"Buckingham Inn is a lovingly restored arts and crafts style home. The University Suite is spacious and very well equipped. Innkeepers are great and very accommodating. This is so much better than any hotel in the area if you want to connect with the true Madison WI experience, especially for the price. I highly recommend it!"
The Buckingham Inn

The Livingston Inn

3.5 star property
9.6 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
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

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (37)
"This property was absolutely fantastic. The parking ramp was easy to use and the check in was seamless. We loved our stay so much and we were impressed by how much the Dylin had to offer in their rooms"
The price is SAR 447
SAR 516 total
includes taxes & fees
20 Apr - 21 Apr
The Dylin

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is SAR 555
SAR 902 total
includes taxes & fees
18 Apr - 19 Apr
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (236)
"It was a beautiful lil cottage. It surprised me how small it was, but not in a bad way. Very cozy and cute. I wish it was warmer, but that’s on the weather. I definitely would happily stay here again. "
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
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.
What are the best B&Bs in Windsor?
Below are some well-liked B&Bs in the surrounding area: Hotel Ruby Marie: 15 rooms. 10 mi (16.1 km) from the heart of Windsor. Enjoy the onsite dining and bar/lounge. The Buckingham Inn: 3 rooms. 10.8 mi (17.4 km) from the downtown core. Enjoy the local cuisine breakfast and designer toiletries. The Livingston Inn: 6 rooms. Situated 9.5 mi (15.2 km) from the heart of Windsor. Enjoy the free full breakfast and designer toiletries.
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, December, March, and November, with each month seeing an average of 9 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.