Photo by Joel Holland

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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 3 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, (746)
"The Hotel Ruby Marie is literally next-door to the Essen Haus but the Essen Haus is closed and going to be torn down for a new development. It was very difficult finding another restaurant in the Wilson Street area. We ended up at a McDonald's! Yuck! On the other hand, the Ruby Marie is very cool and maintained beautifully plus the included breakfast was yummy! A great place to stay as long as you don't want to go out at night."
The price is AED 360
AED 416 total
includes taxes & fees
5 Feb - 6 Feb
Hotel Ruby Marie
The Buckingham Inn
Exterior

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
Reception

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 by Locale
Exterior

The Dylin by Locale

4.0 star property
9.8 out of 10, Exceptional, (6)
"1st time Here for a show 10 minute walk away. Parking garage was convenient! Apartment had everything you could possibly need. Laundry in unit! The mini split unit sounded slightly possessed but that was my only complaint."
The price is AED 293
AED 339 total
includes taxes & fees
11 Feb - 12 Feb
The Dylin by Locale
A Pleasant Retreat- No Cleaning Fee & New Discounts
Street view of front yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (224)
"Our recent stay in Sun Prairie was wonderful. Randy and Connie are outstanding hosts. They greeted us when we arrived. Showed us all the features of the home and were available to answer any questions. They suggested places to take our grandchildren. The house was conveniently located to everything we wanted to do in Sun Prairie and is a short drive to Madison. Our grand daughter told us she wants to come back and stay in this our again."
The price is AED 826
AED 1,058 total
includes taxes & fees
5 Feb - 6 Feb
A Pleasant Retreat- No Cleaning Fee & New Discounts
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Share a drink in front of the fireplace.

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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.