A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Luxury Hotels & Resorts in Windsor from AU$99

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Check availability on Windsor Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Windsor luxury hotels

A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.
A modern bar area with a counter, seating, and a TV mounted on the wall.

1. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
AU$179
includes taxes & fees
4 Oct - 5 Oct
DoubleTree by Hilton Madison East
A hotel room with a view of a cityscape, including a prominent dome building.
A spacious lobby with seating areas, a reception desk, and a glass door entrance.
A gym with various exercise equipment, a wall-mounted TV, and a large window providing natural light.
A spacious dining area with a long table and multiple chairs, a bar area with stools, and a seating area with cushioned booths.

2. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
AU$214
includes taxes & fees
25 Oct - 26 Oct
DoubleTree by Hilton Madison Downtown
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.
A spacious room with a large window, a sofa, a coffee table, and a lamp.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.

3. The Edgewater

The Edgewater
Downtown Madison
  • Indulge in lakeside luxury at this Madison retreat, where a full-service spa and exceptional dining create an Art Deco oasis.
AU$355
includes taxes & fees
18 Oct - 19 Oct
The Edgewater
A hotel entrance with a marquee sign, a flag, and a well-lit facade.
A hotel lobby with a bar area, large windows, and a patterned carpet.
A hotel room with a large window, a flat-screen TV, a sofa, two armchairs, and a small round table.
A balcony with a view of buildings and a river.

4. Best Western Premier Park Hotel

Best Western Premier Park Hotel
Downtown Madison
  • Spa hotel near Capitol Square offers upscale amenities and full-service relaxation in elegant setting.
AU$233
includes taxes & fees
11 Oct - 12 Oct
Best Western Premier Park Hotel
A bar area with a curved counter, bar stools, and a bookshelf with books and bottles.
A modern hotel lobby with a large window offering a view of a domed building, a round table, and blue chairs.
A room with a view of a large dome building, a lamp, a chair, and a small table.
A cityscape at dusk with a prominent building featuring a dome, surrounded by modern high-rise buildings and a well-lit plaza.

5. Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
Downtown Madison
AU$265
includes taxes & fees
6 Oct - 7 Oct
Hilton Madison Monona Terrace
A rooftop terrace with red chairs, a fire pit, and a deer statue.
A cozy bar area with a checkered floor, wooden bar stools, and a seating area with a sofa and wicker chairs.
A hotel lobby with a reception desk, seating area, and a view of the outside.
A modern bar area with a long counter, multiple seating options, and a ceiling with a unique design.

6. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
AU$270
includes taxes & fees
25 Oct - 26 Oct
Graduate by Hilton Madison
A balcony with ornate metal railings, a wooden door, and a seating area with chairs and a table.
A bedroom with a large bed, a fireplace, bookshelves, and a view of greenery through the window.
A grand hallway with a checkered floor, ornate wooden doors, and a chandelier.
A cozy living room with a fireplace, bookshelves, a television, and a leather sofa.

7. Mansion Hill Inn

Mansion Hill Inn
Downtown Madison
AU$489
includes taxes & fees
4 Oct - 5 Oct
Mansion Hill Inn
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.
A modern building with a sign reading "The DYLIN" and a brick facade.

8. The Dylin

The Dylin
Downtown Madison
AU$192
includes taxes & fees
25 Oct - 26 Oct
The Dylin
View all properties

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Very comfy bed and rooms!"
Emily 2-night trip
Posted 21 hours ago
The Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

10/10 Excellent
"Beautiful room and wonderful staff! Elegant hotel"
Pamela 2-night trip
Posted 3 days ago
The Edgewater
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

8/10 Good
"Keep your expectations reasonable. You can't beat the price, but of course, you get what you pay for. The vending machines have no diet options. It may smell like either cigarettes or weed at the times, and you may hear your neighbors getting it on, but at the end of the day, the beds are comfortable, the shower works great, you get nice clean towels, and I would definitely come back. As a solo traveler, I would say it's probably better for solo travelers or even couples looking to save a few bucks and have a comfortable place to sleep."
Derek 1-night trip
Posted 4 days ago
Motel 6 Madison, WI - East

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Windsor?
Use Expedia to help you arrange a flight to Dane County Regional Airport (MSN) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Windsor offers. During your visit, you might want to enjoy the restaurants which Windsor is known for.
When can I expect good weather in Windsor?
Planning for the weather is a good way to make your trip to Windsor relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.
What's there to see and do in Windsor?
Enjoy Windsor with a stop at East Towne Mall, Olbrich Botanical Gardens and Barrymore Theatre. If you have a little extra time during your trip, you might want to check out Lake Mendota and Breese Stevens Field.

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