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

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Check availability on Windsor 4 Star Hotels

Tonight
6 Sep - 7 Sep
Tomorrow
7 Sep - 8 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for Windsor 4-star hotels

A hotel room with a view of a cityscape, including a prominent dome building.
A spacious dining area with a long table and multiple chairs, a bar area with stools, and a seating area with cushioned booths.
A gym with various exercise equipment, a wall-mounted TV, and a large window providing natural light.
A spacious lobby with seating areas, a reception desk, and a glass door entrance.

1. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
United States
Charlotte
4.073.957 ₫
4.705.421 ₫ total
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton Madison Downtown
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.
A modern building with a glass facade, a covered entrance, and a flagpole.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

2. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
United States
Jenny
2.544.886 ₫
2.939.345 ₫ total
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton Madison East
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.
A spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.

3. The Edgewater

The Edgewater
Downtown Madison
United States
jennifer
4.870.440 ₫
6.288.051 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Edgewater
A hotel entrance with a marquee sign, a flag, and a well-lit facade.
A large indoor swimming pool with clear water, surrounded by a tiled floor and a glass railing.
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
United States
Jeff
3.746.392 ₫
4.327.083 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Best Western Premier Park Hotel
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 storefront with a neon sign reading "Camp Trippalindee."
A modern bar area with a long counter, multiple seating options, and a ceiling with a unique design.

5. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
United States
Juan
4.170.192 ₫
5.270.364 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Graduate by Hilton Madison
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.

6. The Dylin

The Dylin
Downtown Madison
United States
Seth
3.327.341 ₫
3.843.078 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Dylin
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 modern hotel lobby with a fireplace, seating areas, bookshelves, and a bar.
A cityscape at dusk with a prominent building featuring a dome, surrounded by modern high-rise buildings and a well-lit plaza.

7. Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
Downtown Madison
United States
Angelique
3.941.210 ₫
4.552.097 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Hilton Madison Monona Terrace
A balcony with ornate metal railings, a wooden door, and a seating area with chairs and a table.
A cozy living room with a fireplace, bookshelves, a television, and a leather sofa.
A bedroom with a large bed, a fireplace, bookshelves, and a view of greenery through the window.
A wooden balcony with a metal railing, a wooden barrel, and a stone building with an arched doorway.

8. Mansion Hill Inn

Mansion Hill Inn
Downtown Madison
United States
Richard
7.192.603 ₫
8.972.041 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Mansion Hill Inn
A two-story house with a white balcony, surrounded by a white fence and trees.
A white wooden fence, green grass, and trees with white blossoms.
A cozy living room with a fireplace, a bookshelf, a comfortable sofa, and a reading chair.
A two-story house with a balcony, surrounded by snow-covered trees.

9. The Speckled Hen Inn B&B

The Speckled Hen Inn B&B
Madison
United States
JaneAnne
The Speckled Hen Inn B&B
A two-story house with multiple windows and a well-maintained lawn.
A room with a patterned armchair, a wooden door, and a view into a bathroom with a bathtub and a window.
A backyard with a wooden fence, a tree, and a red Adirondack chair.
A cozy room with a wicker sofa, a table with a lamp, and large windows offering a view of the outside.

10. The Buckingham Inn

The Buckingham Inn
Regent
United States
Jose Luis
The Buckingham Inn
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Learn more about Windsor

Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.

See all hotels in Windsor
A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Top Windsor Hotel Reviews

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Very clean room, parking is convenient"
Jewel 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Madison East
The Dylin

The Dylin

10/10 Excellent
"Home away from home. Near great restaurants and the lake. Great parking. The only downside is hearing your neighbors and people walking. Soft close toilet seats would help :)"
Seth 2-night trip
Posted 2 days ago
The Dylin

Frequently asked questions

What are the best 4-star hotels in Windsor?
Kick back in comfort at DoubleTree by Hilton Madison East. Based on reviews by Expedia guests, this is one of Windsor's leading 4-star hotels.
How much does it cost to stay in a 4-star hotel in Windsor?
With Expedia's handy filter tool, landing a fabulous deal on a 4-star hotel in Windsor just got easier. Start by entering your chosen travel dates and length of your break. Then list the results by price and choose a property that best fits your budget and style.
  • Search for the lowest price from 2.939.345 ₫
What's the difference between 5-star and 4-star hotels in Windsor?
Offering an inviting traveller experience and upmarket décor, 4-star hotels are a fabulous option for your Windsor holiday. These types of stays generally feature lots of useful amenities that make it a breeze to kick back and relax — think large beds, bathrobes, pools and restaurants. Or live in the lap of luxury at a 5-star hotel designed to spoil you with high-end perks and amenities. 24-hour front desk, oversized bathrooms and fine dining are typically featured at these plush properties.

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