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
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Windsor 4-star hotels

A hotel room with a view of a cityscape, including a prominent dome building.
A conference room with a long table, chairs, and a carpeted floor.
A gym with exercise equipment, a wall of dumbbells, and large windows.
A conference room with multiple tables and chairs, arranged in a grid pattern.

1. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
United States
ZOE
2.902.165 ₫
3.352.001 ₫ total
includes taxes & fees
19 Nov - 20 Nov
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 spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.

2. The Edgewater

The Edgewater
Downtown Madison
United States
Javier
4.438.754 ₫
5.784.016 ₫ total
includes taxes & fees
22 Nov - 23 Nov
The Edgewater
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A modern building with a glass facade, a covered entrance, and a flagpole.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

3. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
United States
Manpreet
2.736.105 ₫
3.160.201 ₫ total
includes taxes & fees
31 Oct - 1 Nov
DoubleTree by Hilton Madison East
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 large indoor swimming pool with clear water, surrounded by a tiled floor and a glass railing.
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
Annie
3.715.651 ₫
4.291.577 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western Premier Park Hotel
A rooftop terrace with red chairs, a fire pit, and a deer statue.
A modern bar area with a long counter, multiple seating options, and a ceiling with a unique design.
A storefront with a neon sign reading "Camp Trippalindee."
A hotel lobby with a reception desk, seating area, and a view of the outside.

5. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
United States
eric
3.715.651 ₫
4.741.644 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Graduate by Hilton Madison
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.
In-room dining
A modern kitchen with wooden cabinets, a built-in oven, and a sink. There is a dining area with a table and chairs, and a bed with a pink blanket.
A modern building with a sign reading "The DYLIN" and a brick facade.

6. The Dylin

The Dylin
Downtown Madison
United States
ANCA
2.939.567 ₫
3.395.200 ₫ total
includes taxes & fees
22 Nov - 23 Nov
The Dylin
A bar area with a curved counter, bar stools, and a bookshelf with books and bottles.
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.
A modern hotel lobby with a fireplace, seating areas, bookshelves, and a bar.

7. Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
Downtown Madison
United States
Brittany
3.519.136 ₫
4.064.603 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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 grand hallway with a checkered floor, ornate wooden doors, and a chandelier.
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
Nicole
6.858.111 ₫
8.554.921 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Mansion Hill Inn
A two-story house with a white balcony, surrounded by a white fence and trees.
A two-story house with a balcony, surrounded by snow-covered trees.
A white wooden fence, green grass, and trees with white blossoms.
A four-poster bed with a canopy, a large bathtub, and a ceiling fan.

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 backyard with a wooden fence, a tree, and a red Adirondack chair.
A room with a patterned armchair, a wooden door, and a view into a bathroom with a bathtub and a window.
A breakfast table set with plates, glasses, and a variety of breakfast items including fruit and beverages.

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

Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Have stayed there before it’s always nice"
Annie 3-night trip
Posted 9 hours ago
Best Western Premier Park Hotel
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Great property and helpful staff."
Manpreet 1-night trip
Posted 11 hours ago
DoubleTree by Hilton Madison East
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"The rooms are small but comfortable, and the bed and pillows are very comfortable! Location is great, front-desk staff are very friendly and helpful. The exercise gym is spacious and well-designed, looking onto a small patio. This is my second stay at this hotel and I would book it again when returning to downtown Madison."
Sarah 4-night trip
Posted 3 days ago
DoubleTree by Hilton Madison Downtown

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 3.160.201 ₫
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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