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

4 Stars Hotels in Windsor, Madison from CA $174

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Check availability on Windsor 4 Star Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Windsor 4-star hotels

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.

1. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
United States
ZOE
CA $181
CA $209 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Madison Downtown
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.

2. The Edgewater

The Edgewater
Downtown Madison
United States
Javier
CA $224
CA $294 total
includes taxes & fees
Oct 29 - Oct 30
The Edgewater
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 bar area with a counter, seating, and a TV mounted on the wall.
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
Humberto
CA $151
CA $174 total
includes taxes & fees
Nov 1 - Nov 2
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 balcony with a view of buildings and a river.
A hotel room with a large window, a flat-screen TV, a sofa, two armchairs, and a small round table.

4. Best Western Premier Park Hotel

Best Western Premier Park Hotel
Downtown Madison
United States
Eve
CA $205
CA $237 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel lobby with a reception desk, seating area, and a view of the outside.
A cozy bar area with a checkered floor, wooden bar stools, and a seating area with a sofa and wicker chairs.

5. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
United States
eric
CA $205
CA $261 total
includes taxes & fees
Nov 1 - Nov 2
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.
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.
Dining room

6. The Dylin

The Dylin
Downtown Madison
United States
Andrea
CA $175
CA $202 total
includes taxes & fees
Nov 1 - Nov 2
The Dylin
A bar area with a curved counter, bar stools, and a bookshelf with books and bottles.
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.
A modern hotel lobby with a large window offering a view of a domed building, a round table, and blue chairs.

7. Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
Downtown Madison
Canada
Kevin
CA $181
CA $209 total
includes taxes & fees
Nov 1 - Nov 2
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
Nicole
CA $392
CA $489 total
includes taxes & fees
Nov 3 - Nov 4
Mansion Hill Inn
A two-story house with a white balcony, surrounded by a white fence and trees.
A four-poster bed with a canopy, a large bathtub, and a ceiling fan.
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 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 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 Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"All staff were particularly helpful - front desk, restaurant and van drivers. Anxious to be sure my stay was exceptional."
John 3-night trip
Posted 3 hours ago
DoubleTree by Hilton Madison Downtown
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Staff at morning checkout"
Lawrence 1-night trip
Posted 1 day ago
DoubleTree by Hilton Madison East

Find out more about Windsor

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Windsor are calling your name. Known for providing first-rate service in amazing locations, each of the Windsor 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Windsor. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windsor, Madison, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Windsor hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Windsor?
Relax in refined comfort at DoubleTree by Hilton Madison East. According to reviews by our customers, this is one of Windsor's most popular 4-star hotels.
How much does it cost to stay in a 4-star hotel in Windsor?
We can help you quickly track down the perfect 4-star hotel for your vacation in Windsor. Use our handy filter tool to tailor your search by things like price, amenities and hotel star rating and get access to awesome deals in a couple of clicks.
  • Search for the lowest price from CA $174
What's the difference between 5-star and 4-star hotels in Windsor?
Offering a welcoming traveller experience and upscale surroundings, 4-star hotels are a great option for your Windsor break. These types of accommodations generally come with loads of useful amenities that make it simple to unpack and relax — think 24-hour room service, pools and gyms. Or live the high life at a 5-star hotel designed to spoil you with exclusive perks and amenities. Full-service health clubs, complimentary toiletries and world-class dining are typically featured at these deluxe properties.

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