Title: 5 Stars Hotels in Madison, Florida from CA $207 - Find Cheap Madison Hotels With 5 Stars | Expedia.ca

[Madison Travel Guide](https://expedia.ca/Madison.dx8446)[Hotels in Madison](https://expedia.ca/Madison-Hotels.d8446.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d8446.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.ca/Cheap-Flights-To-Madison.d8446.Travel-Guide-Flights)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d8446.Car-Rental-Guide)[Madison Vacation Packages](https://expedia.ca/Madison.d8446.Destination-Travel-Guides)

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## Check availability on Madison 5 Star Hotels

Tonight

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=8446&startDate=2026-01-14&endDate=2026-01-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=8446&startDate=2026-01-15&endDate=2026-01-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8446&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8446&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Madison 5-star hotels

![Reception](https://images.trvl-media.com/lodging/40000000/39240000/39233500/39233496/2d6043ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/40000000/39240000/39233500/39233496/e5594cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/40000000/39240000/39233500/39233496/87db0f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/40000000/39240000/39233500/39233496/8ae8a600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1895 J. M. Henry House Vacation Rental

[](https://www.expedia.ca/Tallahassee-Hotels-1895-J-M-Henry-House-Vacation-Rental.h39233496.Hotel-Information)

Monticello

[](https://www.expedia.ca/Tallahassee-Hotels-1895-J-M-Henry-House-Vacation-Rental.h39233496.Hotel-Information)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Madison.

![Daffodale House B&B](https://images.trvl-media.com/lodging/19000000/18750000/18741500/18741450/ad498f3c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Daffodale House B&B

620 West Washington St. Monticello FL

CA $188

CA $207 total

Jan 22 - Jan 23

includes taxes & fees

9.6/10 Exceptional! (115 reviews)

[](https://expedia.ca/Tallahassee-Hotels-Daffodale-House-BB.h18741450.Hotel-Information)

![The Cottage Bed & Breakfast](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533165/2c83b285_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Cottage Bed & Breakfast

295 W Palmer Mill Rd Monticello FL

[Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=1533165&PinnedHotelID=1533165&HadPinnedHotel=true&regionId=8446)

9.2/10 Wonderful! (57 reviews)

[](https://expedia.ca/Tallahassee-Hotels-The-Cottage-Bed-Breakfast.h1533165.Hotel-Information)

Still don't see what you're looking for?

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=8446&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=8446&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=8446&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=8446&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=8446&star=50&star=50&amenities=WATER_PARK)

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.

## Learn more about Madison

Stroll through charming downtown streets lined with historic buildings and quaint shops. Outdoor enthusiasts can explore Lake Frances Recreation Area, where fishing and picnicking offer a peaceful escape.

[See all hotels in Madison](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&adults=2&regionId=8446)

![Madison Blue Springs, Madison Blue Springs State Park, Florida](https://images.trvl-media.com/place/8446/c8e44c36-41f2-4dc4-9b87-5b1fa8f538dc.jpg?impolicy=fcrop&w=900&h=314&p=1&q=high)

## Top Madison Hotel Reviews

## Find out more about Madison

## Five Star Hotels in Madison

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Madison so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Madison and get ready to be pampered like never before.

#### Get a Great Deal on 5-Star Hotels in Madison

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. 

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

#### Make Your Escape to Madison

The results are in, and Madison 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Madison! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Madison today and settle down in the lap of luxury tomorrow.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Madison?

> - Search for the lowest price per night from CA $207

### What makes a hotel 5 stars in Madison?

### Are there any 5-star all-inclusive resorts in Madison?

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