5 Stars Hotels in Madison, Maryland from CA $219

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Madison 5 Star Hotels

Tonight
May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for Madison 5-star hotels

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (380 reviews)
"The Inn at Perry Cabin was a great option "
United States
Kate
The price is CA $819
CA $901 total
includes taxes & fees
May 14 - May 15
Inn at Perry Cabin
Dinner served

Inn at 202 Dover

Inn at 202 Dover
5.0 star property
Easton
10.0 out of 10, Exceptional, (14 reviews)
"Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience."
United States
James
Inn at 202 Dover
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Madison.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
The price is CA $173 per night from May 18 to May 19
CA $173
CA $219 total
May 18 - May 19
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Still don't see what you're looking for?
See all properties in Madison.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Head to sights like Harriet Tubman Underground Railroad National Historical Park and Blackwater National Wildlife Refuge as you discover Madison.

See all hotels in Madison

Top Madison Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class. Room was very clean. Wait staff were all professional. Their gift shop was stocked with high quality items. Even the grounds keepers and maintenance staff were polite. They all treat you like royalty. St. Michael’s was absolutely beautiful."
Rudie 2-night trip
Posted 3 weeks ago
Inn at Perry Cabin

Find out more about Madison

Luxury is the name of the game at the best 5 Stars hotels in Madison. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Madison 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Madison hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Madison without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Madison.

Explore a world of travel with Expedia