Find St. Michaels 5 Star Hotels & Resorts /night

April 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

May 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on St. Michaels 5 Star Hotels

Tonight
Apr 7 - Apr 8
Tomorrow
Apr 8 - Apr 9
This weekend
Apr 11 - Apr 13
Next weekend
Apr 18 - Apr 20

Top St. Michaels 5 Star Hotels

Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (338)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing us with the warmest welcome we've ever had. We will definitely be back. "
The price is CA $513
CA $621 total
includes taxes & fees
Apr 8 - Apr 9
Inn at Perry Cabin
The Inn at Tacaro Estate
Horseback riding

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is CA $330
CA $377 total
includes taxes & fees
Apr 20 - Apr 21
The Inn at Tacaro Estate
Inn at 202 Dover
Exterior

Inn at 202 Dover

5.0 star property
10.0 out of 10, Exceptional, (14)
"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest book in the room but it just seemed too complicated for me. We also didn't use the steam shower, just had regular showers. We had dinner on the Friday night at the Inn and the food was delicious...
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

Learn more about St. Michaels

Explore romantic St. Michaels: its boating, museums, history, and more!

See all hotels in St. Michaels

Frequently asked questions

What are the best 5-star hotels in St. Michaels?
Treat yourself to a stay at Inn at Perry Cabin. This is one of the most popular 5-star hotels in St. Michaels based on Expedia guest reviews. From its guest services to its well-appointed rooms and prime location, you can rely on an exceptional guest experience.
How much does it cost to stay in a 5-star hotel in St. Michaels?
You’ll find many different pricing options for a 5-star hotel in St. Michaels on Expedia. How much you’ll pay will depend on when you plan to travel, trip length and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to lock in the ideal luxury stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in St. Michaels?
Impeccable guest service is the defining feature of every 5-star hotel in St. Michaels. From the moment you arrive, staff attend to your every need, whether offering luggage assistance and storage or providing a nightly turn-down service. Also, hotels must offer upscale amenities to be eligible for a 5-star rating. These can include luxury toiletries, spas or saunas, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in St. Michaels?
Use our filters to find a luxurious escape in St. Michaels where everything you need is included. After your initial search, refine your results for resorts that have a 5-star rating and are listed as “All inclusive.” The main thing on the itinerary at these stays? Pure indulgence and relaxation.
What are the top 5-star spa hotels in St. Michaels?
Inn at Perry Cabin combines deluxe accommodations with blissful wellness treatments and experiences. Choose from a menu of massages, facials and more at this leading 5-star spa stay in St. Michaels.
Are there any 5-star vacation rentals in St. Michaels?
Our site doesn’t have any 5-star vacation rentals in St. Michaels. However, you will still find a range of top-rated stays where the only thing on your agenda will be to kick back and enjoy yourself. Discover what’s available by browsing our vacation rentals in St. Michaels.
Are there any 5-star hotels in downtown St. Michaels?
Book a room at Inn at Perry Cabin. This 5-star hotel is a fabulous option if you want to immerse yourself in St. Michaels’s vibrant downtown scene.