Oxford to Bellevue Ferry, Maryland, continuous use from 1683 to 1836

Find 5 Star Hotels in St. Michaels, MD from AED 466

  • 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 St. Michaels 5 Star Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for St. Michaels 5-star hotels

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (390 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is AED 2,215
AED 2,436 total
includes taxes & fees
12 Jul - 13 Jul
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (16 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is AED 1,223
AED 1,394 total
includes taxes & fees
25 Jun - 26 Jun
The Inn at Tacaro Estate
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 St. Michaels.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
The price is AED 408 per night from Jul 2 to Jul 3
AED 408
AED 466 total
2 Jul - 3 Jul
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Still don't see what you're looking for?
See all properties in St. Michaels.
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 St. Michaels

Stroll down charming streets lined with boutiques and seafood restaurants in this quaint Chesapeake Bay town. Sail on a skipjack, visit the maritime museum, or bike to nearby wineries for a taste of Eastern Shore living.

See all hotels in St. Michaels
The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879

Top St. Michaels Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in St. Michaels?
Treat yourself to a luxurious stay at Inn at Perry Cabin. This is among the best 5-star hotels in St. Michaels based on Expedia customer reviews. From its premium amenities and services to its prime location, you can expect the highest standard of excellence.
How much does it cost to stay in a 5-star hotel in St. Michaels?
The amount you pay for a 5-star hotel in St. Michaels depends on factors such as when you want to go and the length of your escape. A top tip for landing the best deal? Use our pricing filters to check out the available accommodations for your preferred dates.

  • Search for the lowest price per night from AED 466

What makes a hotel 5 stars in St. Michaels?
In St. Michaels, a hotel needs to provide a specific amount of high-end conveniences to earn a 5-star rating. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their superior service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer thoughtful touches such as welcome gifts.

Explore a world of travel with Expedia