Compare and book 5 Star hotels in St. Michaels, Maryland

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Check availability on St. Michaels 5 Star Hotels

Top St. Michaels 5 Star Hotels

Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (353)
"Grounds are beautiful. Staff very friendly and attentive "
The price is ₹52,895
₹64,003 total
includes taxes & fees
16 Jul - 17 Jul
Inn at Perry Cabin
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is ₹31,140
₹35,500 total
includes taxes & fees
27 Jul - 28 Jul
The Inn at Tacaro Estate
Inn at 202 Dover
Dinner served

Inn at 202 Dover

5.0 star property
10.0 out of 10, Exceptional, (14)
"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."
Inn at 202 Dover
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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 St. Michaels.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD
The price is ₹8,909 per night from 3 Aug to 4 Aug
₹8,909
₹10,157 total
3 Aug - 4 Aug
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
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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

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

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Frequently asked questions

What are the best 5-star hotels in St. Michaels?
Offering world-class amenities and services, our travellers rate Inn at Perry Cabin as among the best 5-star hotels in St. Michaels. You'll be in the lap of luxury from the minute you step into the lobby.
How much does it cost to stay in a 5-star hotel in St. Michaels?
There are a variety of pricing options for 5-star hotels in St. Michaels on Expedia. The amount you pay will depend on when you plan to travel, trip length and other factors. Compare all of the available properties for your preferred dates and make use of our pricing and other filters to land the ideal luxury stay.

  • Search for the lowest price per night from ₹8,909

What makes a hotel 5 stars in St. Michaels?
In St. Michaels, a hotel needs to offer a certain number of upscale features to earn 5 stars. These can include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their outstanding standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may even offer extra touches like a welcome gift.