A waterfront street lined with trees and a white building with a balcony.

St. Michaels 5 Stars Hotels

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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, (391 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is HK$5,221
HK$5,743 total
includes taxes & fees
2 Aug - 3 Aug
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
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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 HK$868 per night from 19 Jul to 20 Jul
HK$868
HK$989 total
19 Jul - 20 Jul
includes taxes & fees
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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

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
A lighthouse at sunset with a boat docked nearby.

Top St. Michaels Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Staff were awesome, location is awesome. Best place to stay in St. Michael's."
David 2-night trip
Posted 3 weeks ago
Inn at Perry Cabin

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 HK$989

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.

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