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

Find 5 Star Hotels in St. Michaels, MD from AED 347

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Check availability on St. Michaels 5 Star Hotels

Tonight
21 Sep - 22 Sep
Tomorrow
22 Sep - 23 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for St. Michaels 5-star hotels

Premium bedding, down comforters, in-room safe, desk
Outdoor pool
Suite, 1 Bedroom (Water View) | Premium bedding, down comforters, in-room safe, desk
Golf

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
AED 2,215
AED 2,436 total
includes taxes & fees
13 Oct - 14 Oct
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, sun loungers
Front of property
Interior
Frette Italian sheets, premium bedding, down comforters, WiFi (free)

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
AED 1,384
AED 1,578 total
includes taxes & fees
5 Oct - 6 Oct
The Inn at Tacaro Estate
Dinner served
Exterior
Staircase
The Asian Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

3. Inn at 202 Dover

Inn at 202 Dover
Easton
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
AED 305
AED 347 total
27 Sep - 28 Sep
includes taxes & fees
8.8/10 Excellent! (1,191 reviews)
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
AED 546
AED 623 total
27 Sep - 28 Sep
includes taxes & fees
Graduate by Hilton Annapolis
The Westin Annapolis

The Westin Annapolis

100 Westgate Cir Annapolis MD
AED 657
AED 750 total
27 Sep - 28 Sep
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
The Westin Annapolis
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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 on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson

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 347
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.

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