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

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Check availability on St. Michaels 5 Star Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Compare St. Michaels 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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

Inn at Perry Cabin

5.0 star property
St. Michaels
9.6 out of 10, Exceptional, (370)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is AED 1,586
AED 1,919 total
includes taxes & fees
7 Dec - 8 Dec
Inn at Perry Cabin
Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
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)
"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 AED 304 per night from Jan 4 to Jan 5
AED 304
AED 347 total
4 Jan - 5 January 2026
includes taxes & fees
8.6/10 Excellent! (1,000 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

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

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. "
Joseph 1-night trip
Posted 3 weeks ago
Inn at Perry Cabin

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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