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

St. Michaels 5 Stars Hotels

  • 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
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for St. Michaels 5-star hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

1. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is NT$16,252
NT$17,877 total
includes taxes & fees
Dec 6 - Dec 7
Inn at Perry Cabin
A hot tub in a grassy area with a building in the background.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is NT$11,476
NT$13,083 total
includes taxes & fees
Dec 6 - Dec 7
The Inn at Tacaro Estate
Restaurant

3. 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.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
The price is NT$4,277 per night from Nov 29 to Nov 30
NT$4,277
NT$4,876 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (1,007 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
A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson
Open 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 stay at Inn at Perry Cabin. This is one of the most popular 5-star hotels in St. Michaels based on Expedia guest reviews. From its guest services to its well-appointed rooms and prime location, you can rely on an exceptional guest experience.
How much does it cost to stay in a 5-star hotel in St. Michaels?
You'll find many different pricing options for a 5-star hotel in St. Michaels on Expedia. How much you'll pay will depend on when you plan to travel, trip length and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to lock in the ideal luxury stay.

  • Search for the lowest price per night from NT$3,343

What makes a hotel 5 stars in St. Michaels?
Impeccable guest service is the defining feature of every 5-star hotel in St. Michaels. From the moment you arrive, staff attend to your every need, whether offering luggage assistance and storage or providing a nightly turn-down service. Also, hotels must offer upscale amenities to be eligible for a 5-star rating. These can include luxury toiletries, spas or saunas, swimming pools, gastronomic restaurants and knowledgeable concierge.

Explore a world of travel with Expedia