Compare and book 4 Star hotels in St. Michaels, Maryland

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Our top choices for St. Michaels 4-star hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Jose Miguel
The price is 1.960.342 ₫
2.234.790 ₫ total
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,008 reviews)
"Room was clean, great location"
United States
Brian
The price is 3.856.057 ₫
4.395.905 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Graduate by Hilton Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"Great service, great food and drinks. "
United States
Kelly
The price is 4.885.662 ₫
6.296.989 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Hyatt Regency Chesapeake Bay

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (900 reviews)
"Great location, nice and clean "
United States
Micah
The price is 4.890.347 ₫
5.574.996 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is 3.914.379 ₫
4.462.393 ₫ total
includes taxes & fees
25 Jan - 26 Jan
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,005 reviews)
"Extremely nice remodel, everyone was nice to talk to and friendly "
United States
Tyler
The price is 2.190.274 ₫
2.956.543 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Rod 'N' Reel Resort

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is 4.096.339 ₫
5.215.313 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Inn at Chesapeake Bay Beach Club

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is 10.852.550 ₫
11.937.805 ₫ total
includes taxes & fees
13 Feb - 14 Feb
The Oaks Waterfront

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (161 reviews)
"Exceptional bed and breakfast. Would definitely recommend to family and friends. "
United States
Delores
The price is 5.254.200 ₫
5.832.162 ₫ total
includes taxes & fees
24 Jan - 25 Jan
Marvel's on the Creek
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Explore similar 5-star hotels

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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.

The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features  the Hooper Strait Lighthouse, built in 1879

Top St. Michaels Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in St. Michaels?
With Expedia's handy search filters, scoring a great deal on a 4-star hotel in St. Michaels just got easier. Start by keying in your chosen arrival date and length of your escape. Then list the results by price and pick a property that best suits your style and budget.

  • Search for the lowest price from 14.824.726 ₫

What's the difference between 5-star and 4-star hotels in St. Michaels?
Offering a friendly traveller experience and upmarket surroundings, 4-star hotels are an excellent option for your St. Michaels break. These types of stays generally come with lots of useful amenities that make it easy to unpack and relax — think pillowtop mattresses, gyms and pools. Or get a taste of the high life at a 5-star hotel designed to indulge you in luxury perks and amenities. Round-the-clock concierge service, complimentary toiletries and gourmet dining are typically included at these swanky retreats.
Does St. Michaels have any 4-star all-inclusive resorts?
Enjoy a relaxing holiday experience where everything is included in the one upfront rate by using our "All inclusive" filter. Budgeting is a piece of cake when your room, food, activities and entertainment are already taken care of. Eager for more options? Browse the incredible deals on Expedia's standard 4-star options in and around St. Michaels too.