Oxford to Bellevue Ferry, Maryland, continuous use from 1683 to 1836

Find 4 Star Hotels in St. Michaels, MD from AED 466

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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, (1,008 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is AED 408
AED 466 total
includes taxes & fees
2 Jul - 3 Jul
DoubleTree by Hilton Hotel Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,002 reviews)
"The hotel was very nice enjoyed my stay."
United States
Raquel
The price is AED 1,098
AED 1,422 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency Chesapeake Bay

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,004 reviews)
"Very fine place"
United States
David
The price is AED 672
AED 767 total
includes taxes & fees
12 Jul - 13 Jul
Graduate by Hilton Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,003 reviews)
"Good location, nice hotel"
United States
Jiyoung
The price is AED 694
AED 791 total
includes taxes & fees
1 Jul - 2 Jul
The Westin Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (938 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is AED 902
AED 1,029 total
includes taxes & fees
5 Jul - 6 Jul
Annapolis Waterfront Hotel, Autograph Collection

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,010 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is AED 478
AED 640 total
includes taxes & fees
29 Jun - 30 Jun
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, (464 reviews)
"Wonderful stay! Everything was amazing..,the staff, rooms, Knoxie’s Table, the spa! Couldn’t have asked for a better stay. I’ll definitely return."
United States
Damika
The price is AED 829
AED 1,013 total
includes taxes & fees
6 Jul - 7 Jul
The Inn at Chesapeake Bay Beach Club

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is AED 1,616
AED 1,778 total
includes taxes & fees
28 Jun - 29 Jun
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, (166 reviews)
"Always a great time staying here."
United States
Richard
The price is AED 635
AED 705 total
includes taxes & fees
24 Jun - 25 Jun
Marvel's on the Creek

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!
4.0 star property
Cambridge
Walk to Dtwn: Waterfront Eastern Shore Townhome!
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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 AED 1,394

What's the difference between 5-star and 4-star hotels in St. Michaels?
Offering a friendly traveler 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?
Use our "All inclusive" filter to search for your next dream getaway in St. Michaels where just about everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this popular destination.