St. Michaels 4 Stars Hotels

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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, (1015)
"Great place!"
United States
Tawnya
The price is NT$2,353
NT$2,683 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1004)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is NT$4,287
NT$4,887 total
includes taxes & fees
Dec 29 - Dec 30
Graduate by Hilton Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
The price is NT$4,768
NT$8,462 total
includes taxes & fees
Jan 1 - 2026/1/2
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, (883)
"Great location, nice and clean "
United States
Micah
The price is NT$5,863
NT$6,684 total
includes taxes & fees
Dec 24 - Dec 25
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
The price is NT$4,850
NT$5,529 total
includes taxes & fees
Dec 20 - Dec 21
The Westin Annapolis

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1001)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is NT$2,867
NT$3,812 total
includes taxes & fees
Dec 27 - Dec 28
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, (430)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is NT$5,197
NT$6,570 total
includes taxes & fees
Jan 18 - 2026/1/19
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)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is NT$13,011
NT$14,312 total
includes taxes & fees
Dec 22 - Dec 23
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)
"Clean & spacious room. Amazing hospitality. Excellent communication!"
United States
Chin
The price is NT$6,299
NT$6,992 total
includes taxes & fees
Dec 20 - Dec 21
Marvel's on the Creek
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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 NT$19,893

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?
Enjoy a relaxing vacation 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.

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