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

St. Michaels 4 Stars Hotels

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Check availability on St. Michaels 4 Star Hotels

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for St. Michaels 4-star hotels

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Chereis
HK$650
HK$741 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A spacious atrium with a high ceiling, skylights, and a patterned floor.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Boryana
HK$1,215
HK$1,385 total
includes taxes & fees
1 Oct - 2 Oct
Graduate by Hilton Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A store with shelves of beverages, a counter with a cash register, and baskets with items.

3. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
susan greco
HK$1,404
HK$1,600 total
includes taxes & fees
13 Sept - 14 Sept
The Westin Annapolis
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.
A modern bar area with a long counter and multiple bar stools.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

4. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Francine
HK$1,134
HK$1,520 total
includes taxes & fees
1 Oct - 2 Oct
Rod 'N' Reel Resort
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

5. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
Taewook
HK$1,953
HK$2,590 total
includes taxes & fees
23 Sept - 24 Sept
Hyatt Regency Chesapeake Bay
A balcony with a table set for two, overlooking a marina with boats.
A waterfront area with boats docked, a clear sky, and buildings in the background.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.

6. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
Deanna
HK$1,750
HK$1,995 total
includes taxes & fees
20 Sept - 21 Sept
Annapolis Waterfront Hotel, Autograph Collection
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

7. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
HK$1,500
HK$1,864 total
includes taxes & fees
28 Sept - 29 Sept
The Inn at Chesapeake Bay Beach Club
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

8. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
HK$3,451
HK$3,796 total
includes taxes & fees
14 Sept - 15 Sept
The Oaks Waterfront
A wooden dock with a bench and a wooden post with a light fixture.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.
A wooden dock leading to a house with a lawn and a pond.

9. Marvel's on the Creek

Marvel's on the Creek
East New Market
United States
Richard
HK$1,568
HK$1,741 total
includes taxes & fees
16 Sept - 17 Sept
Marvel's on the Creek
A multi-story residential building with a covered porch and a red umbrella.
A marina with boats docked, a large building with a white facade, and a clear blue sky.
A modern kitchen with grey cabinets, a central island, and a dining area with a table and chairs.
A modern kitchen with grey cabinets, stainless steel appliances, and a central island.

10. Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!
Cambridge
Walk to Dtwn: Waterfront Eastern Shore Townhome!
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in St. Michaels.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
HK$5,082
HK$5,590 total
6 Oct - 7 Oct
includes taxes & fees
9.6/10 Exceptional! (402 reviews)
Inn at Perry Cabin
The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD
HK$3,110
HK$3,546 total
13 Sept - 14 Sept
includes taxes & fees
9.6/10 Exceptional! (19 reviews)
The Inn at Tacaro Estate
Inn at 202 Dover

Inn at 202 Dover

202 East Dover Street Easton MD
Get ratesInn at 202 Dover
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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
A lighthouse with a balcony, a bell, and a grassy area with a path leading to it.
Photo by JensTrvlBug

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great stay- Go Navy Beat Army!"
Heather 2-night trip
Posted 1 hour ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"The room was clean and comfortable, however when i went to check out the élévator on my floor was n"
Jena 2-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Great hotel and staff , The manager saw that we had Marriot Bonvoy and gave us a great room . also Elaine at the front desk gave us late check out . Overall a great experience !"
ULISES 3-night trip
Posted 12 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Great stay! Very clean and kind staff. The amenities close much too early (8pm), making them difficult to enjoy."
Jessica 1-night trip
Posted 1 day ago
Rod 'N' Reel Resort

Frequently asked questions

How much does it cost to stay in a 4-star hotel in St. Michaels?
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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.

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