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

Find 4 Star Hotels in St. Michaels, MD from $111

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Check availability on St. Michaels 4 Star Hotels

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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 spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Ryan
$98 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Patricia
$153 nightly
$175 total
Sep 13 - Sep 14
Total with taxes and fees
Graduate by Hilton Annapolis
A balcony with a table set for two, overlooking a marina with boats.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.
A waterfront area with boats docked, a clear sky, and buildings in the background.
The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

3. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
Deanna
$215 nightly
$245 total
Sep 7 - Sep 8
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection
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 staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A restaurant with a high ceiling, large windows, and a central bar area.

4. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Theresa
$191 nightly
$212 total
Oct 1 - Oct 2
Total with taxes and fees
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
$271 nightly
$308 total
Sep 2 - Sep 3
Total with taxes and fees
Hyatt Regency Chesapeake Bay
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

6. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
susan greco
$178 nightly
$203 total
Sep 13 - Sep 14
Total with taxes and fees
The Westin Annapolis
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

7. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
$240 nightly
$267 total
Sep 28 - Sep 29
Total with taxes and fees
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 banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

8. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
$440 nightly
$484 total
Sep 7 - Sep 8
Total with taxes and fees
The Oaks Waterfront
A wooden dock with a bench and a wooden post with a light fixture.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.
A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.

9. Marvel's on the Creek

Marvel's on the Creek
East New Market
United States
Richard
$177 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Marvel's on the Creek
A multi-story residential building with a covered porch and a red umbrella.
A modern kitchen with grey cabinets, a central island, and a dining area with a table and chairs.
A marina with docked boats, a building with balconies, and a clear sky.
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
$635 nightly
$699 total
Sep 7 - Sep 8
Total with taxes and fees
Inn at Perry Cabin
The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD
$441 nightly
$502 total
Sep 1 - Sep 2
Total with taxes and fees
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 at sunset with a boat docked nearby.

Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"The resort was clean, and the rooms were modern, comfortable, and well maintained. There were several restaurants on the property, along with a mini casino, which provided plenty of dining and entertainment options. The staff was friendly and welcoming."
James 2-night trip
Posted 1 hour ago
Rod 'N' Reel Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Clean room ,nice helpful staff and the shuttle service was 👍 great"
mona 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis

Find out more about St. Michaels

The preparation of any holiday kicks off with choosing a splendid destination. St. Michaels is a popular option with guests because of everything it offers. Location is everything, but that doesn't mean just the town you are flying into. When you want to make your next trip extra special, it's all about where you start each new day.

Lodgings as Stunning as St. Michaels

St. Michaels saw its fair share of visitors in the last year. Expedia's review section provides tips that can help you narrow down your selection. When you reserve a 4-star room you can rest easy knowing that these properties strive to exceed your needs. These hotels work diligently to make the grounds and facilities pleasing during your visit. You will never have to search long for a gourmet breakfast, to sustain your exercise routine, or an energizing plunge.

Rooms have been designed to keep your utmost comfort in mind, with amenities like ultra-comfortable bedding, and in-room coffee or tea, and specially designed bathroom products. So, lay back and relax. Moreover, if you find that you are need of something else, you can trust the staff will do their best to ensure you continue to be satisfied during your time. These properties are so lovely that you'll regret the day you have to return home.

Reserve a 4-Star Hotel in St. Michaels Today!

A vacation to St. Michaels should be one where you won't have to be concerned about the little things. Book a 4-star hotel in St. Michaels soon, because a lot of other people are too.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in St. Michaels?
To find a 4-star hotel in St. Michaels that's within your budget, use Expedia's handy filter tool. Check out what's available during your vacation dates and use our pricing filter to set your maximum rate. You can also sort your results by the most budget-friendly escape first.
  • Search for the lowest price from $502
What's the difference between 5-star and 4-star hotels in St. Michaels?
Offering a friendly guest experience and upmarket surroundings, 4-star hotels are a terrific option for your St. Michaels escape. These types of stays generally come with loads of handy amenities that make it simple to kick back and relax — think complimentary bathrobes, gyms and pools. Or get a taste of the high life at a 5-star hotel designed to pamper with exclusive perks and amenities. Full-service health clubs, complimentary toiletries and gourmet dining are typically included at these deluxe properties.
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.

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