Are there any 4-star casino hotels in St. Michaels?

To find your perfect getaway in St. Michaels, use our convenient filters to narrow down your search. Boasting resort-style amenities and an upmarket level of service, our 4-star casino hotels are a sure bet for a good time.

The Best 4 Star Hotels in St. Michaels, MD from $102

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

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Our top choices for St. Michaels 4-star hotels

A spacious atrium with a high ceiling, skylights, and a patterned floor.

1. Graduate by Hilton Annapolis

Annapolis

REBECCA

$130 nightly

Nov 29 - Nov 30

Total with taxes and fees

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

$89 nightly

Nov 23 - Nov 24

Total with taxes and fees

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

3. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

$204 nightly

Dec 9 - Dec 10

Total with taxes and fees

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

4. The Westin Annapolis

Annapolis

Loraine

$164 nightly

Nov 15 - Nov 16

Total with taxes and fees

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

5. Rod 'N' Reel Resort

Chesapeake Beach

Patricia

$164 nightly

Dec 1 - Dec 2

Total with taxes and fees

A resort with a large pool, outdoor seating, and a view of the sea.

6. Hyatt Regency Chesapeake Bay

Cambridge

Billy

$177 nightly

Nov 23 - Nov 24

Total with taxes and fees

A balcony with a table set for two, overlooking a marina with boats.

7. Annapolis Waterfront Hotel, Autograph Collection

Historic District

Donna

$215 nightly

Nov 23 - Nov 24

Total with taxes and fees

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

8. Marvel's on the Creek

East New Market

Lisa

$186 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

9. The Oaks Waterfront

Easton

William

$489 nightly

Nov 12 - Nov 13

Total with taxes and fees

A multi-story residential building with a covered porch and a red umbrella.

10. Walk to Dtwn: Waterfront Eastern Shore Townhome!

Cambridge

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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

308 Watkins Ln St. Michaels MD

$435 nightly

$479 total

Dec 9 - Dec 10

Total with taxes and fees

9.6/10 Exceptional! (407 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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 on stilts with a green roof, surrounded by water and greenery.

Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

8/10 Good

"Our stay was for several days. The property is very well maintained, and great views of Chesapeake Bay. Booking through Expedia is the best decision because the daily rack rate is far higher. There is onsite uniformed security. There are an abundance of handicapped parking and a parking garage. We ate at the property restaurants for convenience, the food was okay, seemed a bit more expensive than the surrounding area restaurants. It’s to be expected. Our biggest concern was housekeeping. We were not told at check-in that room cleaning is every other day if your stay is multiple days, which we did. You have to request daily cleaning at check-in so a negative. We contacted the front desk to adjust the cleaning to daily but it didn’t happen so we tracked down housekeeping and had our towels changed and and shower gel replaced as it was empty. We were in the old building, we could hear people speaking in adjoining rooms and hallways. We had a a good laugh at some of the conversations. We gave the casino a try it is very well maintained. All in all it is a very nice property just a few misses on execution."

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 $412

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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St. Michaels Vacation Rentals

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