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

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

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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

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,000 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
$130 nightly
The price is $149
Nov 29 - Nov 30
Total with taxes and fees
Graduate by Hilton Annapolis
A conference room with round tables, white chairs with blue sashes, and a central floral arrangement.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,278 reviews)
"i enjoyed how close the place was to many local shops and resturants."
United States
michel demanche
$89 nightly
The price is $102
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
A large, multi-story building with a prominent red cylindrical tower, a covered patio area, and a well-maintained garden.

3. 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, (514 reviews)
"Great property super friendly, helpful staff."
United States
scott
$204 nightly
The price is $226
Dec 9 - Dec 10
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

4. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
$159 nightly
The price is $181
Nov 29 - Nov 30
Total with taxes and fees
The Westin Annapolis
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,005 reviews)
"Place is gorgeous, clean and very welcoming."
United States
Patricia
$165 nightly
The price is $184
Dec 6 - Dec 7
Total with taxes and fees
Rod 'N' Reel Resort
A resort with a large pool, outdoor seating, and a view of the sea.

6. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,000 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
$194 nightly
The price is $221
Nov 22 - Nov 23
Total with taxes and fees
Hyatt Regency Chesapeake Bay
A balcony with a table set for two, overlooking a marina with boats.

7. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
$215 nightly
The price is $245
Nov 23 - Nov 24
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection
A wooden dock leading to a house with a lawn and a pond.

8. Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (177 reviews)
"Great place to take a break and enjoy wonderful views. Relaxed atmosphere and bountiful breakfast!"
United States
Lisa
$186 nightly
The price is $206
Nov 15 - Nov 16
Total with taxes and fees
Marvel's on the Creek
A two-story house with a front porch, white siding, and a black front door.

9. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
$489 nightly
The price is $538
Nov 15 - Nov 16
Total with taxes and fees
The Oaks Waterfront
A golf course with sand bunkers, a water body, and a sunset in the background.

10. 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

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
$459 nightly
The price is $505 total per night from Dec 7 to Dec 8
$505 total
Dec 7 - Dec 8
Total with taxes and fees
9.6/10 Exceptional! (407 reviews)
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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 on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson
Open Photo by Louise Johnson

Top St. Michaels Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"1"
David Louis 2-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"WiFi was jut great. Everything else was great."
patrick 1-night trip
Posted 5 days ago
The Westin 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 $408

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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