Find 4 Star Hotels in St. Michaels, MD from $127

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Compare St. Michaels 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1047)
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."
The price is $195
$222 total
includes taxes & fees
Jun 9 - Jun 10
Graduate Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1005)
"I was sadly visiting for a funeral and was there for a 4 nite stay. The staff was so kind and very helpful. The room was clean and comfortable. Perfect location to everything I needed. I will 100% stay at this double tree when I come back into town. "
The price is $127
$144 total
includes taxes & fees
Jun 2 - Jun 3
DoubleTree by Hilton Hotel Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (710)
"I like everything about this property!"
The price is $239
$273 total
includes taxes & fees
Jun 2 - Jun 3
Annapolis Waterfront Hotel, Autograph Collection
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Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Excellent room. "
The price is $204
$233 total
includes taxes & fees
Jun 2 - Jun 3
The Westin Annapolis
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1000)
"Gorgeous property. Beautiful views. Well maintained and kept clean. The bed was the best lullaby ever. I slept ever so soundly. Breakfast was bountiful and delicious. The young lady that checked us in was on the surly side and could use some professional development on friendliness and hospitality for people of all cultures. But, the gentleman from Ghana that check me out made up for what she lacked and redeemed my experience. I would definitely stay again. "
The price is $195
$263 total
includes taxes & fees
May 28 - May 29
Hyatt Regency Chesapeake Bay
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful property very kind staff and wonderful amenities..would highly recommend"
The price is $259
$313 total
includes taxes & fees
Jun 10 - Jun 11
The Inn at Chesapeake Bay Beach Club
Front of property
The Oaks Waterfront
4.0 star property
9.8 out of 10, Exceptional, (48)
"Where to begin with this amazing stay? My husband and I went for a weekend to run the St. Michaels half marathon. We were looking for a quiet, relaxing place and the Oaks Waterfront surpassed our expectations. The property is impeccably maintained and, Linda, made us special early breakfast bags for the race since we would have to leave at 5AM, before breakfast service. She helped us find restaurants, get dinners, it was incredible. The property is so beautiful. We didn't bring our children but...
The price is $399
$439 total
includes taxes & fees
May 28 - May 29
The Oaks Waterfront
Dock
Marvel's on the Creek
4.0 star property
10.0 out of 10, Exceptional, (134)
"Debbie is the perfect hostess, nothing is too much trouble for her. She gave us the best breakfast of our 3 week trip, as well as cookies and cake to welcome us and take with us when we left. Debbie also made a restaurant reservation for us at very short notice and was able to get us a window table with a view. Marvels on the Creek is in a beautiful location, very peaceful and great for visiting places on the Eastern Shore. Our room was wonderful and we wish we could have stayed longer. We...
The price is $167
$186 total
includes taxes & fees
May 28 - May 29
Marvel's on the Creek
Horseback riding
The Inn at Tacaro Estate
4.5 star property
8.0 out of 10, Very Good, (4)
"It was amazing. The place was nicely decorated. Food was great. Highly recommended."
The price is $409
$466 total
includes taxes & fees
Jun 19 - Jun 20
The Inn at Tacaro Estate
Luxury Suite, Garden View (Rutland Suite) | Egyptian cotton sheets, premium bedding, pillowtop beds
The Annapolis Inn
4.0 star property
9.0 out of 10, Wonderful, (4)
"The Annapolis Inn exceed every expectation! The owners are absolutely fabulous. The property is gorgeous and exceptionally appointed. Alex is a gourmet chef who left us wanting more each breakfast. Joe is a tremendous story teller and you will want to sit for hours listening and conversing. Both are wonderful and kind humans who gave us their undivided attention and complete care. This was my first experience at a bed and breakfast and I am forever spoiled. You won’t find better accommodations...
The Annapolis Inn

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
The price is $620 per night from Jun 20 to Jun 21
$620
$750 total
includes taxes & fees
Jun 20 - Jun 21
9.4/10 Exceptional! (296 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.

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 $620

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.
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.

Recent reviews of St. Michaels hotels
Expedia verified reviews

Graduate Annapolis

Graduate Annapolis

5/5 Excellent
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."
A verified traveler stayed at Graduate Annapolis
Posted 4 days ago
Graduate Annapolis